p-Toluenesulfonyl cyanide - CAS 19158-51-1

Name: p-Toluenesulfonyl cyanide
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog:	BB014824
Product Name:	p-Toluenesulfonyl cyanide
CAS:	19158-51-1
Synonyms:	(4-methylphenyl)sulfonylformonitrile

Technical Data

IUPAC Name:	(4-methylphenyl)sulfonylformonitrile
Description:	p-Toluenesulfonyl cyanide (CAS# 19158-51-1) is a compound used as a cyanating and acylating agent in synthetic chemistry. Tosyl cyanide is also used as a reagent to synthesize cyanobutadiyne, a linear compound that is naturally found in various interstellar molecular clouds.
Molecular Weight:	181.21
Molecular Formula:	C8H7NO2S
Canonical SMILES:	CC1=CC=C(C=C1)S(=O)(=O)C#N
InChI:	InChI=1S/C8H7NO2S/c1-7-2-4-8(5-3-7)12(10,11)6-9/h2-5H,1H3
InChI Key:	JONIMGVUGJVFQD-UHFFFAOYSA-N
Boiling Point:	105-106 °C (1 mmHg)
Melting Point:	47-50 °C
Purity:	95 %
Density:	1.286 g/cm³
Appearance:	White powder
MDL:	MFCD00009977
LogP:	2.33058

GHS Hazard Statement:	H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]
Precautionary Statement:	P260, P261, P264, P271, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P363, P405, and P501
Signal Word:	Danger

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CN-113354650-A	Preparation method of 4-chloro-7H-pyrrolo [2,3-d ] pyrimidine-5-carbonitrile	20210715
WO-2021200826-A1	Compound	20200403
CN-111233869-A	Novel compound for preparing Rudexilvir key intermediate and preparation method thereof	20200312
US-2021309689-A1	Methods of preparing 1'-cyano nucleosides	20200312
WO-2021183750-A2	Methods of preparing 1'-cyano nucleosides	20200312

PMID	Publication Date	Title	Journal
21992181	20111104	Photochemically induced radical transformation of C(sp3)-H bonds to C(sp3)-CN bonds	Organic letters
18847242	20081219	Click azide-nitrile cycloaddition as a new ligation tool for the synthesis of tetrazole-tethered C-glycosyl alpha-amino acids	The Journal of organic chemistry
17479996	20070101	Mild cobalt-catalyzed hydrocyanation of olefins with tosyl cyanide	Angewandte Chemie (International ed. in English)
16050682	20050805	Synthesis of 3-substituted bicyclic imidazo[1,2-d][1,2,4]thiadiazoles and tricyclic benzo[4,5]imidazo[1,2-d][1,2,4]thiadiazoles	The Journal of organic chemistry
14535813	20031017	2-azabicyclo[2.2.2]octa-3,5-dione via a nitrile Diels-Alder reaction	The Journal of organic chemistry

Complexity:	285
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	181.01974964
Formal Charge:	0
Heavy Atom Count:	12
Hydrogen Bond Acceptor Count:	3
Hydrogen Bond Donor Count:	0
Isotope Atom Count:	0
Monoisotopic Mass:	181.01974964
Rotatable Bond Count:	1
Topological Polar Surface Area:	66.3 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	2.3