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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:
96-31-1
Molecular Weight:
88.11
Beilstein:
1740672
EC Number:
202-498-7
MDL number:
MFCD00008286
UNSPSC Code:
12352100
PubChem Substance ID:
57647436
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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Reactions of 1, 3-Dimethyl-5, 6-diaminouracil.
Blicke F F and Godt Jr H C
Journal of the American Chemical Society, 76(10), 2798-2800 (1954)
Low melting mixtures based on β-cyclodextrin derivatives and N, N′-dimethylurea as solvents for sustainable catalytic processes.
Jerome F, et al.
Green Chemistry, 16(8), 3876-3880 (2014)
Hyun-Woong Cho et al.
PloS one, 14(6), e0217745-e0217745 (2019-06-21)
The aim of this study was to investigate the short-term efficacy and safety of Poly-gamma-glutamic acid (γ-PGA) and the immunologic changes in patients with CIN 1. Participants were randomly assigned to one of two groups and orally treated with placebo
Dowex-promoted general synthesis of N, N'-disubstituted-4-aryl-3, 4-dihydropyrimidinones using a solvent-free Biginelli condensation protocol.
Singh K, et al.
Tetrahedron Letters, 47(25), 4205-4207 (2006)
Yishan Chen et al.
Physical chemistry chemical physics : PCCP, 13(16), 7384-7395 (2011-03-23)
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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