ChemicalBook--->CAS DataBase List--->19158-51-1

19158-51-1

19158-51-1 Structure

19158-51-1 Structure
IdentificationMore
[Name]

Tosyl cyanide
[CAS]

19158-51-1
[Synonyms]

P-TOLUENESULFONYL CYANIDE
p-toluenesulphonyl cyanide
P-TOLYLSULFONYL CYANIDE
TOSYL CYANIDE
4-Toluenesulfonyl Cyanide
P-TOLUENESULFONYL CYANIDE, TECH., APPROX . 95%
4-TolueenesulfonylCyanide
P-TOLUENE SULFONYL CYANIDE(P-TOLYLSULFNYL CYANIDE)
4-TOLUENESULFONYLCYANIDE, 95+%
toluene-4-sulfonyl cyanide
p-Tolylsulfonyl cyanide, Tosyl cyanide
[EINECS(EC#)]

242-849-1
[Molecular Formula]

C8H7NO2S
[MDL Number]

MFCD00009977
[Molecular Weight]

181.21
[MOL File]

19158-51-1.mol
Chemical PropertiesBack Directory
[Melting point ]

47-50 °C (lit.)
[Boiling point ]

105-106 °C/1 mmHg (lit.)
[density ]

1.3055 (rough estimate)
[refractive index ]

1.5650 (estimate)
[Fp ]

>230 °F
[storage temp. ]

2-8°C
[solubility ]

Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Sparingly), Ethyl Acetate
[form ]

crystalline solid
[color ]

White
[BRN ]

2048159
[Stability:]

Hygroscopic, Moisture Sensitive
[CAS DataBase Reference]

19158-51-1(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

C
[Risk Statements ]

R20/21:Harmful by inhalation and in contact with skin .
R34:Causes burns.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 3261 8/PG 2
[WGK Germany ]

3
[F ]

10-21
[HazardClass ]

8
[PackingGroup ]

III
[HS Code ]

2930909899
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

2-Azabicyclo[2.2.1]hept-5-en-3-one-->Methyl 3-cyano-4-Methylbenzoate-->tert-butyl 3-cyanomorpholine-4-carboxylate-->5-KETOHEXANENITRILE-->2-FUROYLACETONITRILE-->2-Bromothiophene-3-carbonitrile-->3-BROMOTHIOPHENE-2-CARBONITRILE-->1-Adamantanecarbonitrile-->4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile-->(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE-->4-CYANOCYCLOHEXANONE CYCLIC ETHYLENE ACETAL-->1-N-Boc-3-Cyanopyrrolidine-->2-Cyanothiazole-->4-Hydroxy-3-methoxybenzonitrile-->Cyanoacetylene-->Ethyl 2-cyano-3-hydroxybut-2-enoate-->Ethyl 4-(4-methylphenyl)sulfanylbutanoate
Hazard InformationBack Directory
[Chemical Properties]

White powder
[Uses]

Tosyl cyanide is used in a free-radical cyanation of B-alkylcatecholboranes. Also used as a component in a hetero-Diels-Alder reaction with 1,3-bis-silyl enol ethers leading to 4-hyroxypyridines.
[Synthesis Reference(s)]

Tetrahedron Letters, 10, p. 3351, 1969 DOI: 10.1017/S0009838800024678
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

Tosyl cyanide(19158-51-1)MS
Tosyl cyanide(19158-51-1)IR1
Tosyl cyanide(19158-51-1)IR2
Tosyl cyanide(19158-51-1)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

19158-51-1(sigmaaldrich)
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