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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:
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

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.[1]

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

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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
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)
D Herbreteau et al.
AJNR. American journal of neuroradiology, 37(12), 2280-2286 (2016-08-20)
Endovascular treatment with the flow-disrupter Woven EndoBridge aneurysm embolization system (WEB) is an innovative treatment for wide-neck bifurcation aneurysms. Prospective, multicenter studies have shown the high safety of this technique. Stability of aneurysm occlusion in long-term follow-up has been rarely
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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