Butyl butyrate Property

Melting point:

-92 °C

Boiling point:

164-165 °C (lit.)

Density 

0.869 g/mL at 25 °C (lit.)

vapor pressure 

1.32hPa at 20℃

refractive index 

n20/D 1.406(lit.)

FEMA 

2186 | BUTYL BUTYRATE

Flash point:

121 °F

storage temp. 

Flammables area

solubility 

0.50g/l

form 

Liquid

color 

Clear colorless to pale yellow

Odor

at 100.00 %. fruity banana pineapple green cherry tropical fruit ripe fruit juicy fruit

Odor Type

fruity

explosive limit

1%(V)

Odor Threshold

0.0048ppm

Water Solubility 

Soluble in water. (1 g/L).

Merck 

14,1556

JECFA Number

151

BRN 

1747101

LogP

2.16 at 20℃

CAS DataBase Reference

109-21-7(CAS DataBase Reference)

NIST Chemistry Reference

Butyl butyrate(109-21-7)

EPA Substance Registry System

Butyl butyrate (109-21-7)

Safety

Risk Statements 

10

Safety Statements 

2-24/25

RIDADR 

UN 3272 3/PG 3

WGK Germany 

2

RTECS 

ES8120000

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

HS Code 

29156000

Toxicity

mouse,LD50,intraperitoneal,8900mg/kg (8900mg/kg),Food and Cosmetics Toxicology. Vol. 17, Pg. 521, 1979.

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

Butyl butyrate Chemical Properties,Usage,Production

Description

Butyl butyrate is a kind of ester formed through the condensation of butyric acid and n-butanol. It has a pleasant flavor, and thus being used in the flavor industry to generate a sweet fruity flavor of pineapple-like. It occurs naturally in many kinds of fruits including apple, banana, berries, pear, plum, and strawberry. It is also found in alcoholic beverages. However, it should be noted that it is a marine pollutant, posing a threat to the marine environment. It may also penetrate into soil, contaminating groundwater and other nearby waterways.

Aroma

Fresh and sweet-fruity, powerful and rather diffusive odor, reminiscent of Banana (overripe) and Pineapple. Sweet and rich, fruity taste, pleasant in proper dilution.
Occasionally used in perfume compositions, mainly for special fruity notes in lipstick perfumes, or for modifying notes in novelty fragrances, where formerly Allyl caproate has been used in certain fragrance types.
Extensively used in flavor compositions for imitation Apple, Banana, Berry, Butler, Liquor, Peach, Pear, Pineapple, Nut, Scotch (whisky), Quince, etc.

References

https://pubchem.ncbi.nlm.nih.gov/compound/Butyl_butyrate#section=Top
https://en.wikipedia.org/wiki/Butyl_butyrate

Chemical Properties

Butyl Butyrate is a liquid with a sweet, fruity odor. It is a volatile constituent of many fruits and honey and is used in fruit flavor compositions.

Chemical Properties

Butyl butyrate has a fruity (pear–pineapple-like) odor.

Chemical Properties

CLEAR COLORLESS TO PALE YELLOWISH LIQUID

Occurrence

Reported found in fresh apple, apple juice, banana, orange juice, orange peel oil, melon, strawberry, Passiflora mollisima, soybean, honey and blue cheese.

Uses

It is very important for the food and beverages industries and used as perfuming agents. It is a applied as a solvent for resins.

Uses

Flavoring.

Uses

Butyl butyrate can be used as a reactant to synthesize:
N-(Phenylmethyl)butanamide by reacting with benzylamine via ester-amide exchange reaction in the presence of supported graphene oxide catalyst.
Cyclohexyl butyrate by acylation reaction with cyclohexanol using a ruthenium pincer PNN complex catalyst.
Butyl ether by triiron dodecacarbonyl catalyzed hydrosilylation reaction.

Preparation

By passing vapors of n-butyl alcohol over MnO2 or ZnO at 400°C, also by passing vapors of n-butyl alcohol over CuO-VO at 180 to 200°C.

Definition

ChEBI: A butanoate ester of butan-1-ol.

Aroma threshold values

Detection: 87 to 1000 ppb

Taste threshold values

Taste characteristics at 40 ppm: sweet, fresh, fruity, slightly fatty.

Synthesis Reference(s)

Journal of the American Chemical Society, 69, p. 2605, 1947 DOI: 10.1021/ja01203a011
Organic Syntheses, Coll. Vol. 1, p. 138, 1941
Tetrahedron Letters, 22, p. 5327, 1981 DOI: 10.1016/S0040-4039(01)92493-1

General Description

A colorless liquid. Insoluble in water. A marine pollutant. Poses a threat to the aquatic environment. Immediate steps should be taken to prevent spread to the environment. May penetrate soils and contaminate groundwater and nearby waterways. Mildly irritates the eyes and skin.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Butyl butyrate reacts with acids to liberate heat along with butyl alcohol and butyric acid. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by interaction with caustic solutions. Flammable hydrogen is generated by mixing with alkali metals and hydrides. May attack some forms of plastics [USCG, 1999].

Hazard

Irritant and narcotic. Moderate fire risk.

Health Hazard

Inhalation or ingestion causes headache, dizziness, nausea, vomiting, and narcosis. Contact with liquid irritates eyes.

Fire Hazard

Some may burn but none ignite readily. Containers may explode when heated. Some may be transported hot.

Flammability and Explosibility

Flammable

Safety Profile

Moderately toxic via intraperitoneal route. Mildly toxic by ingestion. Moderately irritating to eyes, sh, and mucous membranes by inhalation. Narcotic in hgh concentrations. Flammable liquid. To fight fire, use alcohol foam, foam, CO2, dry chemical. Incompatible with oxidizing materials. When heated to decomposition it emits acrid and irritating fumes.