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391956

Sigma-Aldrich

Dimethylamine solution

2.0 M in THF

Synonym(s):

N,N-Dimethylamine

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About This Item

Linear Formula:
(CH3)2NH
CAS Number:
124-40-3
Molecular Weight:
45.08
Beilstein/REAXYS Number:
605257
MDL number:
MFCD00008288
UNSPSC Code:
12352116
PubChem Substance ID:
24864412
NACRES:
NA.22

form

liquid

concentration

1.90-2.20 M (by NaOH, titration)
2.0 M in THF

bp

~60 °C

density

0.85 g/mL at 25 °C

SMILES string

CNC

InChI

1S/C2H7N/c1-3-2/h3H,1-2H3

InChI key

ROSDSFDQCJNGOL-UHFFFAOYSA-N

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Application

Dimethylamine solution (2M in THF) has been used in the synthesis of 2-dimethylamino-1-(3,4-methylenedioxyphenyl)propan-1-one (bk-MDDMA) , a β-keto derivative of 3,4-methylenedioxyamphetamine (MDA) by reacting with 2-bromo-3′,4′-methylenedioxypropiophenone. It may also be used to synthesize organic intermediates such as dimethyl-(4-nitro-benzyl)-amine, dimethyl-(4-methyl-benzyl)-amine and 4-dimethylamino-but-2-enoic acid [4-(3,4-dichloro-6-fluoro-phenylamino)-quinazolin-6-yl]-amide.

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Danger

Hazard Classifications

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

target_organs

Central nervous system, Respiratory system

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

-32.8 °F - closed cup

flash_point_c

-36 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

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Discrimination and identification of regioisomeric ?-keto analogues of 3, 4-methylenedioxyamphetamines by gas chromatography-mass spectrometry.
Zaitsu K, et al.
Forensic Toxicology, 26(2), 45-51 (2008)
[11C]-dimethylamine as a labeling agent for PET biomarkers.
Jacobson O & Mishani E.
Applied Radiation and Isotopes, 66(2), 188-193 (2008)
C Mulder et al.
Journal of neural transmission (Vienna, Austria : 1996), 109(9), 1203-1208 (2002-08-31)
Nitric oxide (NO) may play a role in the pathophysiology of Alzheimer's disease (AD). Asymmetric dimethylarginine (ADMA), an endogenous inhibitor of NO synthase, is involved in regulation of NO production. Recently it has been reported that dimethylarginine dimethylaminohydrolase, an enzyme
Gerhild Zauner et al.
Biochimica et biophysica acta, 1820(9), 1420-1428 (2011-08-02)
Analysis of protein glycosylation is an important first step towards establishing the functions of glycans in health and disease. In contrast to N-glycans which are generally enzymatically released for analysis, there is no corresponding enzyme for O-glycan liberation. Therefore, O-glycans
L Lee et al.
Cancer research, 41(10), 3992-3994 (1981-10-01)
Using a method for nitrosamine analysis that gives high recovery values and that is free from artifactual synthesis of nitrosamines, we have shown that human feces do not contain volatile nitrosamines (detection limit, 0.1 to 0.5 microgram/kg). We also showed
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