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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:
Molecular Weight:
73.14
Beilstein:
1730877
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

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)

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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)
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
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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