362425
2-Chloro-N-methoxy-N-methylacetamide
98%
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About This Item
Linear Formula:
ClCH2CON(OCH3)CH3
CAS Number:
Molecular Weight:
137.56
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
Form:
solid
InChI
1S/C4H8ClNO2/c1-6(8-2)4(7)3-5/h3H2,1-2H3
SMILES string
CON(C)C(=O)CCl
InChI key
SCOJKGRNQDKFRP-UHFFFAOYSA-N
assay
98%
form
solid
mp
39-41 °C (lit.)
functional group
amine, chloro
storage temp.
2-8°C
Quality Level
Related Categories
Application
2-Chloro-N-methoxy-N-methylacetamide may be used in the preparation of:
- 2-heptyl-3-hydroxy-4(1H)-quinolone (Pseudomonas quinolone signal or PQS) and structurally related 2-alkyl-4-quinolones having biological activity
- 2-(benzo[d]thiazol-2-ylsulfonyl)-N-methoxy-N-methylacetamide
- α-chloro-ketone, starting reagent for the one-pot synthesis of 2-heptyl-3-hydroxyl-4(1H)-quinolone (PQS), signalling molecule in the quorum sensing of Pseudomonas aeruginosa
General description
2-Chloro-N-methoxy-N-methylacetamide is a Weinreb amide.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
219.2 °F - closed cup
flash_point_c
104 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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New Reagent for Convenient Access to the a, ?-Unsaturated N-Methoxy-N-methyl-amide Functionality by a Synthesis Based on the Julia Olefination Protocol.
Narayana Manjunath B, et al
European Journal of Organic Chemistry, 12, 2851-2855 (2006)
James T Hodgkinson et al.
Organic & biomolecular chemistry, 9(1), 57-61 (2010-10-23)
Expedient syntheses of Pseudomonas quinolone signal (PQS) and related structural analogues using microwave and flow methods are reported.
James T Hodgkinson et al.
Nature protocols, 7(6), 1184-1192 (2012-05-29)
An optimized procedure for the efficient preparation of 2-heptyl-3-hydroxy-4(1H)-quinolone (Pseudomonas quinolone signal or PQS) and a diverse range of structurally related 2-alkyl-4-quinolones with biological activity is presented. The two-step synthesis begins with the formation of α-chloro ketones by the coupling
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