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513253

Sigma-Aldrich

N-Methoxy-N-methylacetamide

98%

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About This Item

Linear Formula:
CH3CON(OCH3)CH3
CAS Number:
78191-00-1
Molecular Weight:
103.12
MDL number:
MFCD00060098
UNSPSC Code:
12352100
PubChem Substance ID:
24873684
NACRES:
NA.22

Quality Level

100

assay

98%

refractive index

n20/D 1.426 (lit.)

bp

152 °C (lit.)

density

0.97 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

CON(C)C(C)=O

InChI

1S/C4H9NO2/c1-4(6)5(2)7-3/h1-3H3

InChI key

OYVXVLSZQHSNDK-UHFFFAOYSA-N

Related Categories

General description

Simple Weinreb amide used in the synthesis of marine natural products myriaporone and usneoidone as a ketone synthon.

pictograms

Flame
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

120.2 °F - closed cup

flash_point_c

49 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCF4852
MKCD6945
MKBT0950V
MKBH8071V
MKBL0810V

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Total synthesis of natural myriaporones.
Marta Pérez et al.
Angewandte Chemie (International ed. in English), 43(13), 1724-1727 (2004-03-24)
Asymmetric synthesis of heterocycles using sulfinimines (N-sulfinyl imines).
Davis FA, et al.
ARKIVOC (Gainesville, FL, United States), 7, 120-128 (2006)
European Journal of Organic Chemistry, 9, 1911-1922 (2004)
Acetylations of strongly basic and nucleophilic enolate anions with N-methoxy-N-methylacetamide.
Oster TA and Harris TM.
Tetrahedron Letters, 24(18), 1851-1854 (1983)
Xue Zhi Zhao et al.
Bioorganic & medicinal chemistry, 14(23), 7816-7825 (2006-08-16)
The diketo acid (DKA) class of HIV-1 integrase inhibitors are thought to function by chelating divalent metal ions within the enzyme catalytic center. However, differences in mutations conferring resistance among sub-families of DKA inhibitors suggest that multiple binding orientations may

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