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1493-13-6 - Trifluoromethanesulfonic acid, 98+% - Triflic acid - A10173 - Alfa Aesar

A10173 Trifluoromethanesulfonic acid, 98+%

CAS 번호
1493-13-6
동의어
Triflic acid

사이즈 가격 ($) 수량 재고 여부
10g 21.50
50g 71.90
250g 301.00
장바구니에 추가 대량 견적에 추가 항목 보기

Trifluoromethanesulfonic acid, 98+%

MDL
MFCD00007514
EINECS
216-087-5

화학적 특성

화학식
CHF3O3S
화학 식량
150.07
융점
-40°
비등점
161-162°
인화점
None
밀도
1.708
굴절률
1.3270
감도
Hygroscopic
용해도
Miscible with water, dimethyl sulfoxide, dimethyl formamide and acetonitrile.

용도

Trifluoromethanesulfonic acid acts as a catalyst for esterification reactions and an acidic titrant in nonaqueous acid-base titration. It is useful in protonations due to the presence of conjugate base triflate is non nucleophilic. It serves as a deglycosylation agent for glycoproteins. In addition, it is a precursor and a catalyst in organic chemistry. It reacts with acyl halides to prepare mixed triflate anhydrides, which are strong acylating agents used in Friedel-Crafts reactions. It acts as a key starting material for the preparation of ethers and olefins by reacting with alcohols as well as to prepare trifluoromethanesulfonic anhydride by dehydration reaction.

참고

Hygroscopic. Incompatible with strong oxidizing agents, strong bases, water and metals.

참조 문헌

One of the strongest available monoprotic acids. For a review of the chemistry of triflic acid and its derivatives, see: Chem. Rev., 77, 69 (1977).

Simple triflic esters, readily prepared by reaction with alcohols, are powerful alkylating agents and must be handled with extreme care because of their irritating effect on the lungs. For a review, see: Synthesis, 85 (1982).

For use in direct electrophilic amination of arenes, see Trimethyl­silyl­ azide, L00173. Effects direct oxy-functionalization of aromatics in combination with bis(TMS) peroxide: J. Org. Chem., 54, 1204 (1989); or sodium perborate: Synlett, 39 (1991).

Adds to both internal and terminal alkynes to give vinyl triflates: J. Am. Chem. Soc., 91, 4600 (1969); Org. Synth. Coll., 9, 472 (1998). Reaction in the presence of a nitrile provides a route to sterically hindered 2,4,6-trisubstituted pyrimidines: Synthesis, 881 (1990):

Murashige, R.; Ohtsuka, Y.; Sagisawa, K.; Shiraishi, M. Versatile synthesis of 3, 4-dihydroisoquinolin-1 (2H)-one derivatives via intra-molecular Friedel-Crafts reaction with trifluoromethanesulfonic acid. Tetrahedron Lett. 2015, 56 (23), 3410-3412.

Imai, S.; Kikui, H.; Moriyama, K.; Togo, H. One-pot preparation of 2, 5-disubstituted and 2, 4, 5-trisubstituted oxazoles from aromatic ketones with molecular iodine, oxone, and trifluoromethanesulfonic acid in nitriles. Tetrahedron 2015, 71 (33), 5267-5274.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H302-H314-H318-H335

Harmful if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage. May cause respiratory irritation.

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
14,9676
바일슈타인
1812100
위험 등급
8
포장 그룹
II
통합 관세 코드
2904.99
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
PB2771000

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