p-Toluenesulfonyl isocyanate (HCID 77703)

名称と識別子

優先名称: p-Toluenesulfonyl isocyanate
IUPAC: 4-methyl-N-(oxomethylidene)benzenesulfonamide
現地名: イソシアン酸p-トルエンスルホニル
英語名: p-Toluenesulfonyl Isocyanate
分子式: C8H7NO3S
分子量: 197.21

名称と別名

Tosyl isocyanatep-Toluenesulfonyl isocyanate4083-64-1p-Toluenesulphonyl isocyanate4-Methylbenzenesulfonyl isocyanateBenzenesulfonyl isocyanate, 4-methyl-DTXSID1027558Additive tiH9004FJX6VDTXCID407558RefChem:1094233223-810-8

名称をさらに表示

イソシアン酸p-トルエンスルホニルp-メチルフェニルスルホニルイソシアナート(4-メチルフェニル)スルホニルイソシアナート[(4-メチルフェニル)スルホニル]イソシアナートp-トルエンスルホニルイソシアナート4-メチルフェニルスルホニルイソシアナートp-トリルスルホニルイソシアナート(4-メチルフェニルスルホニル)イソシアナートトシルイソシアナートトルエンスルフォニルイソシアネ-トP-トルエンスルホニルイソシアネートイソシアン酸 p-トルエンスルホニルイソシアン酸トシルトシルイソシアネートイソシアン酸P‐トルエンスルホニル,96%N-(オキソメチレン)-4-メチルベンゼンスルホンアミド4-メチルベンゼン-1-スルホニルイソシアナートイソシアン酸ｐ-トルエンスルホニル,96%4-TOLUENESULFONYL ISOCYANATEPtslMSI/PTSIPOLYLINK PTSIPARA-TOSYLISOCYANATETOSYL ISOCYANATE (PTSI)

4-methyl-N-(oxomethylidene)benzenesulfonamidePtSip-Tolylsulfonyl isocyanate4-methylbenzene-1-sulfonyl isocyanatep-toluenesulfonylisocyanatep-Toluenesulfonic acid, anhydride with isocyanic acidp-Tosyl isocyanatep-Methylphenylsulfonyl isocyanate

データベース識別子

CAS: 4083-64-1
PubChem CID: 77703
DTXSID: DTXSID1027558
ChEMBL: CHEMBL1879981
UNII: H9004FJX6V
EC Number: 223-810-8
Nikkaji: J195C

物性

構造計算による物性

XLogP: 2.7
極性表面積: 72 Å²
水素結合供与体数: 0
水素結合受容体数: 4
回転可能結合数: 2
重原子数: 13
形式電荷: 0
複雑度: 303

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)

SpringerMaterials PropertiesX-ray diffraction

Physical Description · 2 件

Liquid

Colorless liquid with an irritating odor; [Alfa Aesar MSDS]

物理化学的性質

融点: 5 °C · 5°C
沸点: 144 °C10 · 144 °C10 mm Hg(lit.)
比重(密度): 1.291 g/mL · 1.291 g/mL at 25 °C(lit.)
蒸気圧: 1 mm · 1 mm Hg ( 100 °C)
屈折率: 20 · n20/D 1.534(lit.)
闪点: 230 °F · >230 °F
貯蔵温度: 2 · under inert gas (nitrogen or Argon) at 2-8°C
外見: 液体
色: 無色透明～黄色
比重: 1.291 · 1.291.291
臭い (Odor): 刺激臭
水溶解度: 反応する
BRN: 391287 · 391287
Henry's Law Constant: 1.7 · 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 · 0.6 at 30℃
CAS データベース: 4083 · 4083-64-1(CAS DataBase Reference)
NISTの化学物質情報: 4 · 4-Methylbenzenesulfonyl isocyanate(4083-64-1)
EPAの化学物質情報: 4 · Benzenesulfonyl isocyanate, 4-methyl- (4083-64-1)

化学的性質

化学的特性clear liquid

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H315: Causes skin irritation [Warning Skin corrosion/irritation]

P233, P260, P261, P264, P264+P265, P271, P280, P284, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.3% (2 of 668) of reports.

Danger

H315 (99.7%): Causes skin irritation [Warning Skin corrosion/irritation]

危険有害性情報

Regulatory Information · 5 件

Chemical: Benzenesulfonyl isocyanate, 4-methyl-

Hazard Traits - Respiratory Toxicity

Benzenesulfonyl isocyanate, 4-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenesulfonyl isocyanate, 4-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 02-06-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/10026

4-Toluenesulphonyl isocyanate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Isocyanates: Human health tier II assessment

Hazards Summary · 1 件

A mild skin and moderate eye irritant; Causes changes in leukocyte count and changes in liver and kidney weights in 42-day constant oral studies of rats; [RTECS] Highly reactive; Hydrolyses rapidly forming p-toluenesulfonamide (CAS# 70-55-3) and carbon dioxide; [EPA ChAMP: Submission] Reacts violently with water; A skin and strong eye irritant; May cause respiratory sensitization; [Alfa Aesar MSDS] Search for (4083-64-1[EC/RN Number]) AND (asthma OR dermatitis OR allergic OR sensitizer OR sensitization): no results; [PubMed] See p-Toluenesulfonamide.

Hazard Classes and Categories · 3 件

Skin Irrit. 2 (99.7%)

Acute toxicity - category 1

STOT SE 3

CSL Reaction Information · 6 件

CSL00164

p-Toluenesulfonyl isocyanate + Water

Reaction resulted in a fire

Flammable

Not Available

User Reported

毒性情報

Toxicity DataLC50 (rat) > 640 ppm/1hr

安全データ

F: 10
wgk: 1
tsca: TSCA listed
rtecs: DB9032000
ridadr: UN 2206 6.1/PG 3
hs_code: 29309090
risk_code: 14-36/37/38-42
化審法: (3)-2222
消防法: 危-4-3-III
hazard_code: Xn
safety_code: 26-28-30-28A
hazard_class: 6.1
packing_group: III
Hazard Classifications: Eye Irrit. 2Resp. Sens. 1Skin Irrit. 2STOT SE 3
ストレージクラス: 10 - Combustible liquids

化学と産業

用途と製造

Uses · 2 件

Used in polyurethane coatings, sealants, and adhesives, as a stabilizer for organic isocyanates, and as a chemical intermediate; [EPA ChAMP: Submission] Used to formulate adhesives-sealants and paints-coatings-thinners and as an intermediate for pharmaceuticals; [ExPub: ECHA REACH Registrations]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

U.S. Production2023: 1,000,000 - <2,500,000 lb

Consumer UsesDehydrating agent (desiccant)

Industry UsesAdhesion/cohesion promoter

General Manufacturing Information · 2 件

Paint and Coating Manufacturing

Benzenesulfonyl isocyanate, 4-methyl-: ACTIVE

応用分野 · 3 件

用途有機合成原料。

使用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

一般的な説明p-Toluenesulfonyl isocyanate undergoes palladium-catalyzed bis-allylation reaction with allylstannanes and allyl chlorides.