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443336

Sigma-Aldrich

N-Ethyl-N-isopropylaniline

97%

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About This Item

Linear Formula:
C6H5N(C2H5)CH(CH3)2
CAS Number:
Molecular Weight:
163.26
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

97%

refractive index

n20/D 1.534 (lit.)

bp

223-225 °C (lit.)

density

0.926 g/mL at 25 °C (lit.)

SMILES string

CCN(C(C)C)c1ccccc1

InChI

1S/C11H17N/c1-4-12(10(2)3)11-8-6-5-7-9-11/h5-10H,4H2,1-3H3

InChI key

LHGCJZLKSBOOTD-UHFFFAOYSA-N

General description

N-Ethyl-N-isopropylaniline-borane is a highly reactive amine-borane adduct. The reaction of diborane gas with neat amine at 0-5°C affords N-ethyl-N-isopropylaniline-borane.

Application

N-Ethyl-N-isopropylaniline may be used in the preparation of borane-N-ethyl-N-isopropylaniline complex, a reagent used for hydroboration.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

194.0 °F - closed cup

flash_point_c

90 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Molecular addition compounds. 11. N-ethyl-N-isopropylaniline-borane, a superior reagent for hydroborations and reductions.
Brown HC, et al.
The Journal of Organic Chemistry, 63(!5), 5154-5163 (1998)
Microwave-assisted synthesis of highly substituted aminomethylated 2-pyridones.
Pemberton N, et al.
The Journal of Organic Chemistry, 69(23), 7830-7835 (2004)

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