ChemicalBook CAS DataBase List 4344-55-2

4344-55-2

Name	4-BUTOXYANILINE
CAS	4344-55-2
EINECS(EC#)	224-402-2
Molecular Formula	C10H15NO
MDL Number	MFCD00007866
Molecular Weight	165.23
MOL File	4344-55-2.mol

Synonyms

4-AMINOPHENYL BUTYL ETHER 4-BUTOXYANILINE 4-(BUTYLOXY)ANILINE 4-BUTYLOXYBENZENAMINE 4-N-BUTOXYANILINE AKOS BBB/082 AKOS BC-2572 LABOTEST-BB LT01143388 P-BUTOXYANILINE TIMTEC-BB SBB008295 4-butoxy-benzenamin aminophenyl-n-butylether Aniline, p-butoxy- p-Aminophenol n-butyl ether p-aminophenoln-butylether p-Aminophenyl-n-butyl ether p-butoxy-anilin p-Butyloxyaniline n-But-O-C6H4-NH2 4-n-Butoxyaniline,97%

Chemical Properties

Appearance	CLEAR DARK BROWN LIQUID
Melting point	130-132 °C
Boiling point	148-149 °C13 mm Hg(lit.)
density	0.992 g/mL at 25 °C(lit.)
refractive index	n20/D 1.538(lit.)
Fp	>230 °F
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
form	clear liquid
pka	5.23±0.10(Predicted)
color	Colorless to Brown
Specific Gravity	approximate 1
BRN	2084421
InChI	1S/C10H15NO/c1-2-3-8-12-10-6-4-9(11)5-7-10/h4-7H,2-3,8,11H2,1H3
InChIKey	UBRIHZOFEJHMIT-UHFFFAOYSA-N
SMILES	CCCCOc1ccc(N)cc1
CAS DataBase Reference	4344-55-2(CAS DataBase Reference)
NIST Chemistry Reference	Benzenamine, 4-butoxy-(4344-55-2)
EPA Substance Registry System	4344-55-2(EPA Substance)

Safety Data

Hazard Codes	Xn,Xi
Risk Statements	R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . less more
RIDADR	2810
WGK Germany	3
RTECS	BW9420000
Hazard Note	Irritant
TSCA	Yes
HazardClass	6.1
PackingGroup	III
HS Code	29214200
Storage Class	10 - Combustible liquids
Hazard Classifications	Acute Tox. 4 Dermal Acute Tox. 4 Inhalation Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Raw materials And Preparation Products

Hazard Information

Chemical Properties

CLEAR DARK BROWN LIQUID

Uses

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

General Description

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

Synthesis

7244-78-2

4344-55-2

GENERAL METHOD: 1-butoxy-4-nitrobenzene (0.0270 mol) was dissolved in 70 mL of ethanol. Tin chloride (0.119 mol) was dissolved in 30 mL of ethanol and added dropwise to the reaction system. The reaction was stirred continuously at 80 °C for 2 hours. Upon completion of the reaction, the crude product was extracted twice with a solvent mixture of ethyl acetate/water (1:1, v/v) and 60 g of potassium carbonate was added to the aqueous phase to neutralize the acidic by-products. The organic phases were combined and the solvent was removed by evaporation under reduced pressure to give the yellow oily product 4-butoxyaniline. Yields ranged from 65% to 85%. For 4-butoxyaniline (3a), the 1H-NMR (DMSO-d6) data were as follows: δ 6.64 (d, 2H), 6.52 (d, 2H), 4.56 (s, 2H), 3.58 (t, 2H), 1.75 (m, 2H), 1.39 (m, 2H), 0.99 (t, 3H). The yield of 4-butoxyaniline under this experimental condition was 65%.

References

[1] Science China Chemistry, 2011, vol. 54, # 11, p. 1726 - 1734
[2] Molecules, 2017, vol. 22, # 8,
[3] Molecular Crystals and Liquid Crystals, 2009, vol. 510, p. 250 - 258
[4] Synthetic Communications, 1981, vol. 11, # 11, p. 925 - 930
[5] Journal of the American Chemical Society, 1922, vol. 44, p. 1744

Spectrum Detail

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