50670-64-9

Basic information

• Product Name: 5-AMINO-2-METHYLBENZONITRILE
• Synonyms: 5-AMINO-2-METHYLBENZENECARBONITRILE;5-AMINO-2-METHYLBENZONITRILE;2-METHYL-5-AMINOBENZONITRILE;TIMTEC-BB SBB002351;5-Amino-2-methylbenzonitrile ,98%;3-Cyano-4-methylaniline, 4-Amino-2-cyanotoluene;4-AMino-2-cyanotoluene;5-Amino-2-methylbenzonitrile 97%
• CAS NO: 50670-64-9
• Molecular Formula: C₈H₈N₂
• Molecular Weight: 132.16
• Product Categories: Aromatic Nitriles;C8 to C9;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 50670-64-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 88-91 °C(lit.)
• Boiling Point: 110°C/22mmHg(lit.)
• Flash Point: 135.4 °C
• Appearance: Yellow to brown/Powder
• Density: 1.1083 (rough estimate)
• Vapor Pressure: 0.00113mmHg at 25°C
• Refractive Index: 1.6231 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: soluble in Methanol
• CAS DataBase Reference: 5-AMINO-2-METHYLBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-2-METHYLBENZONITRILE(50670-64-9)
• EPA Substance Registry System: 5-AMINO-2-METHYLBENZONITRILE(50670-64-9)

Safety Data

• Hazard Codes: Xi,T
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 3439 6.1/PG III
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 50670-64-9(Hazardous Substances Data)

Usage

Uses

5-Amino-2-methylbenzonitrile may be used as a starting material for the synthesis of 5-iodo-2-methylbenzonitrile and 5-hydroxy-2-methylbenzonitrile. It may also be used in the preparation of 5-(2,4-dioxothiazolidin-3-yl)-2-methylbenzonitrile by reacting with thioglycolic acid methyl ester in the presence of 1,1′-carbonyldiimidazole.

InChI:InChI=1/C8H8N2/c1-6-2-3-8(10)4-7(6)5-9/h2-4H,10H2,1H3

Upstream product

• 939-83-3 2-cyano-4-nitrotoluene 
• 7745-91-7 3-bromo-4-methylaniline 
• 529-19-1 2-Methylbenzonitrile 

Downstream Products

• 2840-04-2 5-amino-2-methylbenzoic acid 
• 101349-82-0 5-hydroxy-2-methyl-benzonitrile 
• 156001-51-3 3-Bromo-6-methyl-benzonitrile 
• 52107-68-3 5-iodo-2-methylbenzonitrile 
• 1016641-71-6 C₁₅H₁₀BrN₃ 
• 1016641-78-3 C₁₁H₉N₃O 
• 1261582-58-4 C₈H₆ClNO₂S 
• 1318689-68-7 4-(5-(p-(naphthylphenylamino)phenyl)-3,4-ethylenedioxythiophen-2-yl)-2-cyanobenzaldehyde 
• 1318689-65-4 (E)-3-(4-(5-(p-(naphthylphenylamino)phenyl)-3,4-ethylenedioxythiophen-2-yl)cyanophenyl)cyanoacrylic acid 
• 1394321-71-1 2-methyl-5-(6-oxo-4-propyl-1,6-dihydropyrimidin-2-ylamino)benzonitrile 
• 1394321-78-8 5-(4-butyl-6-oxo-1,6-dihydropyrimidin-2-ylamino)-2-methylbenzonitrile 
• 1394317-79-3 (R)-2-methyl-5-[4-(2-methylpyrrolidin-1-yl)-6-propylpyrimidin-2-ylamino]benzonitrile 
• 1394320-32-1 (S)-N-{1-[2-(3-cyano-4-methylphenylamino)-6-propylpyrimidin-4-yl]pyrrolidin-3-yl}-2-hydroxyacetamide 

Relevant articles and documents

Nickel Boride Catalyzed Reductions of Nitro Compounds and Azides: Nanocellulose-Supported Catalysts in Tandem Reactions

Nickel boride catalyst prepared in situ from NiCl2 and sodium borohydride allowed, in the presence of an aqueous solution of TEMPO-oxidized nanocellulose (0.01 wt%), the reduction of a wide range of nitroarenes and aliphatic nitro compounds. Here we describe how the modified nanocellulose has a stabilizing effect on the catalyst that enables low loading of the nickel salt pre-catalyst. Ni-B prepared in situ from a methanolic solution was also used to develop a greener and facile reduction of organic azides, offering a substantially lowered catalyst loading with respect to reported methods in the literature. Both aromatic and aliphatic azides were reduced, and the protocol is compatible with a one-pot Boc-protection of the obtained amine yielding the corresponding carbamates. Finally, bacterial crystalline nanocellulose was chosen as a support for the Ni-B catalyst to allow an easy recovery step of the catalyst and its recyclability for new reduction cycles.

Highly efficient triarylene conjugated dyes for sensitized solar cells

A new series of organic dyes containing a triarylamine donor group, a triarylene-linked bridging moiety, and a cyanoacrylic acid acceptor group were synthesized through a simple procedure in high yields. A selected set of substituents were added onto the

An environmentally benign procedure for the Cu-catalyzed cyanation of aryl bromides

The development of a general Cu-catalyzed synthesis of (hetero)aromatic nitriles from the corresponding aryl bromides and potassium hexacyanoferrate(II) is described. This novel protocol avoids the use of highly toxic alkali cyanides and precious palladium catalysts. Best results were achieved applying Cu(BF4)2?6H2O (0.1 equiv) and N,N′-dimethyl ethylenediamine (DMEDA; 1.0 equiv) in N,N-dimethyl acetamide (DMAc).