Butyl 4-aminobenzoate Chemical Properties

Melting point:

57-58 °C(lit.)

Boiling point:

174 °C8 mm Hg(lit.)

Density 

1.0945 (rough estimate)

refractive index 

1.5480 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

pKa 5.38 (Uncertain)

color 

White

Water Solubility 

Very slightly soluble in water.

Sensitive 

Light Sensitive

Merck 

14,1512

BRN 

1211465

LogP

2.870

CAS DataBase Reference

94-25-7(CAS DataBase Reference)

NIST Chemistry Reference

Butamben(94-25-7)

EPA Substance Registry System

Butyl p-aminobenzoate (94-25-7)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-43

Safety Statements 

26-36/37-36

WGK Germany 

3

RTECS 

DG1530000

TSCA 

Yes

HS Code 

29224995

Hazardous Substances Data

94-25-7(Hazardous Substances Data)

MSDS

• Language:English Provider:Butyl 4-aminobenzoate
• Language:English Provider:SigmaAldrich

Butyl 4-aminobenzoate Usage And Synthesis

Chemical Properties

It is a solid at room temperature, with a melting point of 58°C and a boiling point of 173.4°C (at 8mmHg). Butyl p-aminobenzoate is insoluble in water.

Uses

n-Butyl 4-aminobenzoate is used as pharmaceutical intermediate.

Uses

antibacterial

Definition

ChEBI: An amino acid ester resulting from the formal condensation of the carboxy group of 4-aminobenzoic acid with the hydroxy group of butan-1-ol. Its local anaesthetic properties have been used for surface anaesthesia of the skin and mucous membranes, and for r lief of pain and itching associated with some anorectal disorders.

Production Methods

Butyl p-aminobenzoate is manufactured via esterification of p-nitrobenzoic acid with n-butyl alcohol, followed by the reduction of the nitro group to an amino group.

brand name

Butesin (Abbott).

General Description

Yellow powder. Insoluble in water.

Air & Water Reactions

May be sensitive to light and air. Insoluble in water. Slowly hydrolyzed when boiled in water. Also will hydrolyze under high and low pH conditions .

Reactivity Profile

Butyl 4-aminobenzoate is an aminophenyl ester derivative. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Fire Hazard

Flash point data for Butyl 4-aminobenzoate are not available. Butyl 4-aminobenzoate is probably combustible.

Purification Methods

Crystallise Butamben from EtOH. [Beilstein 14 IV 1130.]

Butyl 4-aminobenzoate(94-25-7)Related Product Information

• tert-Butanol
• Buprofezin
• 4-Aminobenzoic acid
• Butyl benzoate
• n-Butyl carbamate
• 2-Butoxyethanol
• p-Acetylamino benzoic acid
• Methyl anthranilate
• Cyhalofop-butyl
• Butyl acrylate
• Diethylene glycol monobutyl ether
• Methyl 4-aminobenzoate
• P-AMINOBENZOIC ACID POTASSIUM SALT
• Butyl acetate
• p-Aminobenzoesure-2-ethylhexylester
• Anthranilic acid
• TERT-BUTYL 4-AMINOBENZOATE
• 2-Ethylhexyl 4-dimethylaminobenzoate