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865-47-4 - Potassium tert-butoxide, 97% - Potassium tert-butylate - A13947 - Alfa Aesar

A13947 Potassium tert-butoxide, 97%

CAS 번호
865-47-4
동의어
Potassium tert-butylate

사이즈 가격 ($) 수량 재고 여부
25g 26.70
100g 40.60
250g 52.70
500g 95.90
1000g 170.00
장바구니에 추가 대량 견적에 추가 항목 보기

Potassium tert-butoxide, 97%

MDL
MFCD00012162
EINECS
212-740-3

화학적 특성

화학식
C4H9KO
화학 식량
112.22
융점
ca 255° dec.
감도
Air & Moisture Sensitive
용해도
Soluble in hexane, toluene, diethyl ether and terahydrofuran.

용도

Potassium tert-butoxide is used as a strong non-nucleophilic base in organic chemistry. It plays an active role in dehydrohalogenation reactions. It is also useful for greener amidation of esters. It serves as an intermediate in Mizoroki-Heck-type reactions. Furthermore, it is used as an initiator in anionic polymerization of carbazolyl-substituted oxiranes. It catalyzes the reaction of hydrosilanes and heterocyclic compounds to give the silyl derivatives with evolution of hydrogen.

참고

Air and moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with water, acids, reducing agents, oxygen, alcohols, chlorinated solvents, halogens and ketones.

참조 문헌

Strong base of relatively low nucleophilicity. Review: Chem. Rev., 74, 45 (1974). The nucleophilicity is increased in the presence of 18-crown-6; the basic strength less so: J. Org. Chem., 43, 447 (1978).

For generation of dibromocarbene, see Bromoform, A11904. In combination with a solid-liquid phase-transfer catalyst in the absence of solvent, has been recommended for the dehydrobromination of alkyl bromides to alkenes: J. Org. Chem., 49, 1138 (1984): with 18-crown-6, is effective for the dehydrobromination of vic-dibromides: Liebigs Ann. Chem., 1 (1980), and in the dehydrochlorination of gem-dichloroalkanes to give alkynes: J. Org. Chem., 39, 3285 (1974).

Deprotonation of an ɑ-halo sulfone, followed by Ramberg-Backlund reaction with extrusion of SO2, gives an alkene: J. Am. Chem. Soc., 110, 4866 (1988); Org. React., 25, 1 (1977); Org. Synth. Coll., 8, 212 (1993):

For cyclization-elimination of ɑɑ-dibromoneopentyl ketone to di-tert-butylcyclopropenone, a precursor of tri-tert-butylcyclopropenium tetrafluoroborate, see: Org. Synth. Coll., 6, 991 (1988); for reaction scheme, see Neopentyl­ chloride, L02365.

For intramolecular cyclization of a dinitrile to an unsaturated vic-amino nitrile (Thorpe-Ziegler reaction), see: Org. Synth. Coll., 6, 932 (1988).

Treatment of a methyl ester in ether with the reagent provides a simple method for preparation of tert-butyl esters: Synlett, 658 (2001).

Combinations of KO-t-Bu with other strong bases are used to generate "superbasic" media, e.g. with n-BuLi: J. Organomet. Chem., 8, 9 (1967); Pure Appl. Chem., 60, 1627 (1988); Tetrahedron Lett., 29, 4991 (1988); see also Phenyl­acetyl­ene, A12139, 2-Methyl­indole, A10764, etc. In combination with Li 3-aminopropanamide, promotes the "zip" reaction for isomerizing alkynes to the terminal position; see 1,3-Diaminopropane, A11932, and Org. Synth. Coll., 8, 146 (1993). For use in combination with LDA for isomerization of epoxides to allylic alcohols, see Cyclohexene oxide, A13185.

Suzuki, C.; Kato, K.; Tsuji, A. B.; Zhang, M. R.; Arano, Y.; Saga, T. Inhibition of radical reactions for an improved potassium tert-butoxide-promoted 11C-methylation strategy for the synthesis of alfa-11C-methyl amino acids. J. Labelled Compd. Radiopharm. 2015, 58 (3), 127-132.

Midya, G. C.; Kapat, A.; Maiti, S.; Dash, J. Transition-Metal-Free Hydration of Nitriles Using Potassium tert-Butoxide under Anhydrous Conditions. J. Org. Chem. 2015, 80 (8), 4148-4151.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H228-H251-H314-H318

Flammable solid. Self-heating: may catch fire. Causes severe skin burns and eye damage. Causes serious eye damage.

주의 설명서: P210-P260u-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. 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. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

바일슈타인
3556712
위험 등급
4.2
포장 그룹
II
통합 관세 코드
2905.19
TSCA(독성물질규제법)"
Yes

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