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Sigma-Aldrich

Dimethylammonium dimethylcarbamate

Synonym(s):

N-Methylmethanamine dimethylcarbamate, Dimcarb, Dimethylamine carbon dioxide complex

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About This Item

Linear Formula:
(CH3)2NH · (CH3)2NCOOH
CAS Number:
4137-10-4
Molecular Weight:
134.18
Beilstein:
4531667
MDL number:
MFCD00029888
UNSPSC Code:
12352100
PubChem Substance ID:
24865564
NACRES:
NA.22

form

liquid

Quality Level

100

refractive index

n20/D 1.454 (lit.)

bp

60-61 °C (lit.)

density

1.05 g/mL at 25 °C (lit.)

SMILES string

CNC.CN(C)C(O)=O

InChI

1S/C3H7NO2.C2H7N/c1-4(2)3(5)6;1-3-2/h1-2H3,(H,5,6);3H,1-2H3

InChI key

JIYXHCMRGZVYMA-UHFFFAOYSA-N

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General description

Dimethylammonium dimethylcarbamate (DIMCARB) is the carbamate salt of dimethylamine. It is widely used as solvent and extractant. It has been investigated as ionic liquid. DIMCARB is formed by the reaction of dimethylamine and carbon dioxide.

Application

Dimethylammonium dimethylcarbamate (DIMCARB) may be employed as an equivalent of dimethylamine, which on reaction with carboxylic acids affords N,N-dimethyl amides. It may be employed as ionic liquid for the synthesis of Cup-shaped calix[4]arenes bearing one or two ketocyanine fluorophore fragments at the wide rim of the macrocycle.
Ionic liquid primarily used as a solvent.
  • For synthesis of calixarene-based ketocyanine fluorophores
  • Distillation extraction of tannins from plant materials
  • Electrodeposition of silver or of lead on glassy carbon and mercury film electrodes
  • Synthesis of Ag and Au nanostructures
  • Reusable reaction medium for synthesis of monoarylidene cyclopentanones

Signal Word

Danger

Hazard Statements

H225,H315,H318,H332,H335

Hazard Classifications

Acute Tox. 4 Inhalation - Eye Dam. 1 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

55.4 °F - DIN 51758

Flash Point(C)

13 °C - DIN 51758

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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Synthesis of calixarene-based ketocyanine fluorophores.
Matvieiev Y, et al.
Tetrahedron Letters, 52(30), 3922-3925 (2011)
Lam Phan et al.
The Journal of organic chemistry, 73(1), 127-132 (2007-12-11)
Known liquids that can reversibly switch their polarity at atmospheric pressure are all prepared as mixtures of two liquid components; we now report a series of switchable-polarity solvents that consist, in their low-polarity form, of only a single liquid component
Dimethylammonium dimethylcarbamate (DIMCARB) as solvent and extractant.
Schroth W, et al.
Z. Chem., 73(1), 127-132 (1989)
Direct Catalytic Formation of Primary and Tertiary Amides from Non-Activated Carboxylic Acids, Employing Carbamates as Amine Source.
Tinnis F, et al.
Advanced Synthesis & Catalysis, 354(13), 2531-2536 (2012)
K M Johansson et al.
Physical chemistry chemical physics : PCCP, 10(20), 2972-2978 (2008-05-14)
We describe a fluidity and conductivity study as a function of composition in N-methylpyrrolidine-acetic acid mixtures. The simple 1 : 1 acid-base mixture appears to form an ionic liquid, but its degree of ionicity is quite low and such liquids

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