Nitriles-buliding-blocks

Cyanation of Aryl Bromides with K₄[Fe(CN)₆] Catalyzed by Dichloro[bis{1-(dicyclohexylphosphanyl)piperidine}]palladium, a Molecular Source of Nanoparticles, and the Reactions Involved in the Catalyst-Deactivation Processes was written by Gerber, Roman;Oberholzer, Miriam;Frech, Christian M.. And the article was included in Chemistry – A European Journal in 2012.Synthetic Route of C6H5NS This article mentions the following:

Dichloro[bis{1-(dicyclohexylphosphanyl)piperidine}]palladium [(P{(NC₅H₁₀)(C₆H₁₁)₂})₂PdCl₂] (1) is a highly active and generally applicable C-C cross-coupling catalyst. Apart from its high catalytic activity in Suzuki, Heck, and Negishi reactions, compound 1 also efficiently converted various electronically activated, nonactivated, and deactivated aryl bromides, which may contain fluoride atoms, trifluoromethane groups, nitriles, acetals, ketones, aldehydes, ethers, esters, amides, as well as heterocyclic aryl bromides, such as pyridines and their derivatives, or thiophenes into their resp. aromatic nitriles with K₄[Fe(CN)₆] as a cyanating agent within 24 h in NMP at 140 鎺矯 in the presence of only 0.05 mol % catalyst. Catalyst deactivation processes showed that excess cyanide efficiently affected the mol. mechanisms as well as inhibited the catalysis when nanoparticles were involved, owing to the formation of inactive cyanide complexes, such as [Pd(CN)₄]^2-, [(CN)₃Pd(H)]^2-, and [(CN)₃Pd(Ar)]^2-. Thus, the choice of cyanating agent is crucial for the success of the reaction because there is a sharp balance between the rate of cyanide production, efficient product formation, and catalyst poisoning. For example, whereas no product formation was obtained when cyanation reactions were examined with Zn(CN)₂ as the cyanating agent, aromatic nitriles were smoothly formed when hexacyanoferrate(II) was used instead. The reason for this striking difference in reactivity was due to the higher stability of hexacyanoferrate(II), which led to a lower rate of cyanide production, and hence, prevented catalyst deactivation processes. This pathway was confirmed by the colorimetric detection of cyanides: whereas the conversion of 灏?solvato-浼?cyanocobyrinic acid heptamethyl ester into dicyanocobyrinic acid heptamethyl ester indicated that the cyanide production of Zn(CN)₂ proceeded at 25 鎺矯 in NMP, reaction temperatures of >100 鎺矯 were required for cyanide production with K₄[Fe(CN)₆]. Mechanistic investigations demonstrate that palladium nanoparticles were the catalytically active form of compound 1. In the experiment, the researchers used many compounds, for example, 3-Methylthiophene-2-carbonitrile (cas: 55406-13-8Synthetic Route of C6H5NS).

3-Methylthiophene-2-carbonitrile (cas: 55406-13-8) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Synthetic Route of C6H5NS

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Pyrolysis of esters. XVIII. Synthesis of nitriles by pyrolysis of cyanoacetic esters was written by Bailey, William J.;Daly, John J. Jr.. And the article was included in Journal of the American Chemical Society in 1959.Recommanded Product: 2-Cyclohexylacetonitrile This article mentions the following:

The pyrolysis of cyanoacetic esters was investigated as a convenient method of synthesis for the corresponding nitriles. NCCH₂CO₂Et (169.5 g.), 118.8 g. EtAc, 11.7 g. NH₄OAc, 18 g. AcOH, 300 cc. 95% EtOH, and 3 g. Pd-C hydrogenated 36 hrs. at room temperature yielded 223.5 g. EtMeCHCH(CN)CO₂Et (I), b₉ 103-4.5鎺? n²⁵_D 1.4268. I (153 g.) added dropwise during 3.75 hrs. to a Vycor tube packed with glass helices at 520鎺?and the resulting pyrolyzate distilled yielded 63.7 g. EtMeCHCH₂CN, b₉₂ 88鎺?n²⁶_D 1.4051. Et cyclohexylidenecyanoacetate (93 g.), b₉ 148-9鎺? n²⁵_D 1.4938, obtained in 83% yield by the condensation of cyclohexanone and NCCH₂CO₂Et, hydrogenated catalytically gave 86 g. Et cyclohexylcyanoacetate (II), b₁₂ 146-8鎺? n²⁵_D 1.4580. II (80 g.) pyrolyzed during 2 hrs. at 520鎺?gave 38.8 g. cyclohexylacetonitrile, b₁₂ 86鎺? n²⁵_D 1.4548. Na (46 g.) in 500 cc. absolute EtOH treated with 226 g. NCCH₂CO₂Et, stirred 15 min., treated rapidly with 254 g. (CH₂CH₂Cl)₂, refluxed 48 hrs., treated with 46 g. Na in 500 cc. absolute EtOH, refluxed 72 hrs., and evaporated, the residue dissolved in H₂O, the solution extracted with Et₂O, and the extract distilled gave 200 g. 1-cyano-1-carbethoxycyclopentane (III), b₁₈ 118鎺? n²⁵_D 1.4452. III (101 g.), pyrolyzed during 2.8 hrs. at 510鎺?in the usual manner and the pyrolyzate fractionated gave 47.3 g. cyclopentanecarbonitrile, b₂₀ 67-8鎺? n²⁵_D 1.4403, and 11 g. unchanged III. Et₂C(CN)CO₂Et (57 g.), b₁₀ 92鎺? n²⁷_D 1.4200, pyrolyzed in the usual manner during 1.7 hrs. at 510鎺?and fractionated gave 20.5 g. Et₂CHCN, b₃₈ 60-2鎺? n²⁶_D 1.3995, and 9.5 g. unchanged starting material. Na (18 g.) in 400 cc. absolute EtOH and 202 g. Br(CH₂)₃Br added simultaneously with stirring to 27.6 g. Na in 600 cc. absolute EtOH and 135.6 g. NCCH₂CO₂Et during 1 hr., heated 1.5 hrs., the EtOH distilled, the residue extracted with H₂O, the extract re姣泋td. with C₆H₆, and the combined extract and original organic layer distilled yielded 110 g. 1-cyano-1-carbethoxycyclobutane (IV), b₁₀ 94.5-7.5鎺? n²⁴_D 1.4395. IV (39.5 g.) pyrolyzed during 1 hr. at 520鎺?and the product fractionated gave 7.5 g. crude CH₂:CHCN, b. 76-7鎺?(BrCH₂CHBrCN m. 131-2鎺?. EtMeC:C(CN)CO₂Et (167 g.), b₉ 111-12鎺? n²⁵_D 1.4648, pyrolyzed during 3.75 hrs. at 510鎺?and the pyrolyzate fractionated gave 62.3 g. mixture of 80-5% EtMeC:CHCN and 15-20% MeCH:CMeCH₂CN, b_80-4 90-1鎺? n²⁵_D 1.4386, and 42 g. starting ester. Et cyclohexylidenecyanoacetate (158 g.) pyrolyzed during 3.2 hrs. at 510鎺?and the product fractionated gave 65.7 g. mixture of 85-90% 1-cyclohexenylacetonitrile and 5-10% cyclohexylideneacetonitrile, b₁₀ 89.5-90鎺? n²⁵_D 1.4832. In the experiment, the researchers used many compounds, for example, 2-Cyclohexylacetonitrile (cas: 4435-14-7Recommanded Product: 2-Cyclohexylacetonitrile).

2-Cyclohexylacetonitrile (cas: 4435-14-7) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Recommanded Product: 2-Cyclohexylacetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Core-shell structured mesoporous silica: a new immobilized strategy for rhodium catalyzed asymmetric transfer hydrogenation was written by Zhang, Huaisheng;Jin, Ronghua;Yao, Hui;Tang, Shuang;Zhuang, Jinglan;Liu, Guohua;Li, Hexing. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2012.Reference of 101219-69-6 This article mentions the following:

A core-shell structured heterogeneous rhodium catalyst exhibited excellent catalytic activity and enantioselectivity in asym. transfer hydrogenation of aromatic ketones in aqueous medium, which could be recovered easily and used repetitively twelve times without affecting obviously its enantioselectivity. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Reference of 101219-69-6).

(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Reference of 101219-69-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A new method for the preparation of cyclic nitriles by catalytic degradation. I was written by Houben, J.;Fischer, Walter. And the article was included in Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen in 1930.Computed Properties of C11H11N This article mentions the following:

The trichloromethyl ketimides of the type described in the preceding abstract are smoothly converted not only by alc. and aqueous alkali but also catalytically in Et₂O by small amounts of powd. KOH into cyclic nitriles and CHCl₃ without the alkali being in any way attacked. With the ketimides of the free phenols, where the HO group must be saturated with alkali before cleavage can take place, it is difficult to determine the amount of alkali required for the cleavage, but it is believed that here, too, the process is catalytic. A procedure has been developed which permits of converting the ketimide directly, without purification, into the nitrile and also of separating the ketimide from the accompanying ketone. The method almost always gives good yields and has thus far failed in no case. Thus, from p-MeC₆H₄C(:NH)CCl₃ (85% pure), allowed to stand 2-4 hrs. under petroleum ether with powd. CaO and KOH (powd. under petroleum ether and dried over P₂O₅ at 100鎺?, was obtained 75% p-MeC₆H₄CN which, while it did not solidify until cooled to 0鎺? yielded only p-MeC₆H₄CO₂H with acids and then alkali, and p-MeC₆H₄CONH₂ with MeOH-HCl. It is not clear what caused the depression of the m. p. of the MeC₆H₄CN. The crude mixture of 2,4-Me₂C₆H₃C(:NH)CCl₃ (91%) and ketone obtained from m-xylene and CCl₃CN gives with powd. KOH-CaO 82% 2,4-Me₂C₆H₃CN, m. 24-5鎺? From 2,5-Me₂C₆H₃C(:NH) CCl₃ (85%) was obtained 98% 2,5-Me₂C₆H₃CN, begins to m. -3鎺? m. completely 6鎺? 2,4,6-Me₃C₆H₂CN, b. 225-30鎺? was obtained in 62% yield, based on the C₆H₃Me₃ used, without isolating the ketimide. The mixture of little 浼? with much 灏? tetralyl CCl₃ ketimide HCl salts (see preceding abstract) yields 14% 浼?cyanotetralin, m. 48-50鎺?the H₂O set free from the salts by the KOH converting the 灏?ketimide almost completely into the ketone and NH₈, which is recovered in about 68% yield as C₁₀H₁₁CO₂K. p-HOC₆H₄C(:NH.HCl)Me, allowed to stand 2 min. in 10% NaOH at 50鎺? gave p-HOC₆H₄CO₂H and 25% p-HOC₆H₄CN. 2,5,4-Me₂(HO)C₆H₂C(:NH)CCl₃ was quant. converted in the same way into Me₂(HO)C₆H₂CN, m. 163-5鎺? 2,6,Dimethyl-4-methoxy- benzonitrile, m. 85-7鎺? was obtained in 52% yield, together with a substance, m. 49-55鎺? of the same N content, directly from 3,5-Me₂C₆H₃OMe without isolating the ketimide. p-Thymotinic nitrile, m. 115-6鎺? was obtained in 81% yield from the ketimide-HCl, and in 61% yield directly from thymol. p-Carvacrotinic nitrile, m. 75-7鎺? was likewise obtained in 62% yield from the ketimide-HCl. In the experiment, the researchers used many compounds, for example, 5,6,7,8-Tetrahydronaphthalene-1-carbonitrile (cas: 29809-13-0Computed Properties of C11H11N).

5,6,7,8-Tetrahydronaphthalene-1-carbonitrile (cas: 29809-13-0) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C閳ユ弲 bond formation or by dehydration of primary carboxamides. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Computed Properties of C11H11N

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

3H-Azepines and related systems. Part 5. Photo-induced ring expansions of o-azidobenzonitriles to 3-cyano- and 7-cyano-3H-azepin-2(1H)-ones was written by Lamara, Kaddour;Redhouse, Alan D.;Smalley, Robert K.;Thompson, J. Robin. And the article was included in Tetrahedron in 1994.HPLC of Formula: 64113-86-6 This article mentions the following:

Unlike other aryl azides bearing electron-withdrawing ortho-substituents, o-azidobenzonitriles on photolysis in aqueous-tetrahydrofuran yield mixtures of the expected 3-cyano- (I; R=CN, R¹ = R² = H) and the unexpected 7-cyano-3H-azepin-2(1H)-ones (I; R = R¹ = H, R² = CN). In one instance ring-contraction to 2-azabicyclo[3.2.0]hept-6-en-3-one II is noted. X-Ray crystallog. data for 7-cyano- (I; R = R¹ = H, R² = CN) and 4-chloro-7-cyano-3H-azepin-2-one (R = H, R¹ = Cl, R² = CN) , and for the azabicycloheptenone, are presented. In the experiment, the researchers used many compounds, for example, 5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6HPLC of Formula: 64113-86-6).

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. The R-C-N bond angle in and nitrile is 180鎺?which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two 锜? bond in the triple bond. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).HPLC of Formula: 64113-86-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Solid-state fluorescence properties of small iminocoumarin derivatives and their analogues in the coumarin series was written by Abid-Jarraya, Nihel;Khemakhem, Kacem;Turki-Guermazi, Hamida;Abid, Souhir;Saffon, Nathalie;Fery-Forgues, Suzanne. And the article was included in Dyes and Pigments in 2016.Recommanded Product: 51473-74-6 This article mentions the following:

Considering the many potential applications of fluorescent materials, dyes that exhibit emission in the solid state are in high demand, especially if they are easy to prepare and inexpensive. In this respect, exploring the behavior of basic iminocoumarins seemed relevant. The spectroscopic properties of 3-cyano-7-diethylamino-2-iminocoumarin and a derivative bearing an ethoxycarbonyl group were therefore studied in the solid state, and a comparison was made with the corresponding coumarin. The three compounds had very close fluorescence properties in solution In contrast, the coumarin derivative was much more emissive in the solid state than the iminocoumarins. This discrepancy was tentatively related to the crystal packing modes. A comparison was made with 7-diethylaminocoumarin to clarify the role of the cyano group, which may not be advantageous from a spectroscopic viewpoint. Using a solvent-exchange method, the three cyano compounds generated elongated microparticles, the substituted iminocoumarin derivative even led to flat microfibers. This work shows that small coumarins are valuable solid-state fluorescent dyes while small iminocoumarins should be used as building blocks to access more elaborated compounds if solid-state applications are envisaged. In the experiment, the researchers used many compounds, for example, 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6Recommanded Product: 51473-74-6).

7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Recommanded Product: 51473-74-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Cone angle of ligands – Group IV and V compounds was written by Imyanitov, N. S.. And the article was included in Koordinatsionnaya Khimiya in 1985.Category: nitriles-buliding-blocks This article mentions the following:

The cone angle (the steric characteristic, expressing the degree of filling out by the ligand of the coordination sphere) was calculated for 610 ligands. The ligands considered have the formulas AX₃ or A(OX)₃ and have tetrahedral geometry with respect to A in the fragment of the complex M-AX₃ (M = coordinating metal; A = N, P, As, Sb, Bi, C, Si, Ge, Sn, Pb; X = alkyl, cycloalkyl, aryl, alkylaryl, arylalkyl). Known cone angles of ligands based on P, determined by mol. models, are correlated; the effective covalent and van der Waals radii of X were calculated with respect to the known cone angles. The cone angles are calculated with respect to the radii and the internuclear M-A distances. This procedure ensures standardization and comparability of the steric characteristics obtained. Cone angles are equal or nearly equal for neighboring elements of group IVA and VA. As the at. number of A in a group increases the cone angle decreases. The change in cone angle was considered in relation to the M-ligand; the cone angle values, established for Ni complexes, can be used for complexes of all other transition metals, except those in the beginning of the transition series. In the experiment, the researchers used many compounds, for example, 3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1Category: nitriles-buliding-blocks).

3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A new, fast and easy strategy for one-pot synthesis of full substituted cyclopropanes: direct transformation of aldehydes to 3-aryl-1,1,2,2-tetracyanocyclopropanes was written by Pesyan, Nader Noroozi;Kimia, Mohammad Ali;Jalilzadeh, Mohammad;Sahin, Ertan. And the article was included in Journal of the Chinese Chemical Society (Weinheim, Germany) in 2013.Recommanded Product: 55490-87-4 This article mentions the following:

A new, fast and easy method for a one-pot reaction of aromatic aldehydes and dialdehydes with malononitrile and cyanogen bromide was developed to afford substituted 3-arylcyclopropane-1,1,2,2-tetracarbonitrile derivatives in excellent yield in a very short time (about 5 s). The product structures were characterized by IR, ¹H-NMR, ¹³C-NMR, mass spectrometry and X-ray crystallog. techniques. For these compounds the crystallog. data showed two structures in a mirror image in solid case and one distinct structure in solution A reaction mechanism was discussed, whereby the synthesis of the target compounds was achieved by the formation of triethylammonium bromodicyanomethanide (I) as a key intermediate. The title compounds thus formed included 3-(2-nitrophenyl)-1,1,2,2-cyclopropanetetracarbonitrile (II) and related substances, such as a naphthalene, pyridine, furan and anthracene derivative A reaction of 1,4-benzenedicarboxaldehyde provided a dimer-type compound [3,3′-(1,4-phenylene)bis[1,1,2,2-cyclopropanetetracarbonitrile]]. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Recommanded Product: 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitrile carbon shifts are in the range of 115閳?25 ppm whereas in isonitriles the shifts are around 155閳?65 ppm. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Recommanded Product: 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

2-(Benzoylimino)thiazolidin-4-ones: formation by an alternative ring closure and analysis of rotational barriers was written by Haecker, Hans-Georg;Elsinghorst, Paul W.;Michels, Susanne;Daniels, Joerg;Schnakenburg, Gregor;Guetschow, Michael. And the article was included in Synthesis in 2009.Category: nitriles-buliding-blocks This article mentions the following:

The reactions of N-benzoyl-N’-(o-cyanoaryl)thioureas with Et bromoacetate under alk. conditions led to the formation of either fused 2-(alkylsulfanyl)-4-aminopyrimidines or 2-(benzoylimino)-3-(o-cyanoaryl)thiazolidin-4-ones. The accurate application of slightly different reaction conditions allowed us to adjust the balance between the formation of the pyrimidine or thiazolidine heterocycles. Atropisomerism in the 3-(o-cyanoaryl)thiazolidin-4-ones was influenced by the size of the o-cyanoaryl ring, which was investigated by means of NMR measurements and theor. calculations In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Category: nitriles-buliding-blocks).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Identification of novel inhibitors of Aurora A with a 3-(pyrrolopyridin-2-yl)indazole scaffold was written by Song, Pinrao;Chen, Ming;Ma, Xiaodong;Xu, Lei;Liu, Tao;Zhou, Yubo;Hu, Yongzhou. And the article was included in Bioorganic & Medicinal Chemistry in 2015.Recommanded Product: 3-Amino-4-methylbenzonitrile This article mentions the following:

A novel series of 3-(pyrrolopyridin-2-yl)indazole derivatives were synthesized and biol. evaluated for their anti-proliferative effects on five human cancer cell lines. As a result, all of them exhibited vigorous potency against HL60 cell line with IC₅₀ values ranging from singe digital nanomolar to micromolar level. Besides, a majority of them displayed modest to good antiproliferative activities against the other four cell lines, including KB, SMMC-7721, HCT116, and A549. Particularly, compound 2y, as the most distinguished one in this series, demonstrated IC₅₀ values of 8.3 nM and 1.3 nM against HL60 and HCT116 cell lines, resp. Afterwards, for exploring the mol. target, compounds2d, 2g and 2y were further selected to evaluate the inhibitory activities against a panel of kinases. Finally, they were identified to be targeting Aurora A kinase with significant selectivity over other kinases, such as CHK1, CDK2, MEK1, GSK3灏? BRAF, IKK灏?and PKC. In the experiment, the researchers used many compounds, for example, 3-Amino-4-methylbenzonitrile (cas: 60710-80-7Recommanded Product: 3-Amino-4-methylbenzonitrile).

3-Amino-4-methylbenzonitrile (cas: 60710-80-7) belongs to nitriles. The R-C-N bond angle in and nitrile is 180鎺?which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two 锜? bond in the triple bond. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Recommanded Product: 3-Amino-4-methylbenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts