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Merck
CN

360953

Sigma-Aldrich

α,α-Dicyanoethyl acetate

98%

Synonym(s):

α-Acetoxy-α-methylmalononitrile, DAC

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About This Item

Linear Formula:
CH3CO2C(CN)2CH3
CAS Number:
7790-01-4
Molecular Weight:
138.12
Beilstein:
1763912
EC Number:
232-195-5
MDL number:
MFCD00042633
UNSPSC Code:
12352100
PubChem Substance ID:
24862011
NACRES:
NA.22

Key Documents

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Assay

98%

form

solid

mp

69-71 °C (lit.)

functional group

ester
nitrile

SMILES string

CC(=O)OC(C)(C#N)C#N

InChI

1S/C6H6N2O2/c1-5(9)10-6(2,3-7)4-8/h1-2H3

InChI key

OSNAAKXQIFQLNS-UHFFFAOYSA-N

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Application

α,α-Dicyanoethyl acetate may be used as a selective N-acetylation agent.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
01309EX

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Xiao Huang et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 84, 447-453 (2016-09-30)
Decitabine (5-aza-2'-deoxycytidine, DAC) and 5-azacitidine (Aza), an inhibitor of DNA methyltransferases, possess a wide range of anti-metabolic and anti-cancer activities. This study examined the effects of DAC and Aza on inflammatory and oxidative injuries, as well as on glycocalyx and
Sven F Plappert et al.
Biomacromolecules, 19(7), 2969-2978 (2018-05-15)
2,3-Dialdehyde cellulose (DAC) of a high degree of oxidation (92% relative to AGU units) prepared by oxidation of microcrystalline cellulose with sodium periodate (48 °C, 19 h) is soluble in hot water. Solution casting, slow air drying, hot pressing, and
Jisheng Hu et al.
Cell death & disease, 9(8), 807-807 (2018-07-26)
Metastasis remains one of the most intractable challenges in pancreatic ductal adenocarcinoma (PDAC) biology, and epithelial-to-mesenchymal transition (EMT) is essential to the epithelium-originated solid tumor metastasis cascade. Emerging evidence demonstrates that aberrant miRNA expression is involved in pancreatic cancer progression.
Peter A C Wing et al.
Gastroenterology, 157(3), 692-704 (2019-05-13)
Sofosbuvir is a frequently used pan-genotype inhibitor of hepatitis C virus (HCV) polymerase. This drug eliminates most chronic HCV infections, and resistance-associated substitutions in the polymerase are rare. However, HCV genotype 3 responds slightly less well to sofosbuvir-based therapies than
α,α-Dicyanoethyl Acetate. A Reagent for Selective N-Acetylation.
Ho, T-L.
Synthetic Communications, 4(6), 351-353 (1974)
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