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Merck
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주요 문서

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192333

Sigma-Aldrich

Ethyl nitroacetate

97%

동의어(들):

2-Nitroacetic acid ethyl ester, Ethyl 2-nitroacetate, Nitroacetic acid ethyl ester

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About This Item

Linear Formula:
NO2CH2CO2C2H5
CAS Number:
626-35-7
Molecular Weight:
133.10
Beilstein:
1210027
EC Number:
210-944-7
MDL number:
MFCD00007403
UNSPSC 코드:
12352100
PubChem Substance ID:
24851540
NACRES:
NA.22
분석:
97%

Quality Level

200

분석

97%

refractive index

n20/D 1.424 (lit.)

bp

105-107 °C/25 mmHg (lit.)

density

1.199 g/mL at 25 °C (lit.)

작용기

amine
ester
nitro

SMILES string

CCOC(=O)C[N+]([O-])=O

InChI

1S/C4H7NO4/c1-2-9-4(6)3-5(7)8/h2-3H2,1H3

InChI key

FTKASJMIPSSXBP-UHFFFAOYSA-N

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애플리케이션

Ethyl nitroacetate has been used in:
  • 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

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point (°F)

197.6 °F - closed cup

Flash Point (°C)

92 °C - closed cup

개인 보호 장비

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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시험 성적서(COA)

Lot/Batch Number
BCCK3109
BCCH4820
BCCF8356
BCCC7550
BCBZ3215

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문서 라이브러리 방문

Yanwen Fu et al.
The Journal of organic chemistry, 68(25), 9854-9857 (2003-12-06)
alpha,alpha-Diisobutylglycine has been synthesized using a Pd-mediated dialkylation of ethyl nitroacetate as a key first step. The free alphaalphaAA is N(alpha)-protected and has been applied to the assembly of conformationally constrained peptide analogues. Mixed anhydrides from BOP-Cl and Fmoc-alphaalphaAA-OH are
Elena Trogu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(7), 2081-2093 (2012-01-12)
Base-catalysed condensation reactions of nitroacetic esters with dipolarophiles to give isoxazole derivatives proceed faster, and often with higher yields, in the presence of water than in organic solvents such as chloroform. Kinetic profiles show that induction times are greatly reduced
Maialen Aginagalde et al.
The Journal of organic chemistry, 75(21), 7435-7438 (2010-10-05)
Michael addition of ethyl nitroacetate on α,β-unsaturated ketones followed by Nef oxidation under hydrolytic conditions yields γ-oxoacids instead of the corresponding α,δ-dioxoesters. A concerted decarboxylation step is proposed on the basis of computational results. Finally, conversion of the γ-ketoacids thus
T Tsukamoto et al.
Journal of medicinal chemistry, 39(1), 66-72 (1996-01-05)
DL-4,4-Difluoroglutamic acid (DL-4,4-F2Glu) and its methotrexate analogue, DL-gamma,gamma-difluoromethotrexate (DL-gamma,gamma-F2MTX), were synthesized and evaluated as alternate substrates or inhibitors of folate-dependent enzymes. Synthesis of DL-4,4-F2Glu involved the nitroaldol reaction of ethyl nitroacetate with a difluorinated aldehyde ethyl hemiacetal as a key
Victor Timoshchuk
Nucleosides, nucleotides & nucleic acids, 24(5-7), 1043-1046 (2005-10-27)
A study of C-nucleophilic substitution at the C4-position on pyrimidine and C6-position on 2'-deoxyguanosine to produce novel nucleosides is presented with the spectroscopic properties of their respective substitution products. C4-(1,2,4-triazol-1-yl) pyrimidine nucleosides 1 were treated with nitroalkanes, malononitrile, acetylacetone, ethyl
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