N-Methoxy-N-methylbenzamide

HCID 569575

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Basic information

CAS: 6919-61-5
Standard SMILES: CON(C)C(=O)c1ccccc1
InChIKey: UKERDACREYXSIV-UHFFFAOYSA-N
Molecular formula: C9H11NO2
Average molar mass: 165.19 g/mol
Monoisotopic mass: 165.07897859

Overview

N-methoxy-N-methylbenzamide is the Weinreb amide of benzoic acid.

Names & identifiers

Preferred name: N-Methoxy-N-methylbenzamide
IUPAC: N-methoxy-N-methylbenzamide
English name: N-Methoxy-N-methylbenzamide
Molecular formula: C9H11NO2
Molecular weight: 165.19

Names & synonyms

N-Methoxy-N-methylbenzamide6919-61-5N-Methyl-N-methoxybenzamidemethyl N-methylbenzohydroxamateCHEBI:59742DTXSID80341044RefChem:163656DTXCID00292125805-987-9UKERDACREYXSIV-UHFFFAOYSA-NMFCD00075320N-methoxy-N-methyl-benzamide

Show more names

N-Methoxy-N-methylbenzamide >Methyl N-methylbenzohydroxamateN-Methoxy-N-methylbenzenecarboxamideN-Benzoyl-N-methyl-O-methylhydroxylamineN-Methylbenzohydroxamic acid methyl ester

N-methoxy-N-methylbenzamidN-Methoxy-N-methylbenzamide, 98%AKOS005259450CS-W017890SY052485M2672Q27126879Benzamide, N-methoxy-N-methyl-

Database identifiers

CAS: 6919-61-5
PubChem CID: 569575
DTXSID: DTXSID80341044
ChEBI: CHEBI:59742
EC Number: 805-987-9
Nikkaji: J314.503D

Properties

Computed structural properties

XLogP: 0.7
Topological polar surface area: 29.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 153

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

Physicochemical properties

Boiling point: 70 °C0.1 · 70 °C0.1 mm Hg(lit.)
Density: 1.085 g/mL · 1.085 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.533(lit.)
Flash point: 230 °F · >230 °F
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Liquid
color: Colorless to yellow
InChI: InChI=1S/C9H11NO2/c1-10(12-2)9(11)8-6-4-3-5-7-8/h3-7H,1-2H3
InChIKey: UKERDACREYXSIV-UHFFFAOYSA-N
SMILES: C(N(OC)C)(=O)C1=CC=CC=C1
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
WGK Germany: 3 · 3
HS Code: 2928009090 · 2928009090
Storage Class: 10 · 10 - Combustible liquids

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Warning

H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (33.3%)

Safety data

wgk: 3
hs_code: 2928009090
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 10 - Combustible liquids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 3 items

UsesN-Methoxy-N-methylbenzamide is used to prepare orally bioavailable tetrasubstituted imidazoles as inhibitors of p38 mitogen-activated protein kinase. It is used to synthesize benzofuran and benzothiophene biphenyls as inhibitors of protein tyrosine phosphatase 1B with antihyperglycemic properties.

UsesN-Methoxy-N-methylbenzamide may be used in the preparation of β-trifluoromethyl enaminones.

General DescriptionN-Methoxy-N-methylbenzamide is an N,N-disubstituted benzamide. also referred as Weinreb amide., Hydrogen bonding interactions between thioacetamide and N-methoxy-N-methylbenzamide has been investigated using near-infrared absorption spectroscopy. Preparation of N-methoxy-N-methylbenzamide has been reported.