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Merck

240877

p-Toluenesulfonyl chloride

≥99%, solid, ReagentPlus®

동의어(들):

TsCl, Tosyl chloride

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제품정보 (DICE 배송 시 비용 별도)

Linear Formula:
CH3C6H4SO2Cl
CAS 번호:
98-59-9
Molecular Weight:
190.65
NACRES:
NA.21
PubChem Substance ID:
57648053
UNSPSC Code:
12352100
EC Number:
202-684-8
MDL number:
MFCD00007450
Beilstein/REAXYS Number:
607898
Assay:
≥99%
Form:
solid

주요 문서

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제품 이름

p-Toluenesulfonyl chloride, ReagentPlus®, ≥99%

InChI key

YYROPELSRYBVMQ-UHFFFAOYSA-N

InChI

1S/C7H7ClO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3

SMILES string

Cc1ccc(cc1)S(Cl)(=O)=O

vapor pressure

1 mmHg ( 88 °C)

product line

ReagentPlus®

assay

≥99%

form

solid

bp

134 °C/10 mmHg (lit.)

Quality Level

200

solubility

benzene: freely soluble(lit.), chloroform: freely soluble(lit.), ethanol: freely soluble(lit.), water: insoluble(lit.)

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관련 카테고리

General description

p-Toluenesulfonyl chloride is an organic sulfonyl chloride mainly used to convert hydroxyl groups into good leaving group by forming sulfonates.

Application

p-Toluenesulfonyl chloride may be used in the following processes:
  • In combination with N-methylimidazole for the esterification or thioesterification of carboxylic acids and alcohols or thiols.
  • As an additive to enhance the yield of symmetrical biaryls via palladium chloride catalyzed homo-coupling of arylboronic acids in the absence of ligands.
  • As a positive chlorine source for the ?-chlorination of ketones.
  • Solvent-free tosylation of alcohols and phenols in the presence of heterodoxy acids.
  • As an activator for reaction between 2-alkynylbenzaldoxime and phenols to form 1-aroxyisoquinolines in the presence of silver triflate.
  • As a catalyst for the solvent-free preparation of symmetrical bis(benzhydryl)ethers from benzhydrols.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Skin Irrit. 2 - Skin Sens. 1

flash_point_f

262.4 °F - closed cup

flash_point_c

128 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

저장 등급

11 - Combustible Solids

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시험 성적서(COA)

Lot/Batch Number
BCCN5305
BCCM2067
BCCM0124
MKCT4267
BCCK4643

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특정 버전이 필요한 경우 로트 번호나 배치 번호로 특정 인증서를 찾을 수 있습니다.

COA 검색

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Immobilization of ligands with organic sulfonyl chlorides
Nilsson K & Mosbach K
Methods in Enzymology, 104, 56-69 (1984)
Solvent-free and selective tosylation of alcohols and phenols with p-toluenesulfonyl chloride by heteropolyacids as highly efficient catalysts
Fazaeli R, et al.
Canadian Journal of Chemistry, 84(5), 812-818 (2006)
Facile synthesis of symmetrical bis (benzhydryl) ethers using p-toluenesulfonyl chloride under solvent-free conditions
Brahmachari G & Banerjee B
Organic and Medicinal Chemistry Letters, 3(1), 1-1 (2013)
Ligandless palladium chloride-catalyzed homo-coupling of arylboronic acids in aqueous media
Kabalka GW & Wang L.
Tetrahedron Letters, 43(16), 3067-3068 (2002)
Generation of 1-aroxyisoquinolines via a silver-catalyzed reaction of 2-alkynylbenzaldoxime with phenol in the presence of p-toluenesulfonyl chloride
Xiao Q, et al.
Tetrahedron, 69(25), 5119-5122 (2013)
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문서

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