3-(Toluene-4-sulfonyl)-propionitrile

Base Information

• Chemical Name: 3-(Toluene-4-sulfonyl)-propionitrile
• CAS No.: 10154-80-0
• Molecular Formula: C10H11 N O2 S
• Molecular Weight: 209.269
• Hs Code.: 2926909090
• NSC Number: 126447
• DSSTox Substance ID: DTXSID00298849
• Wikidata: Q82040928
• ChEMBL ID: CHEMBL1440065
• Mol file: 10154-80-0.mol

Synonyms:10154-80-0;3-tosylpropanenitrile;3-(Toluene-4-sulfonyl)-propionitrile;3-[(4-methylphenyl)sulfonyl]propanenitrile;3-(4-methylphenyl)sulfonylpropanenitrile;3-(4-methylbenzenesulfonyl)propanenitrile;NSC126447;Enamine_005120;MLS000712007;CHEMBL1440065;SCHEMBL16591747;DTXSID00298849;HMS1408I16;HMS2755K13;MFCD00222076;STK312907;AKOS000272792;NSC-126447;IDI1_007707;NS-02322;SMR000281774;BB 0219412;CS-0219443;EN300-04032;2-[(4-METHYLPHENYL)SULFONYL]ETHYL CYANIDE;Z56887747;F1460-0003;F1900-0023

Chemical Property of 3-(Toluene-4-sulfonyl)-propionitrile

Chemical Property:

• Vapor Pressure: 1.57E-07mmHg at 25°C
• Boiling Point: 428°Cat760mmHg
• Flash Point: 212.7°C
• PSA: 66.31000
• Density: 1.203g/cm³
• LogP: 2.76318
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 209.05104977
• Heavy Atom Count: 14
• Complexity: 312

Purity/Quality:

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

3-[(4-Methylphenyl)sulfonyl]propanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)CCC#N

Technology Process of 3-(Toluene-4-sulfonyl)-propionitrile

There total 9 articles about 3-(Toluene-4-sulfonyl)-propionitrile 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: 95.0%

acrylonitrile (107-13-1,25014-41-9) + toluene-4-sulfonic acid hydrazide (1576-35-8) → 3-[(4-methylbenzene)sulfonyl]propanenitrile (10154-80-0)

Guidance literature:

In water; at 80 ℃; for 10h; Sealed tube;

Reference yield: 80.0%

sodium 4-methylbenzenesulfinate (824-79-3) + acrylonitrile (107-13-1,25014-41-9) → 3-[(4-methylbenzene)sulfonyl]propanenitrile (10154-80-0)

Guidance literature:

With acetic acid; In ethanol; for 12h; Ambient temperature;

DOI:10.1246/bcsj.53.3379

Reference yield:

3-[(4-methylphenyl)sulfanyl]propanenitrile (5331-06-6) → 3-[(4-methylbenzene)sulfonyl]propanenitrile (10154-80-0)

Guidance literature:

With dihydrogen peroxide; acetic acid; anfangs unter Kuehlung, zuletzt auf dem Dampfbad;

DOI:10.1021/ja01202a024

upstream raw materials:

hydrogen cyanide

tolyl vinyl sulfone

potassium cyanide

3-[(4-methylphenyl)sulfanyl]propanenitrile

Downstream raw materials:

3-(toluene-4-sulfonyl)propionic acid

3-(p-tolylsulfonyl)propionamide

Refernces

• 1、 -. "Method for synthesizing 3-sulfonyl nitrile compound". Paragraph 0010. . Retrieved 2017/04/03.
• 2、 Kamogawa, Hiroyoshi,Kusaka, Hiroyuki,Nanasawa, Masato. "Michael Addition of p-Styrenesulfinate to Acrylic Compounds". . p. 3379 - 3380. Retrieved 2007/10/02.