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p-Toluenesulfonyl Isocyanate

CAS No.4083-64-1
Chemical Name:p-Toluenesulfonyl Isocyanate
CBNumber:CB8256995
Molecular Formula:C8H7NO3S
Formula Weight:197.21
MOL File:4083-64-1.mol

p-Toluenesulfonyl Isocyanate Property

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)
FDA UNII H9004FJX6V
NIST Chemistry Reference 4-Methylbenzenesulfonyl isocyanate(4083-64-1)
EPA Substance Registry System Benzenesulfonyl isocyanate, 4-methyl- (4083-64-1)
UNSPSC Code 41116105
NACRES NA.22

Safety

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

NFPA 704:

	1
2		2
	W

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H315-H319-H334-H335
Precautionary statements P261-P264-P271-P280-P302+P352-P305+P351+P338

p-Toluenesulfonyl Isocyanate Price More Price(14)

Brand: Sigma-Aldrich(India)
Product number: 41368
Product name : p-Toluenesulfonyl isocyanate
Purity: for HPLC derivatization, LiChropur?, ≥98.0% (GC)
Packaging: 10ML
Price: ₹4167.63
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 41368
Product name : p-Toluenesulfonyl isocyanate
Purity: for HPLC derivatization, LiChropur?, ≥98.0% (GC)
Packaging: 10X1ML
Price: ₹19744.8
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich
Product number: 189278
Product name : p-Toluenesulfonyl isocyanate
Purity: 96%
Packaging: 25G
Price: ₹2349.03
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 189278
Product name : p-Toluenesulfonyl isocyanate
Purity: 96%
Packaging: 25G
Price: ₹2349.03
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich
Product number: 189278
Product name : p-Toluenesulfonyl isocyanate
Purity: 96%
Packaging: 100G
Price: ₹4503.2
Updated: 2022/06/14
Buy: Buy

p-Toluenesulfonyl Isocyanate Chemical Properties,Usage,Production

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.
Reactivity Profile p‐Toluenesulfonyl Isocyanate (PTSI) is recommended especially for one‐component, low‐VOC polyurethane coatings. The reaction of PTSI with water introduced from pigments and solvents in the paint formulation generates carbon dioxide and soluble inert chemical products. Experience has demonstrated that 13 grams of PTSI effectively scavenges 1 gram of water. PTSI reacts with water in a 1 to 1 molar ratio, generating PTSA and carbon dioxide gas. This reaction occurs readily at room temperature and does not require heating. The PTSA generated in the process is essentially an inert material that does not further react with PTSI or other isocyanate groups, resulting in the formation of insoluble ureas. The hydroxyl group is reacted with excess p-toluenesulfonyl isocyanate (TSI) to form an acidic carbamate. Water is added to convert unreacted isocyanate to sulfonamide, followed by direct potentiometric titration of the acidic carbamate with tetrabutylammonium hydroxide (Bu4NOH) in nonaqueous medium.
Hazard Moderately toxic by ingestion. Low toxicity by inhalation. A mild skin and moderate eye irritant.
Safety Danger! Harmful if swallowed, inhaled or absorbed through the skin. Causes skin and severe eye irritation. It may cause an allergic respiratory response. Reacts spontaneously and violently with water, alcohols, amines, acids and alkaline solutions. These substances should not be poured into a vessel containing PTSI. Prolonged exposure of PTSI to elevated temperatures can result in violent decomposition. Temperatures above 170?C are to be avoided. Reaction with water results in the generation of carbon dioxide. Reaction vessels should be vented to avoid pressure build‐up. Vent through a calcium chloride tube to prevent moisture from entering vessels. Do not get in the eyes, on the skin, or clothing. Avoid breathing vapour or mist. Keep the container closed. Use with adequate ventilation. Wash thoroughly after handling. If handled indoors, provide adequate mechanical exhaust ventilation or wear NIOSH/MSHA approved air ‐line respirator or SCBA. Wear impervious PVC or rubber gloves, goggles, and protective clothing. PTSI must be stored in air‐tight containers.
Synthesis Add the organic azide 4-methylbenzenesulfonyl 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 ℃ for 4 h under the CO atmosphere (balloon). Concentrate the mixture under reduced pressure. Purify the residue by column chromatography (petroleum ether/EtOAc 3:1.-.1:1) to afford p-Toluenesulfonyl Isocyanate.