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98-59-9 - p-Toluenesulfonyl chloride, 98% - Tosyl chloride - 4-Methylbenzenesulfonyl chloride - A14547 - Alfa Aesar

A14547 p-Toluenesulfonyl chloride, 98%

CAS 번호
98-59-9
동의어
Tosyl chloride
4-Methylbenzenesulfonyl chloride

사이즈 가격 ($) 수량 재고 여부
250g 20.30
500g 33.40
1000g 62.90
5000g 227.00
장바구니에 추가 대량 견적에 추가 항목 보기

p-Toluenesulfonyl chloride, 98%

MDL
MFCD00007450
EINECS
202-684-8

화학적 특성

화학식
C7H7ClO2S
화학 식량
190.65
융점
67-70°
비등점
146°/15mm
인화점
128°(262°F)
밀도
1.35
감도
Moisture Sensitive
용해도
Soluble in alcohol, benzene and ether. Insoluble in water.

용도

p-Toluenesulfonyl chloride is used as a precursor in the production of dyes and saccharin. It acts as a dehydrating agent in the conversion of urea to carbodiimide and converts alcohols into the corresponding toluenesulfonate esters. It is also employed as a flow-promoting agent for paints, an adhesive, nitrocellulose, coating material and as a plasticizer for polyamides. Furthermore, it serves as an antistatic agent, as a gloss enhancer in plastic film preparations and as a basic material of electroplating solutions.

참고

Moisture sensitive. Incompatible with strong oxidizing agents and strong bases.

참조 문헌

For a detailed study of the optimum conditions for the tosylation of primary and secondary alcohols in pyridine, see: J. Org. Chem., 51, 2386 (1986). For use of 1,4-Diazabicyclo[2.2.2]octane, A14003, as an alternative to pyridine in the tosylation of alcohols, see: Synthesis, 1433 (1997). In the presence of a carboxylic acid, the ester is formed in high yield: J. Am. Chem. Soc., 77, 6214 (1955); 79, 2146 (1957). Esterification of an unprotected amino acid can be effected by heating the tosylate salt with tosyl chloride in an alcohol solvent: J. Org. Chem., 48, 121 (1983).

In the presence of strong bases, 1,2-diols can be converted to epoxides: Synthesis, 706 (1977); 983 (1985); Synth. Commun., 23, 285 (1993), and 1,3-diols to oxetanes: Synthesis, 550 (1981).

N-Tosylation has been used to block the imidazole nucleus in histidine: Bull. Chem. Soc. Jpn., 42, 1466 (1969); 47, 3146 (1974), and arginine residues: Experientia, 24, 661 (1968), during peptide synthesis. Cleavage can be effected with HF. See Appendix 6.

Dehydrating agent, e.g. for conversion of ureas to carbodiimides: Org. Synth. Coll., 5, 555 (1973); Synthesis, 520 (1987).

Cooley, T. A.; Riley, S.; Biros, S. M.; Staples, R. J.; Ngassa, F. N. Crystal structure of 2, 4-dinitrophenyl 4-methylbenzenesulfonate: a new polymorph. Nano lett. 2015, 71 (9), 1085-1088.

Jiang, X.; Yu, G. W.; Li, Z. G.; Chu, S. P.; Wang, S. P. Synthesis and characterisation of phosphazene derivatives containing dioxybiphenyl and 4-sulfanylquinazoline groups. J. Chem. Res., Synop. 2015, 39 (3), 162-165.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

주의 설명서: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

Merck
14,9534
바일슈타인
607898
위험 등급
8
포장 그룹
II
통합 관세 코드
2904.99
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
DB8929000

권장

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