Merck
CN

192333

Sigma-Aldrich

硝基乙酸乙酯

97%

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线性分子式:
NO2CH2CO2C2H5
CAS号:
分子量:
133.10
Beilstein:
1210027
EC 号:
MDL编号:
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

97%

折射率

n20/D 1.424 (lit.)

bp

105-107 °C/25 mmHg (lit.)

密度

1.199 g/mL at 25 °C (lit.)

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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应用

硝基甲醛用于:
  • 通过Michael加成反应与α,β-不饱和酮合成γ-羟酸
  • 嘧啶上C4位和2′-脱氧鸟苷上C6位的功能化,以产生新型核苷
  • α,α-二异丁基甘氨酸的简便合成
  • DL-4,4-二氟戊二酸的合成

储存分类代码

10 - Combustible liquids

WGK

WGK 2

闪点(°F)

197.6 °F - closed cup

闪点(°C)

92 °C - closed cup

个人防护装备

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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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
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
Indranil Bhattacharjee et al.
Physical chemistry chemical physics : PCCP, 20(9), 6060-6072 (2017-12-23)
Achieving synthetic control over light-driven molecular dynamics is essential for designing complex molecule-based devices. Here we design a novel coumarin-imidazole conjugate (1) whose excited state structural dynamics are primarily controlled by a distant intramolecular H-bonding interaction within the backbone. The
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
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

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