4-Amino-3-methylbenzonitrile

Base Information

• Chemical Name: 4-Amino-3-methylbenzonitrile
• CAS No.: 78881-21-7
• Molecular Formula: C8H8N2
• Molecular Weight: 132.165
• Hs Code.: 29269090
• European Community (EC) Number: 675-402-8
• DSSTox Substance ID: DTXSID80426623
• Nikkaji Number: J1.790.427B
• Wikidata: Q72439172
• Mol file: 78881-21-7.mol

Synonyms:4-Amino-3-methylbenzonitrile;78881-21-7;4-Cyano-o-toluidine;2-Amino-5-cyanotoluene;4-Cyano-2-methylaniline;4-amino-3-methyl-benzonitrile;Benzonitrile, 4-amino-3-methyl-;MFCD02093969;3-methyl-4-aminobenzonitrile;4-Cyano-2-methyianiline;SCHEMBL627108;4-amino-5-methyl-benzonitrile;4-Amino-3-methyl benzonitrile;DTXSID80426623;MBZDCUMFFPWLTJ-UHFFFAOYSA-N;CL8203;4-azanyl-3-methyl-benzenecarbonitrile;AKOS009159042;AC-5205;CS-W011091;4-Amino-3-methylbenzonitrile, AldrichCPR;AS-45999;BP-12799;A9884;AM20041177;FT-0617499;EN300-108962;A839522;J-514368

Chemical Property of 4-Amino-3-methylbenzonitrile

Chemical Property:

• Appearance/Colour: pale yellow crystals
• Vapor Pressure: 0.000869mmHg at 25°C
• Melting Point: 93-94 °C
• Refractive Index: 1.575
• Boiling Point: 304.5 °C at 760 mmHg
• PKA: 1.58±0.10(Predicted)
• Flash Point: 138 °C
• PSA: 49.81000
• Density: 1.1 g/cm³
• LogP: 2.03008
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Methanol
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 132.068748264
• Heavy Atom Count: 10
• Complexity: 156

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Amino-3-methylbenzonitrile >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: Xn
• Statements: 20/21/22-43-20/21-36/37/38
• Safety Statements: 22-36/37/39-36/37-26-9

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)C#N)N

Technology Process of 4-Amino-3-methylbenzonitrile

There total 22 articles about 4-Amino-3-methylbenzonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

3-methyl-4-nitrobenzonitrile (96784-54-2) → 4-amino-3-methylbenzonitrile (78881-21-7)

Guidance literature:

With ethanol; tin(ll) chloride; for 2h; Heating;

DOI:10.1021/jm990041+

Reference yield: 93.0%

ethanol (64-17-5) + 3-methyl-4-nitrobenzonitrile (96784-54-2) → 4-amino-3-methylbenzonitrile (78881-21-7)

Guidance literature:

With iron;

Reference yield: 87.0%

N-(4-cyano-2-methylphenyl)acetamide (81018-29-3) → 4-amino-3-methylbenzonitrile (78881-21-7)

Guidance literature:

With hydrogenchloride; water; In methanol; for 8h; Reflux;

DOI:10.1016/j.bmc.2014.09.052

upstream raw materials:

3-methyl-4-nitrobenzonitrile

4-bromo-3-methylbenzonirtile

3,4-methylenedioxyacetanilide

4-bromo-3-methyl-N-(2-methyl-4-cyanophenyl)benzamide

Downstream raw materials:

4-iodo-3-methylbenzonitrile

4-hydroxy-3-methylbenzonitrile

4-(benzhydrylidenylamino)-3-methylbenzonitrile

4-cyano-2-methylphenyl isocyanate

Refernces

• 1、 Dusso, Diego,Ramirez, Cristina,Parise, Alejandro,Lanza,Vera, D. Mariano,Chesta, Carlos,Moyano, E. Laura,Akhmedov, Novruz G.. "Synthesis of new cyano-substituted analogues of Tr?ger's bases from bromo-derivatives. A stereochemical dependence of long-range (nJHH, n?=?4, 5, and 6) proton–proton and proton–carbon (nJCH, n?=?1, 2, 3, 4, and 5) coupling constants of these compounds". . p. 423 - 454. Retrieved 2019/05/24.
• 2、 -. "CHROMOPHORES FOR PHOTOCHROMIC COMPOSITIONS USEFUL FOR THREE DIMENSIONAL DISPLAY APPLICATIONS". Paragraph 0227; 0228. . Retrieved 2017/04/11.