(Phenylsulfonyl)acetonitrile

Base Information

• Chemical Name: (Phenylsulfonyl)acetonitrile
• CAS No.: 7605-28-9
• Molecular Formula: C8H7NO2S
• Molecular Weight: 181.215
• Hs Code.: 2926909090
• European Community (EC) Number: 231-515-0
• NSC Number: 51007
• DSSTox Substance ID: DTXSID40226949
• Nikkaji Number: J149.768E
• ChEMBL ID: CHEMBL1901222
• Mol file: 7605-28-9.mol

Synonyms:7605-28-9;(Phenylsulfonyl)acetonitrile;Benzenesulfonylacetonitrile;2-(Phenylsulfonyl)acetonitrile;PHENYLSULFONYLACETONITRILE;2-(benzenesulfonyl)acetonitrile;Phenylsulphonylacetonitrile;Acetonitrile, (phenylsulfonyl)-;Benzenesulfonyl-acetonitrile;benzenesulphonyl acetonitrile;MFCD00007550;EINECS 231-515-0;AI3-16855;NSC51007;Cyanomethylsulfonylbenzene;Maybridge1_004583;phenylsulfonly acetonitrile;phenylsulfonyl acetonitrile;phenylsulfonyl-acetonitrile;benzenesulphonylacetonitrile;SCHEMBL751;Phenylsulphonyl acetonitrile;(Phenylsulphonyl)acetonitrile;MLS001143941;Acetonitrile, 2-phenylsulfonyl-;CHEMBL1901222;2-(benzenesulfonyl)-acetonitrile;HMS554I07;ZFCFFNGBCVAUDE-UHFFFAOYSA-;Acetonitrile,2-(phenylsulfonyl)-;DTXSID40226949;HMS2216K24;HMS3358C03;(Phenylsulfonyl)acetonitrile, 98%;(PHENYL SULFONYL)ACETONITRILE;NSC 51007;NSC-51007;STK328404;AKOS000271283;PS-3123;NCGC00247628-01;SMR000718483;SY048639;BB 0219425;CS-0156059;FT-0605011;P0799;EN300-42422;S10546;A838599;F3122-0050;Z104343452

Chemical Property of (Phenylsulfonyl)acetonitrile

Chemical Property:

• Appearance/Colour: White to off-white-greyish crystalline powder
• Vapor Pressure: 1.47E-06mmHg at 25°C
• Melting Point: 112-114 °C(lit.)
• Refractive Index: 1.547
• Boiling Point: 398.5 °C at 760 mmHg
• Flash Point: 194.8 °C
• PSA: 66.31000
• Density: 1.284 g/cm³
• LogP: 2.06468
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 181.01974964
• Heavy Atom Count: 12
• Complexity: 274

Purity/Quality:

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

2-(Phenylsulfonyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,Xi
• Statements: 23/24/25-36/37/38
• Safety Statements: 36/37/39-45-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)CC#N
• Uses: (Phenylsulfonyl)acetonitrile was used in the synthesis of pyridines, chromenes and thiophene derivatives based on sulfones.

Technology Process of (Phenylsulfonyl)acetonitrile

There total 30 articles about (Phenylsulfonyl)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: 100.0%

(phenylthio)acetonitrile (5219-61-4) → 2-(phenylsulfonyl)acetonitrile (7605-28-9)

Guidance literature:

With dihydrogen peroxide; titanium(IV) oxide; In acetonitrile; at 20 ℃; for 5.4h; chemoselective reaction;

DOI:10.1016/j.molcata.2010.03.011

Reference yield: 91.0%

sodium benzenesulfonate (873-55-2) + cyanomethyl bromide (590-17-0) → 2-(phenylsulfonyl)acetonitrile (7605-28-9)

Guidance literature:

Aliquat 336; at 60 ℃; for 2h;

DOI:10.1055/s-1987-27843

Reference yield: 79.0%

sodium benzenesulfonate (873-55-2) + chloroacetonitrile (107-14-2) → 2-(phenylsulfonyl)acetonitrile (7605-28-9)

Guidance literature:

With aluminum oxide; for 2h; Irradiation;

upstream raw materials:

(phenylthio)acetonitrile

sodium benzenesulfonate

chloroacetonitrile

Benzenesulfinic acid

Downstream raw materials:

α-phenylsulfonyl (3,4-dioxymethylenecinnamonitrile)

α-benzenesulfonyl-4-methyl-cinnamonitrile

α-benzenesulfonyl-2-chloro-ξ-cinnamonitrile

α-phenylsulfonyl (3-nitrocinnamonitrile)

Refernces

• 1、 Zhou, Kaida,Liu, Jin-Biao,Xie, Wenlin,Ye, Shengqing,Wu, Jie. "Photoinduced synthesis of 2-sulfonylacetonitriles with the insertion of sulfur dioxide under ultraviolet irradiation". supporting information. p. 2554 - 2557. Retrieved 2020/03/10.
• 2、 Gupta, Vinayak,Paritala, Hanumantharao,Carroll, Kate S.. "Reactivity, Selectivity, and Stability in Sulfenic Acid Detection: A Comparative Study of Nucleophilic and Electrophilic Probes". . p. 1411 - 1418. Retrieved 2016/06/09.