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192333

Ethyl nitroacetate

97%

Synonym(s):

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

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5 g

Available to ship TODAYfromMILWAUKEE

$48.20
25 g

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$183.00

About This Item

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

$48.20

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Quality Level

200

assay

97%

refractive index

n20/D 1.424 (lit.)

bp

105-107 °C/25 mmHg (lit.)

density

1.199 g/mL at 25 °C (lit.)

functional group

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

Application

Ethyl nitroacetate has been used in:
  • synthesis of γ-oxoacids via Michael addition reaction with α,β-unsaturated ketones[1]
  • fuctionalization of C4-position on pyrimidine and C6-position on 2′-deoxyguanosine to produce novel nucleosides[2]
  • facile synthesis of α,α-diisobutylglycine[3]
  • synthesis of DL-4,4-difluoroglutamic acid[4]

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This Item
366463232599E16503
Ethyl nitroacetate 97%

Sigma-Aldrich

192333

Ethyl nitroacetate

Methyl nitroacetate 98%

Sigma-Aldrich

366463

Methyl nitroacetate

Ethyl methoxyacetate 97%

Sigma-Aldrich

232599

Ethyl methoxyacetate

Ethyl carbazate 97%

Sigma-Aldrich

E16503

Ethyl carbazate

assay

97%

assay

98%

assay

97%

assay

97%

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

density

1.199 g/mL at 25 °C (lit.)

density

1.294 g/mL at 25 °C (lit.)

density

1.007 g/mL at 25 °C (lit.)

density

-

refractive index

n20/D 1.424 (lit.)

refractive index

n20/D 1.425 (lit.)

refractive index

n20/D 1.401 (lit.)

refractive index

-

bp

105-107 °C/25 mmHg (lit.)

bp

195-198 °C (lit.)

bp

44-45.5 °C/9 mmHg (lit.)

bp

108-110 °C/22 mmHg (lit.)

functional group

amine, nitro, ester

functional group

amine, ester, nitro

functional group

ester, ether

functional group

-

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

197.6 °F - closed cup

flash_point_c

92 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP6080
BCCK3109
BCCH4820
BCCF8356
BCCC7550

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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
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
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Global Trade Item Number

SKUGTIN
192333-5G04061838760531
192333-25G04061838760524

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