2-(tert-Butylsulfonyl)acetonitrile

Base Information

• Chemical Name: 2-(tert-Butylsulfonyl)acetonitrile
• CAS No.: 81536-18-7
• Molecular Formula: C6H11NO2S
• Molecular Weight: 161.222
• DSSTox Substance ID: DTXSID301002038
• Nikkaji Number: J307.971F
• Wikidata: Q82996079
• Mol file: 81536-18-7.mol

Synonyms:2-(tert-Butylsulfonyl)acetonitrile;81536-18-7;tert-Butylsulfonylacetonitrile;2-tert-butylsulfonylacetonitrile;MFCD00051622;tert-Butanesulfonylacetonitrile;2-(2-methylpropane-2-sulfonyl)acetonitrile;Maybridge1_004678;t-butylsulfonylacetonitrile;SCHEMBL9017756;2-tert-butylsulfonylethanenitrile;HMS554M14;ZRCYCIRRPIYJOU-UHFFFAOYSA-N;DTXSID301002038;2-(tert-butylsulphonyl)acetonitrile;CCG-53929;AKOS005104766;(2-Methylpropane-2-sulfonyl)acetonitrile;CS-0319391;FT-0641830;FT-0682153;9C-101;A823318;A840155;J-506626;SR-01000643054-1;2-(4-BOC-PIPERAZINYL)-2-(4-CYANO-PHENYL)ACETICACID

Chemical Property of 2-(tert-Butylsulfonyl)acetonitrile

Chemical Property:

• Melting Point: 141oC
• Boiling Point: 324.9°Cat760mmHg
• Flash Point: 150.3°C
• PSA: 66.31000
• Density: 1.135g/cm³
• LogP: 1.80408
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 161.05104977
• Heavy Atom Count: 10
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

2-(tert-Butylsulfonyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(tert-Butylsulfonyl)acetonitrile

There total 1 articles about 2-(tert-Butylsulfonyl)acetonitrile 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:

2-(tert-butylthio)acetonitrile (49827-12-5) → (tert-butylsulfonyl)acetonitrile (81536-18-7)

Guidance literature:

With dihydrogen peroxide; In acetic acid; at 85 ℃; Inert atmosphere;

DOI:10.1021/jo1005872

Reference yield: 96.0%

benzhydryl 2-(acetoxymethyl)buta-2,3-dienoate + (tert-butylsulfonyl)acetonitrile (81536-18-7) → (R)-benzhydryl 4-(tert-butylsulfonyl)-4-cyanocyclopent-1-enecarboxylate

Guidance literature:

(tert-butylsulfonyl)acetonitrile; With (11aR)-4,8-bis(3,5-di-tert-butylphenyl)-1,11-dimethoxy-6-phenyl-6,7-dihydro-5H-dibenzo[c,e]phosphepine; caesium carbonate; In toluene; at -10 ℃; Inert atmosphere;

benzhydryl 2-(acetoxymethyl)buta-2,3-dienoate; In toluene; at -10 ℃; for 24h; Inert atmosphere;

With tert.-butylhydroperoxide; In decane; toluene; Reagent/catalyst; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201405854

Reference yield:

benzyl 3-acetoxy-2-vinylidenepentanoate (1257228-77-5) + (tert-butylsulfonyl)acetonitrile (81536-18-7) → (4S,5S)-benzyl 4-(tert-butylsulfonyl)-4-cyano-5-ethylcyclopent-1-enecarboxylate + (4R,5R)-benzyl 4-(tert-butylsulfonyl)-4-cyano-5-ethylcyclopent-1-enecarboxylate + benzyl 4-(tert-butylsulfonyl)-4-cyano-5-ethylcyclopent-1-enecarboxylate

Guidance literature:

(tert-butylsulfonyl)acetonitrile; With (11aS)-4,8-di([1,1':3',1''-terphenyl]-5'-yl)-1,11-dimethoxy-6-phenyl-6,7-dihydro-5H-dibenzo[c,e]phosphepine; caesium carbonate; In toluene; at -10 ℃; Inert atmosphere;

benzyl 3-acetoxy-2-vinylidenepentanoate; In toluene; at -10 ℃; for 72h; Inert atmosphere;

With tert.-butylhydroperoxide; In decane; toluene; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201405854

upstream raw materials:

2-(tert-butylthio)acetonitrile

Downstream raw materials:

(E)-2-(tert-butylsulfonyl)-3-(1-(phenylsulfonyl)-1H-pyrrol-2-yl)acrylonitrile

Refernces