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186317

Sigma-Aldrich

N,N-Diethylformamide

99%

Synonym(s):

N-Formyldiethylamine

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About This Item

Linear Formula:
HCON(C2H5)2
CAS Number:
Molecular Weight:
101.15
Beilstein:
1209392
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.434 (lit.)

bp

176-177 °C (lit.)

density

0.908 g/mL at 25 °C (lit.)

SMILES string

CCN(CC)C=O

InChI

1S/C5H11NO/c1-3-6(4-2)5-7/h5H,3-4H2,1-2H3

InChI key

SUAKHGWARZSWIH-UHFFFAOYSA-N

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General description

N,N-Diethylformamide undergoes condensation with aromatic o-aminonitriles in the presence of ZnCl2 in sealed reactor to yield quinazoline-2,4(1H,3H)-dione.

Application

N,N-Diethylformamide was used in the synthesis of metal-organic frameworks. It was also used as solvent in the synthesis of porous cubic-shaped ZnO particles.

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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G Amato et al.
Toxicology letters, 124(1-3), 11-19 (2001-10-31)
N-N, dimethyl- (DMF) and N-N, diethyl-formamide (DEF) are two hepatotoxic solvents, whose metabolism has not been investigated in humans. To identify the P450 isoforms involved in the microsomal oxidation of these solvents we used (a) 12 human liver samples; (b)
Renzo Arias-Ugarte et al.
Journal of the American Chemical Society, 134(2), 848-851 (2012-01-17)
We demonstrate that using Mo(CO)(6), Mo(CO)(5)NMe(3), and (η(5)-C(5)H(5))Mn(CO)(3) as catalysts for the silane, R(3)SiH, reduction of N,N-dimethylformamide (DMF), and N,N-diethylformamide (DEF), we can observe, intercept, and isolate, the important siloxymethylamine intermediates, R(3)SiOCH(2)NR'(2), R' = Me, Et, for the first time.
South African research into AIDS "cure" severely criticised.
P Sidley
BMJ (Clinical research ed.), 314(7083), 771-771 (1997-03-15)
Jiarong Li et al.
Organic letters, 11(6), 1193-1196 (2009-02-26)
A new and facile preparation of quinazoline-2,4(1H,3H)-diones was first reported which was the condensation of aromatic o-aminonitriles with DMF or N,N-diethylformamide in the presence of ZnCl(2) (0.5-10 mol %) at 190-200 degrees C in the sealed reactor.
Yuxia Shen et al.
Advanced materials (Deerfield Beach, Fla.), 30(52), e1802497-e1802497 (2018-11-06)
Large-scale synthesis of van der Waals (vdW) metal-organic framework (MOF) nanosheets with controlled crystallinity and interlayer coupling strength is one of the bottlenecks in 2D materials that has limited its successful transition to large-scale applications. Here, scalable synthesis of mBDC

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Metal-organic frameworks offer high surface area materials for alternative energy applications through simple synthetic strategies.

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