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p-Toluenesulfonyl cyanide

ALDRICH/248835 - technical grade, 95%

Synonym: p-Tolylsulfonyl cyanide; Tosyl cyanide

CAS Number: 19158-51-1
Empirical Formula (Hill Notation): C8H7NO2S
Molecular Weight: 181.21
EC Number: 242-849-1
MDL Number: MFCD00009977
Linear Formula: CH3C6H4SO2CN
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-248835-1G 1 g
 $86.50
1/EA		 Add To Favorites
45-248835-5G 5 g
 $230.00
1/EA		 Add To Favorites
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 248835-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 248835-5G

 

assay 95%
bp 105-106 °C/1 mmHg (lit.)
form solid
grade technical grade
InChI 1S/C8H7NO2S/c1-7-2-4-8(5-3-7)12(10,11)6-9/h2-5H,1H3
InChI key JONIMGVUGJVFQD-UHFFFAOYSA-N
mp 47-50 °C (lit.)
Quality Level 100 
SMILES string Cc1ccc(cc1)S(=O)(=O)C#N
storage temp. 2-8°C
Application: p-Toluenesulfonyl cyanide can be used in:
• The preparation of polyfunctional nitriles.
• Free-radical cyanation of B-alkylcatecholboranes.
• The synthesis of 4-hyroxypyridines by hetero-Diels-Alder reaction with 1,3-bis-silyl enol ethers.
General description: p-Toluenesulfonyl cyanide is an electron-deficient nitrile. It undergoes hetero-Diels-Alder reaction with silyl enol ether of cyclohexenone to yield hydrolytically sensitive [4+2] adduct. It also undergoes facile [2+3] cycloaddition reaction with azides to form 5-sulfonyl tetrazoles. p-Toluenesulfonyl cyanide also reacts with alcohols in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) or 1,4-diazabicyclo[2.2.2]octane (DABCO) to yield sulfinates.
Packaging: 1, 5 g in glass bottle
Purity 95%
bp 105-106 °C/1 mmHg (lit.)
mp 47-50 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 12352100

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