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Sigma-Aldrich

2-tert-Butylaniline

98%

Synonym(s):

1-Amino-2-tert-butylbenzene, 2-(1,1-Dimethylethyl)aniline, 2-(1,1-Dimethylethyl)benzenamine, 2-tert-Butylphenylamine, o-tert-Butylaniline

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About This Item

Linear Formula:
(CH3)3CC6H4NH2
CAS Number:
6310-21-0
Molecular Weight:
149.23
EC Number:
228-634-5
MDL number:
MFCD00130023
UNSPSC Code:
12352100
PubChem Substance ID:
24862299
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.545 (lit.)

bp

123-124 °C/17 mmHg (lit.)

mp

−60 °C (lit.)

density

0.957 g/mL at 25 °C (lit.)

SMILES string

CC(C)(C)c1ccccc1N

InChI

1S/C10H15N/c1-10(2,3)8-6-4-5-7-9(8)11/h4-7H,11H2,1-3H3

InChI key

AEIOZWYBDBVCGW-UHFFFAOYSA-N

General description

2-tert-Butylaniline is a sterically hindered aniline. 2-tert-Butylaniline participates in chemo- and regioselective copper-catalyzed cross-coupling reaction for the effective amination of 2-chlorobenzoic acids.

Application

2-tert-Butylaniline may be used in the preparation of 2,3-bis(2-tert-butyl­phenyl­imino)butane. It may be used in the preparation of two rotamers, anti- and syn-N,N′-bis-(2-tert-butylphenyl)naphthalene-1,4,5,8-tetracarboxylic diimides and their guest inclusion abilities were investigated.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

215.6 °F - closed cup

Flash Point(C)

102 °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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2, 3-Bis (2-tert-butylphenylimino) butane.
Ferreira LC, et al.
Acta Crystallographica Section E, Structure Reports Online, 62(10), o4282-o4284 (2006)
Xuefeng Mei et al.
The Journal of organic chemistry, 71(1), 142-149 (2006-01-04)
[reaction, structure: see text] A chemo- and regioselective copper-catalyzed cross-coupling reaction for effective amination of 2-chlorobenzoic acids with aniline derivatives has been developed. The method eliminates the need for acid protection and produces a wide range of N-aryl anthranilic acid
Difference in guest-inclusion abilities of anti-and syn-rotamers.
Kishikawa K, et al.
Journal of the Chemical Society. Perkin Transactions 1, 14, 2217-2221 (2000)

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