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175439

Sigma-Aldrich

4-Isopropylaniline

99%

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Synonym(s):
p-Aminocumene, Cumidine
Linear Formula:
(CH3)2CHC6H4NH2
CAS Number:
99-88-7
Molecular Weight:
135.21
Beilstein/REAXYS Number:
1930544
EC Number:
202-797-2
MDL number:
MFCD00007900
UNSPSC Code:
12352100
PubChem Substance ID:
24850502
NACRES:
NA.22

Quality Level

100

assay

99%

form

liquid

refractive index

n20/D 1.543 (lit.)

bp

226-227 °C/745 mmHg (lit.)

solubility

H2O: insoluble

density

0.989 g/mL at 25 °C (lit.)

SMILES string

CC(C)c1ccc(N)cc1

InChI

1S/C9H13N/c1-7(2)8-3-5-9(10)6-4-8/h3-7H,10H2,1-2H3

InChI key

LRTFPLFDLJYEKT-UHFFFAOYSA-N

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General description

4-isopropylaniline is a metabolite of phenylurea herbicide isoproturon.

Application

4-Isopropylaniline was used in the hydroamination of phenylacetylene.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 2

flash_point_f

197.6 °F

flash_point_c

92 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Annelies Peeters et al.
Chemical communications (Cambridge, England), 47(14), 4114-4116 (2011-03-08)
Double metal cyanides (DMCs) are highly active recyclable heterogeneous catalysts for hydroamination of phenylacetylene with 4-isopropylaniline. The best hydroamination yields are obtained with Zn-Co DMCs, especially if the particle size is decreased by a reverse emulsion synthesis technique.
Sebastian R Sørensen et al.
Pest management science, 59(10), 1118-1124 (2003-10-17)
Mineralisation of the phenylurea herbicide isoproturon (3-(4-isopropylphenyl)-1,1-dimethylurea) and two of its known metabolites, 3-(4-isopropylphenyl)-1-methylurea (monodesmethyl-isoproturon) and 4-isopropylaniline, was studied in Danish agricultural soils with or without previous exposure to isoproturon. A potential for rapid mineralisation of isoproturon and the two
Luka A Wright et al.
Dalton transactions (Cambridge, England : 2003), 44(16), 7230-7241 (2015-03-20)
The 2-(2′-aniline)-6-imine-pyridines, 2-(C6H4-2′-NH2)-6-(CMe=NAr)C5H3N (Ar = 4-i-PrC6H4 (HL1a), 2,6-i-Pr2C6H3 (HL1b)), have been synthesised via sequential Stille cross-coupling, deprotection and condensation steps from 6-tributylstannyl-2-(2-methyl-1,3-dioxolan-2-yl)pyridine and 2-bromonitrobenzene. The palladium(II) acetate N,N,N-pincer complexes, [{2-(C6H4-2′-NH)-6-(CMe=NAr)C5H3N}Pd(OAc)] (Ar = 4-i-PrC6H4 (1a), 2,6-i-Pr2C6H3 (1b)), can be prepared by
Luka A Wright et al.
Dalton transactions (Cambridge, England : 2003), 44(13), 6040-6051 (2015-02-28)
The syntheses of two families of sterically tuneable O,N,N pro-ligands are reported, namely the 2-(phenyl-2'-ol)-6-imine-pyridines, 2-(C6H4-2'-OH),6-(CMe=NAr)C5H3N [Ar = 4-i-PrC6H4 (HL1(a)), 2,6-i-Pr2C6H3 (HL1(b))] and the 2-(phenyl-2'-ol)-6-(amino-prop-2-yl)pyridines, 2-(C6H4-2'-OH),6-(CMe2NHAr)C5H3N [Ar = 4-i-PrC6H4 (HL2(a)), 2,6-i-Pr2C6H3 (HL2(b))], using straightforward synthetic approaches and in reasonable overall

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