BUTYL ANTHRANILATE Property

Melting point:

<0 °C

Boiling point:

303 °C(lit.)

Density 

1.06 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.545(lit.)

FEMA 

2181 | BUTYL ANTHRANILATE

Flash point:

>230 °F

pka

2.17±0.10(Predicted)

color 

A colourless or very pale straw-coloured liquid.

Odor

at 100.00 %. petitgrain plum sweet grape fruity wine floral berry powdery

Odor Type

fruity

JECFA Number

1536

Stability:

Air and light sensitive. Incompatible with alkalies, acids, strong oxidizing agents.

LogP

3.69 at 23℃ and pH8.5

CAS DataBase Reference

7756-96-9(CAS DataBase Reference)

EPA Substance Registry System

Butyl anthranilate (7756-96-9)

Safety

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26

WGK Germany 

2

RTECS 

DG1527000

HazardClass 

IRRITANT

HS Code 

2922493800

Toxicity

Both the acute oral LD₅₀ value in rats and the acute dermal LD₅₀ value in rabbits exceeded 5 g/kg

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

BUTYL ANTHRANILATE Chemical Properties,Usage,Production

Chemical Properties

dark brown liquid

Chemical Properties

Butyl anthranilate has a sweet, faint, fruit (plum, petigrain) note.

Occurrence

Reported present in peppermint oil from Brazil, Achillea ageratum, tea and in apple aroma.

Definition

ChEBI: A benzoate ester obtained by formal condensation of the carboxy group of anthranilic acid with the hydroxy group of butanol. Found in several fruit species, it is used as a flavouring and fragrance agent and also exhibits insect repellent properties.

Preparation

Prepared by transesterification of methyl anthranilate (methyl 2-aminobenzoate) with n-butyl alcohol in the presence of HCl.

Taste threshold values

Taste characteristics at 50 ppm: floral, green, fruity, sweet citrus, waxy character.

General Description

Dark brown liquid. Insoluble in water.

Air & Water Reactions

Sensitive to air and light. Insoluble in water. BUTYL ANTHRANILATE will hydrolyze under high and low pH conditions. .

Reactivity Profile

BUTYL ANTHRANILATE 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 ANTHRANILATE are not available. BUTYL ANTHRANILATE is probably combustible.

Metabolism

Esters of benzoic acid are presumably either hydrolysed and then metabolized according to the normal pattern for the alcohol and acid produced, or possibly in some cases the ring may be hydroxylated and the product excreted as a glucuronide or sulphate ester . H-Butanol and isobutanol are rapidly oxidized in vivo, presumably to the aldehyde and acid ; only small amounts were excreted by rabbits as the glucuronic acid conjugates