Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

626-35-7 - Ethyl nitroacetate, 97% - Nitroacetic acid ethyl ester - A14433 - Alfa Aesar

A14433 Ethyl nitroacetate, 97%

CAS 번호
626-35-7
동의어
Nitroacetic acid ethyl ester

사이즈 가격 ($) 수량 재고 여부
1g 18.30
5g 59.10
25g 205.00
100g 656.00
장바구니에 추가 대량 견적에 추가 항목 보기

Ethyl nitroacetate, 97%

MDL
MFCD00007403
EINECS
210-944-7

화학적 특성

화학식
C4H7NO4
화학 식량
133.11
비등점
93-95°/10mm
인화점
92°(197°F)
밀도
1.202
굴절률
1.4240
용해도
Slightly soluble in water. Soluble in chloroform and ethyl acetate.

용도

Ethyl nitroacetate has been used in the synthesis of γ-oxoacids via Michael addition reaction with α,β-unsaturated ketones, fuctionalization of C4-position on pyrimidine and C6-position on 2?-deoxyguanosine to produce novel nucleosides, facile synthesis of α,α-diisobutylglycine, synthesis of DL-4,4-difluoroglutamic acid. It is also used as an intermediate in the preparation of unsubstituted amino acids.

참고

Store away from bases and oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

참조 문헌

Maialen Aginagalde, et al. Formation of γ-oxoacids and 1H-pyrrol-2(5H)-ones from α,β-unsaturated ketones and ethyl nitroacetate.J. Org. Chem.,2010,75(21), 7435-8.

Victor Timoshchuk. Functionalization of pyrimidine and purine nucleosides at C4 and C6: C-nucleophilic substitution of their C4- and C6-(1,2,4-triazol-1-yl) derivatives.Nucleosides Nucleotides Nucleic Acids.,2005,24(5-7), 1043-1046.

In the presence of the Mitsunobu reagent (PPh3/DEAD) oxidizes alcohols to carbonyl compounds: Tetrahedron Lett., 22, 2295 (1981).

Reacts with 2,3-epoxyaldehydes to give 3-ethoxycarbonyl-4-hydroxy-5-(1-hydroxyalkyl)-2-isoxazoline-2-oxides: J. Org. Chem., 55, 781 (1990):

Similarly, reaction with ɑ-bromo enones gives 5-acyl-3-(ethoxycarbonyl)-2-isoxazoline-2-oxides by a tandem conjugate addition - ring closure: J. Org. Chem., 60, 6624 (1995).

Conjugate addition to various enones, followed by reductive cyclization with Formamidinesulfinic acid, A11885, provides a convenient new route to pyrroles: Tetrahedron Lett., 36, 9469 (1995). For examples with reaction schemes, see 2-Benzyl­idenecyclohexanone, L13434 and 3-Penten-2-one, L13031.

For a review of the use of nitroacetic acid and its esters in organic synthesis, see: Synthesis, 666 (1979).

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H227-H315-H319

Combustible liquid. Causes skin irritation. Causes serious eye irritation.

주의 설명서: P280g-P305+P351+P338

Wear protective gloves. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

기타 참조

바일슈타인
1210027
통합 관세 코드
2915.90
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
AJ1074000

권장

최근에 본 것

화학물질

화학물질

금속 및 재료

촉매

분석 기기 및 실험실 용품