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295280

Sigma-Aldrich

Dimethylamine

anhydrous, ≥99%

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Synonym(s):
N,N-Dimethylamine
Linear Formula:
(CH3)2NH
CAS Number:
Molecular Weight:
45.08
Beilstein/REAXYS Number:
605257
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

grade

anhydrous

Quality Level

vapor density

1.55 (15 °C, vs air)

vapor pressure

1277 mmHg ( 20 °C)

assay

≥99%

form

gas
liquid

autoignition temp.

753 °F

expl. lim.

14.4 %

bp

7 °C (lit.)

mp

−93 °C (lit.)

density

0.68 g/mL at 20 °C (lit.)

SMILES string

CNC

InChI

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

InChI key

ROSDSFDQCJNGOL-UHFFFAOYSA-N

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1 of 4

This Item
391956388246243205
vibrant-m

295280

Dimethylamine

vibrant-m

391956

Dimethylamine solution

vibrant-m

388246

Dimethylamine solution

vibrant-m

243205

Trimethylamine

assay

≥99%

assay

-

assay

-

assay

≥99%

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

gas, liquid

form

liquid

form

liquid

form

-

vapor density

1.55 (15 °C, vs air)

vapor density

-

vapor density

-

vapor density

2.09 (vs air)

bp

7 °C (lit.)

bp

~60 °C

bp

-

bp

3-4 °C (lit.)

Application

Dimethylamine can be used:
  • In the preparation of 1-organyl-1-(trimethylsiloxy)-2-(dimethylamino)ethenes starting from α-bromo ketones.
  • In one of the key synthetic steps for the preparation of 1-methoxycarbonylpyrrolizin-3-one and its associated compounds.
  • Ni-catalyzed cross-electrophile coupling of Katritzky pyridinium salts with bromoalkanes through C-N bond activation.
  • To synthesize tertiary amides which on reaction with Petasis reagent followed by bromination forms bromomethyl ketones.

Packaging

Supplied in a Sure/Pac cylinder and has a 316 stainless steel needle valve with a male 1/4" NPTF outlet thread installed . Before using the cylinder, ensure that the valve is closed, then remove the galvanized steel hex cap that seals the outlet valve.

Compatible with the following:

Legal Information

Aldrich is a registered trademark of Sigma-Aldrich Co. LLC
Sure/Pac is a trademark of Sigma-Aldrich Co. LLC

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Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Eye Dam. 1 - Flam. Gas 1A - Press. Gas Liquefied gas - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

supp_hazards

Storage Class

2A - Gases

wgk_germany

WGK 1

flash_point_f

19.9 °F - closed cup

flash_point_c

-6.7 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, multi-purpose combination respirator cartridge (US)


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Bromination of Enamines from Tertiary Amides Using the Petasis Reagent: A Convenient One-Pot Regioselective Route to Bromomethyl Ketones
Kobeissi M, et al.
Synthetic Communications, 43(21), 2955-2965 (2013)
1-Methoxycarbonylpyrrolizin-3-one and related compounds
Despinoy XLM and McNab H
Organic & Biomolecular Chemistry, 7(10), 2187-2194 (2009)
Synthesis of 1-organyl-1-(trimethylsiloxy)-2-(dimethylamino) ethenes and new hypervalent silicon compounds based thereon
Gostevskii BA, et al.
Russ. J. Org. Chem., 52(10), 1385-1389 (2016)
Ni-catalyzed deaminative cross-electrophile coupling of Katritzky salts with halides via C-N bond activation
Ni S, et al.
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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

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