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124-63-0 - Methanesulfonyl chloride, 98% - Mesyl chloride - A13383 - Alfa Aesar

A13383 Methanesulfonyl chloride, 98%

CAS 번호
124-63-0
동의어
Mesyl chloride

사이즈 가격 ($) 수량 재고 여부
100g 16.20
500g 54.40
장바구니에 추가 대량 견적에 추가 항목 보기

Methanesulfonyl chloride, 98%

MDL
MFCD00007454
EINECS
204-706-1

화학적 특성

화학식
CH3ClO2S
화학 식량
114.55
융점
-33°
비등점
161°
인화점
97°(206°F)
밀도
1.477
굴절률
1.4520
감도
Moisture Sensitive
용해도
Miscible with alcohol, ether and organic solvents. Immiscible with water.

용도

Methanesulfonyl chloride is used as a reagent for conversion of alcohols to mesylate esters such as methanesulfonate, which is an intermediate in substitution reactions, elimination reactions, reductions, and rearrangement reactions viz. Beckmann rearrangement. It is an electrophile and acts as a source of CH3SO2+ group. It is also used to prepare beta-chloro sulfones, methanesulfonamide and heterocyclic compounds containing five membered sultones.

참고

Moisture sensitive. Store in a cool place. Incompatible with strong bases, oxidizing agents and alcohols. It is a lachrymator and reacts with water.

참조 문헌

Reagent for conversion of alcohols to their mesylate esters. For mesylation of an acetylenic alcohol followed by displacement with an amine, see Org. Synth. Coll., 9, 46 (1998). In the presence of triethylamine, reaction occurs by way of the sulfene intermediate, which mesylates alcohols of low nucleophilicity including tert-alcohols and 2,2,2-trifluoroethanol: J. Org. Chem., 35, 3195 (1970).

In pyridine, primary alcohols are converted to alkyl chlorides, via nucleophilic displacement by Cl- on the mesylate: Chem. Pharm. Bull., 24, 365 (1976); J. Org. Chem., 48, 657 (1983). In combination with LiCl in collidine, allylic alcohols are converted to chlorides without allylic rearrangement: J. Org. Chem., 36, 3044 (1971).

For use in the symmetrical coupling of aryl mesylates to give biaryls, catalyzed by Dichlorobis(triphenyl­phosphine)­nickel(II)­, 13930, see: J. Org. Chem., 60, 6895 (1995).

Esters of hindered acids have been prepared via the mesyl mixed anhydride and reaction with the alcohol in the presence of DMAP: Synth. Commun., 12, 727 (1982).

Zhan, N.; Palui, G.; Mattoussi, H. Preparation of compact biocompatible quantum dots using multicoordinating molecular-scale ligands based on a zwitterionic hydrophilic motif and lipoic acid anchors. Nat. Protoc 2015, 10 (6), 859-874.

Wang, H.; Cheng, F.; Li, M.; Peng, W.; Qu, J. Reactivity and Kinetics of Vinyl Sulfone-Functionalized Self-Assembled Monolayers for Bioactive Ligand Immobilization. Langmuir 2015, 31 (11), 3413-3421.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H300-H310-H330-H314-H318

Fatal if swallowed. Fatal in contact with skin. Fatal if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage.

주의 설명서: P301+P310a-P303+P361+P353-P304+P340-P305+P351+P338-P320-P405-P501a

IF SWALLOWED: Immediately call a POISON CENTER/doctor IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment is urgent (see label). Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

Merck
14,5955
바일슈타인
506297
위험 등급
6.1
포장 그룹
I
통합 관세 코드
2904.99
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
PB2790000

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