248835

p-Toluenesulfonyl cyanide

technical grade, 95%

Manufacturer: Sigma Aldrich

CAS Number: 19158-51-1

Synonym(S): p-Tolylsulfonyl cyanide, Tosyl cyanide

Select a Size

Pack Size SKU Availability Price
1 G 248835-1-G In Stock ₹ 8,811.55
5 G 248835-5-G In Stock ₹ 22,299.50

248835 - 1 G

₹ 8,811.55

In Stock

Quantity

1

Base Price: ₹ 8,811.55

GST (18%): ₹ 1,586.079

Total Price: ₹ 10,397.629

grade

technical grade

Quality Level

100

Assay

95%

form

solid

bp

105-106 °C/1 mmHg (lit.)

mp

47-50 °C (lit.)

storage temp.

2-8°C

SMILES string

Cc1ccc(cc1)S(=O)(=O)C#N

InChI

1S/C8H7NO2S/c1-7-2-4-8(5-3-7)12(10,11)6-9/h2-5H,1H3

InChI key

JONIMGVUGJVFQD-UHFFFAOYSA-N

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Description

  • 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.[1] It also undergoes facile [2+3] cycloaddition reaction with azides to form 5-sulfonyl tetrazoles.[2] 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.[3]
  • Application: p-Toluenesulfonyl cyanide can be used in:The preparation of polyfunctional nitriles.[4]Free-radical cyanation of B-alkylcatecholboranes.[5]The synthesis of 4-hyroxypyridines by hetero-Diels-Alder reaction with 1,3-bis-silyl enol ethers.[6]

SAFETY INFORMATION

Pictograms

GHS05,GHS07

Signal Word

Danger

Hazard Statements

H312 + H332,H314

Precautionary Statements

P260 - P271 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Dam. 1 - Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

230.0 °F

Flash Point(C)

110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Cc1ccc(cc1)S(=O)(=O)C#N

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JONIMGVUGJVFQD-UHFFFAOYSA-N

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1S/C20H13O4P/c21-25(22)23-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)24-25/h1-12H,(H,21,22)

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SMILES string:
CCCCCCCCCCCCOc1c(C)c([Hg]Cl)c([Hg]Cl)c(C)c1OCCCCCCCCCCCC

InChI:
1S/C32H56O2.2ClH.2Hg/c1-5-7-9-11-13-15-17-19-21-23-27-33-31-29(3)25-26-30(4)32(31)34-28-24-22-20-18-16-14-12-10-8-6-2;;;;/h5-24,27-28H2,1-4H3;2*1H;;/q;;;2*+1/p-2

InChI key:
SSQLFLVGBOQWGG-UHFFFAOYSA-L