p-Toluolsulfonylisocyanat

Bezeichnung:p-Toluolsulfonylisocyanat

CAS-Nr4083-64-1

Englisch Name:p-Toluenesulfonyl Isocyanate

CBNumberCB8256995

SummenformelC8H7NO3S

Molgewicht197.21

MOL-Datei4083-64-1.mol

Synonyma

p-Toluolsulfonylisocyanat

p-Toluolsulfonylisocyanat physikalisch-chemischer Eigenschaften

Schmelzpunkt	5°C
Siedepunkt	144 °C10 mm Hg(lit.)
Dichte	1.291 g/mL at 25 °C(lit.)
Dampfdruck	1 mm Hg ( 100 °C)
Brechungsindex	n20/D 1.534(lit.)
Flammpunkt	>230 °F
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
Aggregatzustand	Liquid
Farbe	Clear colorless to yellow
Wichte	1.291.291
Geruch (Odor)	acrid odor
Wasserlöslichkeit	reacts
Sensitive	Moisture Sensitive
BRN	391287
Henry's Law Constant	1.7×10^-1 mol/(m³Pa) at 25℃, Zhang et al. (2010)
InChI	1S/C8H7NO3S/c1-7-2-4-8(5-3-7)13(11,12)9-6-10/h2-5H,1H3
InChIKey	VLJQDHDVZJXNQL-UHFFFAOYSA-N
SMILES	Cc1ccc(cc1)S(=O)(=O)N=C=O
LogP	0.6 at 30℃
CAS Datenbank	4083-64-1(CAS DataBase Reference)
NIST chemische Informationen	4-Methylbenzenesulfonyl isocyanate(4083-64-1)
EPA chemische Informationen	Benzenesulfonyl isocyanate, 4-methyl- (4083-64-1)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	14-36/37/38-42
S-Sätze:	26-28-30-28A
RIDADR	UN 2206 6.1/PG 3
WGK Germany	1
RTECS-Nr.	DB9032000
F	10
TSCA	TSCA listed
HazardClass	6.1
PackingGroup	III
HS Code	29309090
Speicherklasse	10 - Combustible liquids
Hazard Classifications	Eye Irrit. 2 Resp. Sens. 1 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

p-Toluenesulfonyl Isocyanate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R14:Reagiert heftig mit Wasser.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R42:Sensibilisierung durch Einatmen möglich.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S28:Bei Berührung mit der Haut sofort abwaschen mit viel . . . (vom Hersteller anzugeben).
S30:Niemals Wasser hinzugießen.
Chemische Eigenschaften
clear liquid
Verwenden
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.
Verwenden
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
Allgemeine Beschreibung
p-Toluenesulfonyl isocyanate undergoes palladium-catalyzed bis-allylation reaction with allylstannanes and allyl chlorides.
Reaktivität anzeigen
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.
Sicherheit(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 170C 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.
Synthese
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.

p-Toluenesulfonyl Isocyanate Upstream-Materialien And Downstream Produkte

p-Toluolsulfonylisocyanat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

4083-64-1, p-Toluenesulfonyl Isocyanate Verwandte Suche:

Send Inquriy