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232343

Sigma-Aldrich

4-Butoxyaniline

97%

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Linear Formula:
CH3(CH2)3OC6H4NH2
CAS Number:
4344-55-2
Molecular Weight:
165.23
EC Number:
224-402-2
MDL number:
MFCD00007866
UNSPSC Code:
12352100
PubChem Substance ID:
24853893
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.538 (lit.)

bp

148-149 °C/13 mmHg (lit.)

density

0.992 g/mL at 25 °C (lit.)

SMILES string

CCCCOc1ccc(N)cc1

InChI

1S/C10H15NO/c1-2-3-8-12-10-6-4-9(11)5-7-10/h4-7H,2-3,8,11H2,1H3

InChI key

UBRIHZOFEJHMIT-UHFFFAOYSA-N

General description

4-Butoxyaniline undergoes low-pressure hydrogenation in the presence of rhodium on alumina to yield 4-butoxycyclohexylamine.

Application

4-Butoxyaniline was used in the preparation of:
  • bis-4-butoxyphenyl-4,4′-(2,2′-bipyridyl)carbamide
  • 1-(4-butoxyphenyl)-3-(6-methyl-3-oxo-2-phenyl-2,3-dihydropyridazin-4-yl)urea

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Low-Pressure Hydrogenation of Alkoxyanilines with Noble Metal Catalysts.
Freifelder M, et al.
The Journal of Organic Chemistry, 30(7), 2485-2486 (1965)
Alkali metal cation cooperative anion recognition by heteroditopic bis (calix [4] arene) rhenium (I) bipyridyl and ferrocene receptor molecules.
Cooper JB, et al.
J. Chem. Soc., Dalton Trans., 16, 2721-2728 (2000)
Agostino Cilibrizzi et al.
Journal of medicinal chemistry, 52(16), 5044-5057 (2009-07-31)
Following a ligand-based drug design approach, a potent mixed formyl peptide receptor 1 (FPR1) and formyl peptide receptor-like 1 (FPRL1) agonist (14a) and a potent and specific FPRL1 agonist (14x) were identified. These compounds belong to a large series of

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