3-Methylbenzyl cyanide

Base Information

• Chemical Name: 3-Methylbenzyl cyanide
• CAS No.: 2947-60-6
• Molecular Formula: C9H9N
• Molecular Weight: 131.177
• Hs Code.: 29269090
• European Community (EC) Number: 220-962-7
• NSC Number: 20695
• UNII: VK65R23ZZK
• DSSTox Substance ID: DTXSID30183673
• Nikkaji Number: J209.078C
• Wikidata: Q72488102
• Mol file: 2947-60-6.mol

Synonyms:2947-60-6;3-Methylbenzyl cyanide;2-(3-methylphenyl)acetonitrile;m-Tolylacetonitrile;m-Methylphenylacetonitrile;3-Methylphenylacetonitrile;m-Xylyl cyanide;m-Methylbenzyl cyanide;2-(m-tolyl)acetonitrile;3-Methylbenzylcyanide;Benzeneacetonitrile, 3-methyl-;(3-methylphenyl)acetonitrile;MFCD00001914;NSC 20695;3-Methylbenzeneacetonitrile;VK65R23ZZK;2-(3-methylphenyl)ethanenitrile;EINECS 220-962-7;NSC-20695;M-Tolyacetonitrile;3-Tolylacetonitrile;2-m-tolylacetonitrile;3-methyl benzylcyanide;3-methyl-benzyl cyanide;UNII-VK65R23ZZK;3-methyl-benzeneacetonitrile;(3-methylphenyl)-acetonitrile;SCHEMBL625612;3-Methylbenzyl cyanide, 98%;DTXSID30183673;NSC20695;CK2045;STL168033;AKOS000154017;CS-W005445;FS-4421;AC-16936;BP-11282;SY046497;A5495;FT-0628959;X0046;EN300-39607;A819927;A820305;J-017536;Z285131450

Chemical Property of 3-Methylbenzyl cyanide

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0.0472mmHg at 25°C
• Melting Point: >230oCF
• Refractive Index: n20/D 1.52(lit.)
• Boiling Point: 236.489 °C at 760 mmHg
• Flash Point: 108.429 °C
• PSA: 23.79000
• Density: 0.994 g/cm³
• LogP: 2.06108
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: INSOLUBLE
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 131.073499291
• Heavy Atom Count: 10
• Complexity: 142

Purity/Quality:

98% ^*data from raw suppliers

m-Xylyl Cyanide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 3-Methylbenzyl cyanide

There total 20 articles about 3-Methylbenzyl cyanide 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: 81.0%

sodium cyanide (773837-37-9) + 1-chloromethyl-3-methyl-benzene (620-19-9) → 3-methylbenzyl cyanide (2947-60-6)

Guidance literature:

With β-cyclodextrin-polyurethane polymercoated Fe₃O₄ magnetic nanoparticle; In water; at 90 ℃; for 0.416667h;

DOI:10.1016/j.molcata.2012.08.012

Reference yield: 74.0%

meta-bromotoluene (591-17-3) + tri-n-butyl(cyanomethyl)stannane (17729-59-8) → 3-methylbenzyl cyanide (2947-60-6)

Guidance literature:

dichlorobis(tri-O-tolylphosphine)palladium; In m-xylene; at 120 ℃; for 3h;

DOI:10.1246/cl.1984.1511

Reference yield: 71.0%

potassium thioacyanate (333-20-0) + C15H16N2O2S (40154-50-5) → 3-methylbenzyl cyanide (2947-60-6)

Guidance literature:

With copper(l) iodide; oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; toluene-4-sulfonic acid hydrazide; In 1-methyl-pyrrolidin-2-one; acetonitrile; at 80 ℃; for 7h; under 760.051 Torr; Molecular sieve; Green chemistry;

DOI:10.1021/acs.joc.7b00836

upstream raw materials:

1-bromomethyl-3-methyl-benzene

potassium cyanide

m-xylene

cyanogen chloride

Downstream raw materials:

phthalidylidene-m-tolyl-acetonitrile

2-(3-methylphenyl)-3-oxobutanenitrile

3-oxo-2-m-tolyl-valeronitrile

ethyl m-methylphenylacetate

Refernces

• 1、 Azaroon, Maedeh,Kiasat, Ali Reza. "Crown ether functionalized magnetic hydroxyapatite as eco-friendly microvessel inorganic-organic hybrid nanocatalyst in nucleophilic substitution reactions: an approach to benzyl thiocyanate, cyanide, azide and acetate derivatives". . . Retrieved 2017/10/09.
• 2、 Huang, Yubing,Yu, Yue,Zhu, Zhongzhi,Zhu, Chuanle,Cen, Jinghe,Li, Xianwei,Wu, Wanqing,Jiang, Huanfeng. "Copper-Catalyzed Cyanation of N-Tosylhydrazones with Thiocyanate Salt as the "cN" Source". . p. 7621 - 7627. Retrieved 2017/07/26.