p-Toluenesulfonyl Isocyanate Chemical Properties

Melting point:

5°C

Boiling point:

144 °C10 mm Hg(lit.)

Density 

1.291 g/mL at 25 °C(lit.)

vapor pressure 

1 mm Hg ( 100 °C)

refractive index 

n20/D 1.534(lit.)

Flash point:

>230 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

Liquid

color 

Clear colorless to yellow

Specific Gravity

1.291.291

Odor

acrid odor

Water Solubility 

reacts

Sensitive 

Moisture Sensitive

BRN 

391287

InChIKey

VLJQDHDVZJXNQL-UHFFFAOYSA-N

LogP

0.6 at 30℃

CAS DataBase Reference

4083-64-1(CAS DataBase Reference)

NIST Chemistry Reference

4-Methylbenzenesulfonyl isocyanate(4083-64-1)

EPA Substance Registry System

Benzenesulfonyl isocyanate, 4-methyl- (4083-64-1)

Safety Information

Hazard Codes 

Xn

Risk Statements 

14-36/37/38-42

Safety Statements 

26-28-30-28A

RIDADR 

UN 2206 6.1/PG 3

WGK Germany 

1

RTECS 

DB9032000

F 

10

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29309090

MSDS

• Language:English Provider:Tosyl isocyanate
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

p-Toluenesulfonyl Isocyanate Usage And Synthesis

Chemical Properties

clear liquid

Uses

It is a reagent used to prepare acetylated syn-1,2-diols,oxazolidin-2-ones, 2,3-diamino acids, and N-tosylcarbonamides. -Toluenesulfonyl isocyanate has been used as derivatization reagent in determination of 3-α-hydroxy tibolone in human plasma by LC-MS/MS. It is also employed in the derivatization reagent in simultaneous quantitative analysis of diethylene glycol and propylene glycol in pharmaceutical products by HPLC and as reagent in the preparation of acetylated syn-1,2-diols, oxazolidin-2-ones, 2,3-diamino acids and N-tosylcarbonamides.

Uses

p-Toluenesulfonyl isocyanate is a reagent used to prepare acetylated syn-1,2-diols,1 oxazolidin-2-ones,2 2,3-diamino acids,3 and N-tosylcarbonamides.4

Synthesis Reference(s)

Tetrahedron Letters, 35, p. 9609, 1994 DOI: 10.1016/0040-4039(94)88523-0

General Description

p-Toluenesulfonyl isocyanate undergoes palladium-catalyzed bis-allylation reaction with allylstannanes and allyl chlorides.

Hazard

Moderately toxic by ingestion. Low toxicity by inhalation. A mild skin and moderate eye irritant.

Synthesis

Add the organic azide (0.75 mmol), Pd(OAc)2 (5.6 mg, 5 mol%) to an oven-dried Schlenk tube (10 mL). Purge the tube and backfill with CO (three cycles) from a balloon. Inject anhydrous MeCN (3.0 mL) into the tube. Stir at 80??C for 4 h under CO atmosphere (balloon). Concentrate the mixture under reduced pressure. Purify the residue by column chromatography (petroleum ether/EtOAc 3:1.-.1:1).

p-Toluenesulfonyl Isocyanate(4083-64-1)Related Product Information

• Chloral hydrate
• Sulfosulfuron
• Chlorosulfonyl isocyanate
• Tosyl cyanide
• Dimethyl sulfone
• p-Toluenesulfonamide
• Sodium p-toluenesulfinate
• p-Tolyl isocyanate
• P-Toluenesulfonic anhydride
• Tosyl chloride
• Sodium p-toluenesulfonate
• p-Toluenesulfonic acid
• p-Toluenesulfonic acid monohydrate
• p-Toluenesulfonyl semicarbazide
• Tosyl azide
• 4-Methylbenzenesulfonhydrazide
• Ethyl p-toluenesulfonate
• Diethyl (tosyloxy)methylphosphonate