3-Methylbenzonitrile

Base Information

• Chemical Name: 3-Methylbenzonitrile
• CAS No.: 620-22-4
• Molecular Formula: C8H7N
• Molecular Weight: 117.15
• Hs Code.: 29269095
• European Community (EC) Number: 210-631-5
• NSC Number: 75453
• UNII: AH2J4VY1AK
• DSSTox Substance ID: DTXSID6026167
• Nikkaji Number: J45.958E
• Wikidata: Q12880346
• ChEMBL ID: CHEMBL1229944
• Mol file: 620-22-4.mol

Synonyms:m-Tolunitrile;3-METHYLBENZONITRILE;620-22-4;3-Cyanotoluene;Benzonitrile, 3-methyl-;m-Cyanotoluene;3-Tolunitrile;m-Toluonitrile;m-Toluenenitrile;m-Methylbenzonitrile;m-Tolylnitrile;m-Tolynitrile;1-Methyl-3-cyanobenzene;3-Toluenkarbonitril;Nitril kyseliny m-toluylove;3-Toluenkarbonitril [Czech];NSC 75453;CCRIS 4736;3-methyl-benzonitrile;Nitril kyseliny m-toluylove (czech);EINECS 210-631-5;AH2J4VY1AK;AI3-17129;MTN;DTXSID6026167;NSC-75453;3-methylbenzenecarbonitrile;meta-Tolunitrile;MFCD00001808;1219795-31-9;m-Tolunitrile, 99%;META TOLUNITRILE;3-TOLYL CYANIDE;TOLUNITRILE, M-;M-TOLUNITRILE-D7;UNII-AH2J4VY1AK;WLN: NCR C1;SCHEMBL12865;MLS002415748;DTXCID406167;CHEMBL1229944;HMS3039A08;NSC75453;STR01636;Tox21_200853;AKOS000121444;LS-1483;NCGC00091818-01;NCGC00091818-02;NCGC00258407-01;AC-16981;CAS-620-22-4;SMR001370911;AM20050191;FT-0629017;FT-0653754;T0305;EN300-21216;A833542;W-105055;Q27453019;F0001-1651;2HT

Chemical Property of 3-Methylbenzonitrile

Chemical Property:

• Appearance/Colour: clear colourless to very slightly yellow liquid
• Vapor Pressure: 0.161mmHg at 25°C
• Melting Point: -23 °C(lit.)
• Refractive Index: n20/D 1.525(lit.)
• Boiling Point: 213.8 °C at 760 mmHg
• Flash Point: 86.7 °C
• PSA: 23.79000
• Density: 0.976 g/cm³
• LogP: 1.86668
• Water Solubility.: <0.1 g/100 mL at 25℃
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 117.057849228
• Heavy Atom Count: 9
• Complexity: 131

Purity/Quality:

70,80%, ^*data from raw suppliers

m-Tolunitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-36/38
• Safety Statements: 26-36/37/39-45-37-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: CC1=CC(=CC=C1)C#N

Technology Process of 3-Methylbenzonitrile

There total 143 articles about 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: 98.0%

m-xylene (108-38-3,104809-90-7) → benzene-1,3-dicarbonitrile (626-17-5) + 3-cyanobenzamide (3441-01-8) + 3-Methylbenzonitrile (620-22-4)

Guidance literature:

With ammonia; oxygen; B_0.5CrK_0.02Mo₀₀₈₆Na₀₀₀₉P_0.007V; at 350 - 420 ℃; under 1500.15 Torr; Gas phase; Heating / reflux;

Reference yield: 80.2%

m-xylene (108-38-3,104809-90-7) → benzene-1,3-dicarbonitrile (626-17-5) + 3-Methylbenzonitrile (620-22-4)

Guidance literature:

With ammonia; oxygen; silica-supported catalyst with 50percentweight silica and V, Cr, Mo and B in a ratio of 1:1:0.1:0.2; at 400 ℃; under 1125.11 Torr; Product distribution / selectivity; Gas phase;

Reference yield: 75.0%

3-methyl-benzenemethanamine (100-81-2) → 3-Methylbenzonitrile (620-22-4) + m-tolyl aldehyde (620-23-5) + N-(3-methylbenzylidene)-3-methylphenylmethylamine

Guidance literature:

With oxygen; In water; acetonitrile; at 250 ℃; for 1h; under 750.075 Torr; Time; Solvent; Catalytic behavior; Mechanism; Flow reactor;

DOI:10.1039/c5cy00577a

upstream raw materials:

N,N'-di(3-methylphenyl)thiourea

N-formyl-m-toluidine

di-tert-butyl peroxide

benzonitrile

Downstream raw materials:

[3]pyridyl-m-tolyl ketone

1-methoxycarbonyl-3-methylbenzene

dimethyl-2,3' benzophenone

N-{thio-m-toluoy} m-tolamidine

Refernces

• 1、 Zhong, Min,Liang, Yong-Guang,Liu, Yuan,Ma, Yu-Long. "Eco-friendly synthesis of m-tolunitrile by heterogeneously catalysed liquid phase ammoxidation". . p. 646 - 647. Retrieved 2005.
• 2、 Tomisek et al.. "-". . . Retrieved 1953.
• 3、 Sharma, Brijesh M.,Nikam, Arun V.,Lahore, Santosh,Ahn, Gwang-Noh,Kim, Dong-Pyo. "Cyanide-Free Cyanation of sp2 and sp-Carbon Atoms by an Oxazole-Based Masked CN Source Using Flow Microreactors". supporting information. . Retrieved 2022/02/25.