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295280

Sigma-Aldrich

Dimethylamine

anhydrous, ≥99%

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:
605257
EC Number:
204-697-4
MDL number:
MFCD00008288
UNSPSC Code:
12142100
PubChem Substance ID:
24857770
NACRES:
NA.22

grade

anhydrous

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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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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Signal Word

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

Supplementary Hazards

EUH071

Storage Class Code

2A - Gases

WGK

WGK 1

Flash Point(F)

19.9 °F - closed cup

Flash Point(C)

-6.7 °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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Ni-catalyzed deaminative cross-electrophile coupling of Katritzky salts with halides via C-N bond activation
Ni S, et al.
Science advances, 5(6), 9516-9516 (2019)
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)
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)
1-Methoxycarbonylpyrrolizin-3-one and related compounds
Despinoy XLM and McNab H
Organic & Biomolecular Chemistry, 7(10), 2187-2194 (2009)
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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