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

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

Used in Pharmaceutical Industry:
5-Amino-2-methylbenzonitrile is used as a starting material for the synthesis of various pharmaceutical compounds. It plays a crucial role in the development of new drugs and the modification of existing ones to improve their efficacy and safety.
Used in Chemical Synthesis:
In the chemical industry, 5-Amino-2-methylbenzonitrile is used as a building block for the synthesis of a wide range of organic compounds, including dyes, pigments, and agrochemicals. Its versatile structure allows for various functional group transformations, making it a valuable component in the synthesis of complex molecules.
Used in the Synthesis of 5-Iodo-2-methylbenzonitrile:
5-Amino-2-methylbenzonitrile is used as a starting material for the synthesis of 5-iodo-2-methylbenzonitrile, which is an important intermediate in the production of pharmaceuticals and other organic compounds.
Used in the Synthesis of 5-Hydroxy-2-methylbenzonitrile:
It may also be used in the preparation of 5-hydroxy-2-methylbenzonitrile, another valuable intermediate in the synthesis of various organic compounds and pharmaceuticals.
Used in the Preparation of 5-(2,4-Dioxothiazolidin-3-yl)-2-methylbenzonitrile:
5-Amino-2-methylbenzonitrile can be reacted with thioglycolic acid methyl ester in the presence of 1,1′-carbonyldiimidazole to produce 5-(2,4-dioxothiazolidin-3-yl)-2-methylbenzonitrile, which has potential applications in the development of new pharmaceuticals and other organic compounds.

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 
• 523977-64-2 5-bromo-2-formylbenzonitrile 
• 156001-53-5 5-bromo-2-(bromomethyl)benzonitrile 
• 523977-67-5 5-Bromo-2-[(E)-2-(4-bromo-phenyl)-vinyl]-benzonitrile 
• 523977-68-6 C₁₆H₈Br₂N₂ 
• 523977-70-0 5-Bromo-2-[(E)-2-(4-diphenylamino-phenyl)-vinyl]-benzonitrile 

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.

Catalytic Reductions and Tandem Reactions of Nitro Compounds Using in Situ Prepared Nickel Boride Catalyst in Nanocellulose Solution

A mild and efficient method for the in situ reduction of a wide range of nitroarenes and aliphatic nitrocompounds to amines in excellent yields using nickel chloride/sodium borohydride in a solution of TEMPO-oxidized nanocellulose in water (0.01 wt %) is described. The nanocellulose has a stabilizing effect on the catalyst, which increases the turnover number and enables low loading of nickel catalyst (0.1-0.25 mol % NiCl2). In addition, two tandem protocols were developed in which the in situ formed amines were either Boc-protected to carbamates or further reacted with an epoxide to yield β-amino alcohols in excellent yields.

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

SULFONYL AMIDE DERIVATIVES FOR THE TREATMENT OF ABNORMAL CELL GROWTH

The present invention relates to a compound of the formula I wherein R1 to R6, A, B, n and m are as defined herein. Such novel sulfonyl amide derivatives are useful in the treatment of abnormal cell growth, such as cancer, in mammals. This invention also relates to a method of using such compounds in the treatment of abnormal cell growth in mammals, especially humans, and to pharmaceutical compositions containing such compounds.

SUBSTITUTED PYRIDONES AS INHIBITORS OF POLY(ADP-RIBOSE) POLYMERASE (PARP)

The present invention discloses and claims a series of 2,3,5-substituted pyridone derivatives as defined herein. This invention also relates to methods of making these compounds. The compounds of this invention are inhibitors of poly(adenosine 5'-diphosphate ribose) polymerase (PARP) and are therefore useful as pharmaceutical agents, especially in the treatment and/or prevention of a variety of diseases, including diseases associated with the central nervous system and cardiovascular disorders.

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).

Synthesis and spectroscopic properties of finite Ph 2N-containing oligo(arylenevinylene) derivatives that emit blue to red fluorescence

(Matrix presented) A series of oligo(phenylenevinylene) (OPV) derivatives with finite conjugation units were prepared in short steps from few building blocks. The central and terminal aryl groups of these OPV dyes contain cyano and Ph2N substituents, respectively, which affect color of fluorescence. The wavelength ranges from 472 nm (blue) to 614 nm (red) depending on the position of the cyano group.

Trisubstituted biphenyls

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