Merck
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文件

192333

Sigma-Aldrich

硝基乙酸乙酯

97%

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别名:
2-Nitroacetic acid ethyl ester, Ethyl 2-nitroacetate, Nitroacetic acid ethyl ester
线性分子式:
NO2CH2CO2C2H5
CAS号:
626-35-7
分子量:
133.10
Beilstein:
1210027
EC 号:
210-944-7
MDL编号:
MFCD00007403
PubChem化学物质编号:
24851540
NACRES:
NA.22

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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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
Elena Trogu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(32), 7940-7948 (2009-04-24)
Ethyl nitroacetate (1) reacts with electron-poor olefins in the presence of a base to give either the Michael adducts 3 or the isoxazoline cycloadducts 4, resulting from water elimination. The proportions of the two products depend on the reaction conditions
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
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
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