4-Phenoxyaniline | CAS No. 139-59-3

Q: What are the physical and chemical properties of 4-Phenoxyaniline (CAS: 139-59-3)?

4-Phenoxyaniline (CAS: 139-59-3) is a white crystalline solid with a molecular weight of 164.19 g/mol. It has a melting point of 126-128°C and a boiling point of 288-290°C. The compound is soluble in water and ethanol. Chemically, it is moderately reactive, particularly towards electrophilic aromatic substitution reactions.

Q: How is 4-Phenoxyaniline (CAS: 139-59-3) typically synthesized?

4-Phenoxyaniline (CAS: 139-59-3) is typically synthesized by the reduction of 4-chloroaniline with sodium borohydride in the presence of ethanol. The reaction is conducted in a 1:1 molar ratio with a yield of approximately 85%. The use of a catalyst such as sodium hydroxide can improve the selectivity and yield.

Q: What industries use 4-Phenoxyaniline (CAS: 139-59-3)?

4-Phenoxyaniline (CAS: 139-59-3) is primarily used in the pharmaceutical industry for the synthesis of certain drugs. It is also utilized in the production of dyes, pigments, and as a precursor in the manufacturing of polymers and semiconductors.

Q: What precautions should be taken when handling 4-Phenoxyaniline (CAS: 139-59-3)?

When handling 4-Phenoxyaniline (CAS: 139-59-3), it is important to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be stored in a cool, well-ventilated area away from heat and flame. Spills should be cleaned up using absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed safety information.

4-Phenoxyaniline

Basic Information

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CAS Number

139-59-3

Molecular Formula

C12H11NO

Molecular Weight

185.23 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Physical Properties

Melting Point

83.0 to 87.0 deg-C

Boiling Point

320°C/30mmHg

Water Solubility

< 1 g/L (20 ºC)

Flash Point

155.8 ºC

Refractive Index

1.5300 (estimate)

SMILES

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C1=CC=C(C=C1)OC2=CC=C(C=C2)N

InChI

InChI=1S/C12H11NO/c13-10-6-8-12(9-7-10)14-11-4-2-1-3-5-11/h1-9H,13H2

InChIKey

WOYZXEVUWXQVNV-UHFFFAOYSA-N

LogP

3.0611000000000015

Topological Polar Surface Area

35.25 Å²

Hydrogen Bond Donor/Acceptor

2 / 2

Complexity

158

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H316 Causes mild skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

CS-W020611
para-phenoxyaniline
4-Aminodifenylether
ANILINE, 4-PHENOXY-
NSC-4629
CHEMBL249550
139-59-3
4-(phenoxy)aniline
44P7PAW368
BB 0221228
MFCD00007862
FT-0602155
CCG-103474
SR-01000393015-1
W-108213
SR-01000393015
AC-14414
Z57124586
4-Phenoxyaniline(Chunks or pellets or Flake)
NCGC00175907-01
CCRIS 3561
Aniline, p-phenoxy-
EINECS 205-367-2
AS-15655
p-Phenoxyaniline
BENZENAMINE, P-PHENOXY-
4-phenoxyphenylamine
BRN 0777708
SCHEMBL159084
4-Amino-1-phenoxybenzene
P0981

MDL Number

MFCD00007862

Customs Code

2922299090

FAQ

What are the physical and chemical properties of 4-Phenoxyaniline (CAS: 139-59-3)?

4-Phenoxyaniline (CAS: 139-59-3) is a white crystalline solid with a molecular weight of 164.19 g/mol. It has a melting point of 126-128°C and a boiling point of 288-290°C. The compound is soluble in water and ethanol. Chemically, it is moderately reactive, particularly towards electrophilic aromatic substitution reactions.

How is 4-Phenoxyaniline (CAS: 139-59-3) typically synthesized?

4-Phenoxyaniline (CAS: 139-59-3) is typically synthesized by the reduction of 4-chloroaniline with sodium borohydride in the presence of ethanol. The reaction is conducted in a 1:1 molar ratio with a yield of approximately 85%. The use of a catalyst such as sodium hydroxide can improve the selectivity and yield.

What industries use 4-Phenoxyaniline (CAS: 139-59-3)?

4-Phenoxyaniline (CAS: 139-59-3) is primarily used in the pharmaceutical industry for the synthesis of certain drugs. It is also utilized in the production of dyes, pigments, and as a precursor in the manufacturing of polymers and semiconductors.

What precautions should be taken when handling 4-Phenoxyaniline (CAS: 139-59-3)?

When handling 4-Phenoxyaniline (CAS: 139-59-3), it is important to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be stored in a cool, well-ventilated area away from heat and flame. Spills should be cleaned up using absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed safety information.