Butyl butyrate

HCID 7983CAS 109-21-7
Substructure searchFind similar structures

Basic information

Standard SMILES
CCCCOC(=O)CCC
InChIKey
XUPYJHCZDLZNFP-UHFFFAOYSA-N
Molecular formula
C8H16O2
Average molar mass
144.21 g/mol
Monoisotopic mass
144.11502975

Overview

Butyl butyrate appears as 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.

Names & identifiers

Preferred name
Butyl butyrate
IUPAC
butyl butanoate
English name
Butyl butyrate
Molecular formula
C8H16O2
Molecular weight
144.21

Names & synonyms

Butyl butyrate109-21-7Butyl butanoaten-Butyl butyrateButanoic acid, butyl ester1-Butyl butyraten-Butyl butanoateN-BUTYL N-BUTYRATEButyl butylateButyric acid, butyl esterButyl n-butyraten-Butyl n-butanoate
Show more names
FEMA 2186ButanoicacidbutylesterBUTYL BUTYRATE, NATURAL
FEMA No. 2186Butyric acid n-butyl ester1BHV00T1M4NSC-8458DTXSID7041702CHEBI:87429RefChem:122231DTXCID5021702

Database identifiers

CAS
109-21-7
PubChem CID
7983
DTXSID
DTXSID7041702
ChEBI
CHEBI:87429
UNII
1BHV00T1M4
EC Number
203-656-8
Nikkaji
J2.876B

Properties

Computed structural properties

XLogP
2.2
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
6
Heavy atoms
10

Experimental & physicochemical properties

LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710]
SolventsSolvents -> Esters (<C12)
SpringerMaterials PropertiesDensity
FragrancesFragrance Ingredient (Butyl butyrate) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 4 items

0.872 at 68 °F (USCG, 1999) - Less dense than water; will float

0.867-0.871

0.872

0.872 @ 20°C

Physicochemical properties

Melting point
-92 °C · -92 °C
Boiling point
164 · 164-165 °C (lit.)
Density
0.869 g/mL · 0.869 g/mL at 25 °C (lit.)
vapor pressure
1.32 hPa · 1.32hPa at 20℃
FLAVIS Number
9.042 · 09.042 | Butyl butyrate
refractive index
20 · n20/D 1.406(lit.)

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H226: Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 4 items

Chemical: Butanoic acid, butyl ester

Butanoic acid, butyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanoic acid, butyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 11-01-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/20635

Butyl butyrate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Butanoic acid, butyl ester: Human health tier I assessment
DOT LabelClass 9
Fire HazardsExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Health HazardsInhalation or ingestion causes headache, dizziness, nausea, vomiting, and narcosis. Contact with liquid irritates eyes. (USCG, 1999)
Hazards Summary · 1 item

A moderate skin irritant; [RTECS] A mild skin and eye irritant; [CAMEO] A skin and eye irritant; Inhalation or ingestion may cause headache, dizziness, nausea, vomiting, and narcosis; [CHRIS] A moderate eye, mucous membrane, and respiratory tract irritant; [OSHA] Safe when used as a flavoring agent in food; [JECFA] An irritant; Vapors may cause dizziness or suffocation; Narcotic in high concentrations; [Acros Organics MSDS]

Safety & protection

Fire FightingExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
First AidINHALATION: Move victim to fresh air and call a physician; give artificial respiration if necessary.
Nonfire Spill ResponseExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Protective Action Criteria (PAC) · 3 items

14 [mg/m3]

150 [mg/m3]

910 [mg/m3]

Personal Protective Equipment (PPE)All-purpose canister mask or chemical cartridge respirator; glass or face (USCG, 1999)

Toxicology

Adverse EffectsNeurotoxin - Acute solvent syndrome

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
2
tsca
TSCA listed
rtecs
ES8120000
ridadr
UN 3272 3/PG 3
hs_code
29156000

Chemistry & industry

Pharmacology

Cellular LocationsExtracellular

Uses & manufacturing

UsesPermitted for use as an inert ingredient in non-food pesticide products; [EPA] Used as flavoring agent or adjuvant; [FDA] Used to make printed circuit boards and in the flavoring and fragrance industries; [OSHA]
U.S. Production2023: 50,000 - <250,000 lb
Industry UsesIntermediate
Use Classification · 3 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information · 2 items

All Other Basic Organic Chemical Manufacturing

Butanoic acid, butyl ester: ACTIVE

Applications · 6 items

DescriptionButyl 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.

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

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

UsesFlavoring.

UsesButyl 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.

General DescriptionA 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.

Preparation methods

PreparationBy 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.

Upstream & downstream products

Downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

Additional notes

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

Related reactions

5 records
New reaction record

Linked notes

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