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15450

Sigma-Aldrich

N,N′-Dimethylurea

(sym.), ≥99% (from N)

Synonym(s):

DMU, 1,3-Dimethylurea

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About This Item

Linear Formula:
(CH3NH)2CO
CAS Number:
Molecular Weight:
88.11
Beilstein:
1740672
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥99% (from N)

form

solid

reaction suitability

reagent type: ligand
reaction type: C-H Activation

bp

268-270 °C (lit.)

mp

101-104 °C (lit.)
103-107 °C

SMILES string

CNC(=O)NC

InChI

1S/C3H8N2O/c1-4-3(6)5-2/h1-2H3,(H2,4,5,6)

InChI key

MGJKQDOBUOMPEZ-UHFFFAOYSA-N

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Application

N,N′-Dimethylurea can be used:
  • As a starting material to synthesize N,N′-dimethyl-6-amino uracil.
  • In combination with β-cyclodextrin derivatives, to form low melting mixtures (LMMs), which can be used as solvents for hydroformylation and Tsuji-Trost reactions.
  • To synthesize N,N′-disubstituted-4-aryl-3,4-dihydropyrimidinones via Biginelli condensation under solvent-free conditions.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

314.6 °F - closed cup

Flash Point(C)

157 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The binding behaviors of the 27-membered macrocyclic triurea 1 towards the five anions, F(-), Cl(-), Br(-), I(-) and NO(3)(-), through multiple hydrogen-bonding interactions, were investigated at the B3LYP/6-311++G(d,p)//B3LYP/6-31(1)++G(d,p) (6-31(1)++G(d,p) is a hybrid basis set; for more details see computational methods)

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