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359378

Sigma-Aldrich

N-Isopropylmethylamine

98%

Synonym(s):

N-Methylisopropylamine

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About This Item

Linear Formula:
(CH3)2CHNHCH3
CAS Number:
4747-21-1
Molecular Weight:
73.14
Beilstein:
1730877
EC Number:
225-266-7
MDL number:
MFCD00042859
PubChem Substance ID:
24862072
NACRES:
NA.22

vapor pressure

4.15 psi ( 20 °C)

Assay

98%

form

liquid

refractive index

n20/D 1.384 (lit.)

bp

50-53 °C (lit.)

density

0.702 g/mL at 25 °C (lit.)

SMILES string

CNC(C)C

InChI

1S/C4H11N/c1-4(2)5-3/h4-5H,1-3H3

InChI key

XHFGWHUWQXTGAT-UHFFFAOYSA-N

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General description

N-Isopropylmethylamine is an unsymmetrical amine. Pd/C-catalyzed oxidative cross double carbonylation of N-isopropylmethylamine with alcohols has been reported.

Application

N-Isopropylmethylamine is suitable for use in the generation of in situ micelles having distinct sizes, by sequential self-assembly of a series of stimuli-responsive amphiphilic block copolymers, prepared by reversible addition-fragmentation chain transfer (RAFT) polymerization. It is suitable for use in the synthesis of novel 5-ethoxy-N,N-dialkyl-[α,α,β,β-H4]-tryptamines and their [α,α,β,β,β−D4]-counterparts following the Speeter and Anthony procedure.

Signal Word

Danger

Hazard Statements

H225 - H300 - H314 - H331

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Inhalation - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

-25.6 °F - closed cup

Flash Point(C)

-32 °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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Sandip T Gadge et al.
The Journal of organic chemistry, 78(13), 6793-6797 (2013-06-06)
This work reports a mild, efficient, and ligand-free Pd/C-catalyzed protocol for the oxidative cross double carbonylation of amines and alcohols. Notably, the reaction does not requires any base, co-catalyst, dehydrating agent, or ligand. Pd/C solves the problem of catalyst recovery
MULTIMODAL HIERARCHICAL ?FRACTAL-LIKE? MICELLAR SOLUTIONS OF THERMO-RESPONSIVE DOUBLE-HYDROPHILIC ACRYLAMIDE BLOCK COPOLYMERS SYNTHESIZED BY RAFT POLYMERIZATION.
Amado E, et al.
Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 52(2), 691-692 (2011)
Ruchanok Tearavarich et al.
Drug testing and analysis, 3(9), 597-608 (2011-10-01)
The increased interest in N,N-dialkyl tryptamines is a reflection of their diverse range of biologically active properties. Deuterated derivatives are of interest for use as internal standards in bioanalytical or pharmacological assays. The present study reports on the synthesis of

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