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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:
Molecular Weight:
138.12
Beilstein:
1763912
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

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

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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
Xiaoting Gu et al.
European journal of pharmacology, 792, 7-14 (2016-11-05)
The global gene expression and DNA methylation of genes in adriamycin-resistant human breast cancer cells (MCF-7/ADM cells) are similar to those in paclitaxel-resistant MCF-7 cells (MCF-7/PTX) and are significantly different from those in wild-type MCF-7 cells. DNA methylation is associated
α,α-Dicyanoethyl Acetate. A Reagent for Selective N-Acetylation.
Ho, T-L.
Synthetic Communications, 4(6), 351-353 (1974)
Erol Akgul et al.
World neurosurgery, 95, 229-240 (2016-08-16)
The DERIVO embolization device (DED) is a new nitinol flow diverter stent manufactured for the treatment of intracranial aneurysms. In this study, we evaluated the safety and efficacy of the DED in the treatment of intracranial aneurysms and present the
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.

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