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867-13-0 - Triethyl phosphonoacetate, 98+% - Diethyl ethoxycarbonylmethylphosphonate - Phosphonoacetic acid triethyl ester - A14120 - Alfa Aesar

A14120 Triethyl phosphonoacetate, 98+%

CAS 번호
867-13-0
동의어
Diethyl ethoxycarbonylmethylphosphonate
Phosphonoacetic acid triethyl ester

사이즈 가격 ($) 수량 재고 여부
100g 73.90
500g 254.00
2500g 1028.00
장바구니에 추가 대량 견적에 추가 항목 보기

Triethyl phosphonoacetate, 98+%

MDL
MFCD00009177
EINECS
212-757-6

화학적 특성

화학식
C8H17O5P
화학 식량
224.19
융점
-24°
비등점
260-262°
인화점
165°(329°F)
밀도
1.125
굴절률
1.4310
용해도
Slightly miscible with water.

용도

Triethyl phosphonoacetate serves as a reactant used in Horner-Wadsworth-Emmons reactions, Tsuji-Trost type reactions, Intramolecular Heck-type cyclization and isomerizations and Intramolecular aryne-ene reactions. In Horner-Wadsworth-Emmons reaction, it is utilized as a reagent to prepare chiral 2-methylcyclopropanecarboxylic acid from (S)-propylene oxide.

참고

Incompatible with strong oxidizing agents.

참조 문헌

Wadsworth-Emmons (Horner) reaction with aldehydes and ketones gives acrylic esters. See, e.g.: Org. Synth. Coll., 5, 509, 547 (1973), and Appendix 1.

Base-catalyzed aldol, Cannizzaro and saponification reactions can be minimized, by the use of, e.g.: K2CO3: Synthesis, 300 (1983); Tetrahedron Lett., 26, 53 (1985); F-: Tetrahedron Lett., 21, 2161 (1980); N-ethyldiisopropylamine + LiCl: Tetrahedron Lett., 25, 2183 (1984); Et3N + Li halides: J. Org. Chem., 50, 2624 (1985).

Reaction with aqueous formaldehyde does not lead to the "expected" Wadsworth-Emmons product, but to ethyl ɑ-(hydroxymethyl)acrylate, a precursor of the synthetically useful ethyl ɑ-bromomethylacrylate, by condensation with the initially-formed "aldol" product: Org. Synth. Coll., 8, 265 (1993).

Kim, H.; Paik, Y. K. Synthesis of Photoaffinity-Labeled Daumone Analogs. Bull. Korean Chem. Soc. 2015, 36 (9), 2177-2178.

Lee, J. Y.; Choi, J. H.; Ryoo, K. S.; Kwon, Y. B.; Hong, Y. P. Economical Synthesis of Grapevine Moth Sex Pheromone. Bull. Korean Chem. Soc. 2015, 36 (1), 421-423.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H315-H319

Causes skin irritation. Causes serious eye irritation.

주의 설명서: P280a-P264-P305+P351+P338-P321-P332+P313-P337+P313

Wear protective gloves and eye/face protection. Wash thoroughly after handling. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment (see label). If skin irritation occurs: Get medical advice/attention. If eye irritation persists:

기타 참조

바일슈타인
1343714
통합 관세 코드
2931.39
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
AG9800000

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