2-METHYL-3-NITROBENZONITRILE

Base Information

• Chemical Name: 2-METHYL-3-NITROBENZONITRILE
• CAS No.: 71516-35-3
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• Hs Code.: 2926909090
• Mol file: 71516-35-3.mol

Synonyms:2-Cyano-6-nitrotoluene;2-Methyl-3-nitrobenzonitrile;

Chemical Property of 2-METHYL-3-NITROBENZONITRILE

Chemical Property:

• Vapor Pressure: 0.00709mmHg at 25°C
• Melting Point: 89-91 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.568
• Boiling Point: 269.8 °C at 760 mmHg
• Flash Point: 117 °C
• PSA: 69.61000
• Density: 1.26 g/cm³
• LogP: 2.29808

Purity/Quality:

98%min ^*data from raw suppliers

2-Methyl-3-nitrobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-METHYL-3-NITROBENZONITRILE

There total 7 articles about 2-METHYL-3-NITROBENZONITRILE 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: 88.0%

2-bromo-6-nitrotoluene (55289-35-5) + ethyl 2-cyanoacetate (105-56-6) → 2-methyl-3-nitrobenzonitrile (71516-35-3)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; palladium diacetate; sodium carbonate; 1,2-bis-(diphenylphosphino)ethane; potassium iodide; In N,N-dimethyl-formamide; at 130 ℃; for 22h; Inert atmosphere;

DOI:10.1021/ol3014914

Reference yield: 87.0%

2-Methylbenzonitrile (529-19-1) → 2-cyano-4-nitrotoluene (939-83-3) + 2-methyl-3-nitrobenzonitrile (71516-35-3)

Guidance literature:

With zeolite Hβ; trifluoroacetyl nitrate; acetic anhydride; at -10 ℃;

DOI:10.1039/b002158j

Reference yield: 84.0%

6-chloro-2-nitrotoluene (83-42-1) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → 2-methyl-3-nitrobenzonitrile (71516-35-3)

Guidance literature:

With [Pd(cinnamyl)Cl]2; N-ethyl-N,N-diisopropylamine; XPhos; In isopropyl alcohol; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.oprd.6b00229

upstream raw materials:

potassium cyanide

3-nitro-o-tolylamine

2-Methylbenzonitrile

2-bromo-6-nitrotoluene

Downstream raw materials:

2-methyl-3-nitro-thiobenzoic acid S-benzyl ester

2-methyl-3-nitrobenzoyl chloride

(2-methyl-3-nitrophenyl)methanol

3-hydroxy-2-methylbenzonitrile

Refernces

• 1、 Jin, Cheng Hua,Krishnaiah, Maddeboina,Sreenu, Domalapally,Subrahmanyam, Vura Bala,Park, Hyun-Ju,Park, So-Jung,Sheen, Yhun Yhong,Kim, Dae-Kee. "4-([1,2,4]Triazolo[1,5-a]pyridin-6-yl)-5(3)-(6-methylpyridin-2-yl)imidazole and -pyrazole derivatives as potent and selective inhibitors of transforming growth factor-β type i receptor kinase". supporting information. p. 2724 - 2732. Retrieved 2014/05/06.
• 2、 Zheng, Shuyan,Yu, Chunhui,Shen, Zhengwu. "Ethyl cyanoacetate: A new cyanating agent for the palladium-catalyzed cyanation of aryl halides". supporting information; experimental part. p. 3644 - 3647. Retrieved 2012/08/28.