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Sigma-Aldrich

N-Isopropyl-N-methyl-tert-butylamine

98%

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About This Item

Linear Formula:
(CH3)3CN(CH3)CH(CH3)2
CAS Number:
85523-00-8
Molecular Weight:
129.24
MDL number:
MFCD00274225
UNSPSC Code:
12352100
PubChem Substance ID:
24868058
NACRES:
NA.22

assay

98%

form

liquid

refractive index

n20/D 1.419 (lit.)

bp

127 °C (lit.)

density

0.767 g/mL at 25 °C (lit.)

SMILES string

CC(C)N(C)C(C)(C)C

InChI

1S/C8H19N/c1-7(2)9(6)8(3,4)5/h7H,1-6H3

InChI key

WYLLBTPEHIVUKV-UHFFFAOYSA-N

General description

N-Isopropyl-N-methyl-tert-butylamine is a tertiary amine. BH3.THF stabilized by N-isopropyl N-methyl tert-butylamine is useful for the carbonyl reductions.

Application

N-Isopropyl-N-methyl-tert-butylamine may be used to stabilize the borane-THF solutions. It may also be used for the synthesis of rotaxane, via Sonogashira coupling.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

48.2 °F - closed cup

flash_point_c

9 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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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Process Development of a Potent Glucosylceramide Synthase Inhibitor.
Cooper CGF, et al.
Organic Process Research & Development, 16(5), 1090-1097 (2011)
Borane-THF: New Solutions with Improved Thermal Properties and Stability.
Potyen M, et al.
Organic Process Research & Development, 11(2), 210-214 (2007)
Xiaogen Huang et al.
Organic letters, 9(9), 1793-1795 (2007-04-03)
[reaction: see text] The enantioselective borane reduction of O-benzyloxime ethers to primary amines was studied under catalytic conditions using the spiroborate esters 5-10 derived from nonracemic 1,2-amino alcohols and ethylene glycol. Effective catalytic conditions were achieved using only 10% of
Dominic Thibeault et al.
Molecules (Basel, Switzerland), 15(5), 3709-3730 (2010-07-27)
The number of synthetic methods enabling the preparation of ammonium-based rotaxanes has increased very rapidly in the past ten years. The challenge in the synthesis of rotaxanes results from the rather weak interactions between the ammonium-containing rod and the crown
Jeffrey A Crank et al.
Journal of the American Society for Mass Spectrometry, 20(10), 1790-1800 (2009-08-12)
Second generation ionic liquid matrices are developed, examined, and tested. They have shown a wide mass detection range (<1000 Da to >270,000 Da) for proteins and peptides with greater S/N ratios than solid matrices. These ionic liquid matrices also exhibit

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