4-(METHYLTHIO)BENZONITRILE

Base Information

• Chemical Name: 4-(METHYLTHIO)BENZONITRILE
• CAS No.: 21382-98-9
• Molecular Formula: C8H7NS
• Molecular Weight: 149.216
• Hs Code.: 2930909090
• Mol file: 21382-98-9.mol

Synonyms:Benzonitrile,p-(methylthio)- (6CI,7CI,8CI);1-Cyano-4-(methylthio)benzene;4-(Methylthio)benzonitrile;4-Cyanophenyl methyl sulfide;4-Methylsulfanylbenzonitrile;Methyl 4-cyanophenyl sulfide;Methylp-cyanophenyl sulfide;p-(Methylthio)benzonitrile;p-Cyanophenyl methyl sulfide;

Chemical Property of 4-(METHYLTHIO)BENZONITRILE

Chemical Property:

• Vapor Pressure: 0.00572mmHg at 25°C
• Melting Point: 61-63 °C(lit.)
• Refractive Index: 1.589
• Boiling Point: 273.5 °C at 760 mmHg
• Flash Point: 119.2 °C
• PSA: 49.09000
• Density: 1.14g/cm³
• LogP: 2.28018
• Water Solubility.: Insoluble in water.

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(Methylthio)benzonitrile 95% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-(Methylthio)benzonitrile was used in the preparation of 4-cyanobenzenethiol.

Technology Process of 4-(METHYLTHIO)BENZONITRILE

There total 61 articles about 4-(METHYLTHIO)BENZONITRILE 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%

4-methanesulfinylbenzonitrile (60958-04-5,121405-10-5,97474-48-1) → p-cyanophenyl methyl sulfide (21382-98-9)

Guidance literature:

With bis(N,N-dimethylformamide)dichloridodioxidomolybdenum(VI); glycerol; at 200 ℃; Temperature; Solvent; Time; chemoselective reaction; Green chemistry;

DOI:10.1039/c3gc36908k

Reference yield: 96.0%

4-(Methylthio)benzaldehyde (3446-89-7) → p-cyanophenyl methyl sulfide (21382-98-9)

Guidance literature:

With potassium hexafluorophosphate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; 1,1,1,3,3,3-hexamethyl-disilazane; sodium nitrite; In acetic acid; acetonitrile; at 30 ℃; for 5.5h; Sealed tube;

DOI:10.1002/adsc.201501130

Reference yield: 93.0%

4-(methylthio)benzaldehyde oxime (93033-60-4) → p-cyanophenyl methyl sulfide (21382-98-9)

Guidance literature:

With 4-nitro-1-((trifluoromethyl)sulfonyl)-1H-imidazole; triethylamine; In acetonitrile; at 20 ℃; for 0.166667h; Inert atmosphere; Sealed tube;

DOI:10.1039/d0cc00188k

upstream raw materials:

potassium cyanide

4-methylsulfanylaniline

(4-bromophenyl)thioanisole

copper(I) cyanide

Downstream raw materials:

4-methanesulfinylbenzonitrile

10-(2,6-Dimethyl-phenyl)-5-ethyl-4a-hydroxy-3-methyl-5,10-dihydro-4aH-benzo[g]pteridine-2,4-dione

2-(4-fluorophenyl)-1-(4-(methylthio)phenyl)ethanone

4-methanesulfonyl-benzamidine; hydrochloride

Refernces

• 1、 Abe, Masahiro,Nitta, Sayasa,Miura, Erina,Kimachi, Tetsutaro,Inamoto, Kiyofumi. "Nitrile Synthesis via Desulfonylative-Smiles Rearrangement". . p. 4460 - 4467. Retrieved 2022/03/15.
• 2、 Huang, Dayun,Wu, Xiangmei. "t-BuOK-promoted methylthiolation of aryl fluorides with dimethyldisulfide under transition-metal-free and mild conditions". . . Retrieved 2021/03/24.