Basic information
- CAS
35608-64-1- Standard SMILES
CCOC(=O)CC(C)O- InChIKey
OMSUIQOIVADKIM-UHFFFAOYSA-N- Molecular formula
- C6H12O3
- Average molar mass
- 132.16 g/mol
- Monoisotopic mass
- 132.07864424
Overview
Ethyl 3-hydroxybutyrate is a clear colorless liquid. (NTP, 1992)
Names & identifiers
- Preferred name
- Ethyl 3-Hydroxybutyrate
- IUPAC
- ethyl 3-hydroxybutanoate
- English name
- Ethyl 3-hydroxybutyrate
- Molecular formula
- C6H12O3
- Molecular weight
- 132.16
Names & synonyms
Ethyl 3-hydroxybutyrateEthyl 3-hydroxybutanoate5405-41-4Ethyl beta-hydroxybutyrateButanoic acid, 3-hydroxy-, ethyl esterEthyl dl-3-hydroxybutyrateFEMA No. 3428Butyric acid, 3-hydroxy-, ethyl esterEthyl (1)-3-hydroxybutyrateDTXSID60253053-hydroxybutyric acid ethyl esterNSC-8115
Show more names
3-hydroxybutyrateETHOXIFF3-Hydroxy-butanoic acid ethyl esterButanoicacid,3-hydroxy-,ethylesterFEMA 3428Ethyl 3-hydroxybutyrCH3CH(OH)CH2C(O)OC2H5
NSC-4291652008C87PVDTXCID105305CHEBI:876853-hydroxybutanoic acid ethyl esterRefChem:138698226-456-2252-642-8
Database identifiers
- CAS
35608-64-1、5405-41-4、56816-01-4- PubChem CID
- 62572
- DTXSID
DTXSID6025305- ChEBI
CHEBI:87685- UNII
- 52008C87PV
- EC Number
- 226-456-2、252-642-8
- Nikkaji
- J140.266H
Properties
Computed structural properties
- XLogP
- 0.2
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 90.3
Experimental & physicochemical properties
FragrancesFragrance Ingredient (Ethyl 3-hydroxybutyrate) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density
1.017 (NTP, 1992) - Denser than water; will sink
1.010-1.017
Flavoring AgentsEU Flavoring substances
Solubility
greater than or equal to 100 mg/mL at 73 °F (NTP, 1992)
100 g in 100 ml water at 23�C
(in ethanol)
Flash Point148 °F (NTP, 1992)
Boiling Point
338 °F at 760 mmHg (NTP, 1992)
170.00 to 175.00 °C. @ 760.00 mm Hg
170 °C; 67 °C (4 mm Hg)
Refractive Index1.416-1.424
Physical Description
Ethyl 3-hydroxybutyrate is a clear colorless liquid. (NTP, 1992)
colourless viscous liquid with fruity grape green odour
Physicochemical properties
- Boiling point
- 170 °C · 170 °C (lit.)
- Density
- 1.017 g/mL · 1.017 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.42(lit.)
- FEMA
- 3428 · 3428 | ETHYL 3-HYDROXYBUTYRATE
- FLAVIS Number
- 9.522 · 09.522 | Ethyl 3-hydroxybutyrate
- Flash point
- 148 °F · 148 °F
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 14.45 · 14.45±0.20(Predicted)
- form
- Liquid
- color
- Clear colorless
- Odor
- 100 % · at 100.00 %. fruity green grape tropical apple skin
- Odor Type
- fruity
- biological source
- synthetic
- JECFA Number
- 594 · 594
- BRN
- 1446190 · 1446190
- Cosmetics Ingredients Functions
- PERFUMING
- InChI
- 1S/C6H12O3/c1-3-9-6(8)4-5(2)7/h5,7H,3-4H2,1-2H3
- InChIKey
- OMSUIQOIVADKIM-UHFFFAOYSA-N
- SMILES
- CCOC(=O)CC(C)O
- LogP
- -0.02 · -0.02
- CAS DataBase Reference
- 5405 · 5405-41-4(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- 3 · ETHYL 3-HYDROXYBUTYRATE
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 52008 C87PV · 52008C87PV
- NIST Chemistry Reference
- 3 · Butanoic acid, 3-hydroxy-, ethyl ester(5405-41-4)
- EPA Substance Registry System
- 3 · Ethyl 3-hydroxybutyrate (5405-41-4)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 227 · H227
- Precautionary statements
- 210 e-P280a-P370+P378a-P501a-P210-P280-P370+P378-P403+P235-P501 · P210e-P280a-P370+P378a-P501a-P210-P280-P370+P378-P403+P235-P501
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- Safety Statements
- 23 · 23-24/25
- RIDADR
- 2394 · UN 2394
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HazardClass
- CBL
- HS Code
- 29181980 · 29181980
- Storage Class
- 10 · 10 - Combustible liquids
- Excepted Quantities
- Non-Hazardous
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 4% (66 of 1638) of reports.
Warning
H226 (96%): 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)
Aggregated GHS information provided per 1638 reports by companies from 3 notifications to the ECHA C&L Inventory.
Warning
Hazard information
Regulatory Information
Chemical: Butanoic acid, 3-hydroxy-, ethyl ester
Butanoic acid, 3-hydroxy-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard
DOT LabelCombustible Liquid
Fire HazardsThis chemical is combustible. (NTP, 1992)
Health HazardsSYMPTOMS: This compound may cause irritation.
Reactive GroupAlcohols and Polyols
EPA Safer ChemicalChemical: Butanoic acid, 3-hydroxy-, ethyl ester
Reactivity ProfileETHYL 3-HYDROXYBUTYRATE is incompatible with strong oxidizing agents and strong bases. (NTP, 1992)
Air and Water ReactionsWater soluble.
Hazard Classes and Categories
Flam. Liq. 3 (96%)
Flammable liquids - Category 4
Safety & protection
Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Isolation and EvacuationExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Safety data
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 2394
- hs_code
- 29181980
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 23-24/25
- hazard_class
- CBL
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H227
- Excepted Quantities
- Non-Hazardous
- Precautionary statements
- P210e-P280a-P370+P378a-P501a-P210-P280-P370+P378-P403+P235-P501
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
Use Classification
EPA Safer Chemical Functional Use Classes -> Solvents
Safer Chemical Classes -> Green half-circle - The chemical is expected to be of low concern
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing InformationButanoic acid, 3-hydroxy-, ethyl ester: ACTIVE
Applications
OccurrenceReported found in passion fruit, rum, sherry, wine, orange juice, guava, pineapple, tea, mango, wood apple, mountain papaya, naranjilla fruit, quince and hog plum (Spondias mombins L.)
UsesEthyl 3-hydroxybutyrate is a fragrance found in wine and Tribolium castaneum. It is a reagent used to synthesize α-azido carboxylic acids. It is also used in Palladium mediated spiroketal synthesis.
General DescriptionEthyl 3-hydroxybutyrate is a clear colorless liquid. (NTP, 1992)
Preparation methods
PreparationEthyl 3-hydroxybutyrate is synthesized by catalytic hydrogenation of ethyl acetoacetate.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers5 total
苏州市森菲达化工有限公司18796480002 18796480002 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
厦门盈融达化工有限公司+86-0592-6210733 · [email protected]
Dideu Industries Group Limited+8617392712697 · [email protected]
Additional notes
DefinitionChEBI: Ethyl 3-hydroxybutyrate is the fatty acid ethyl ester of 3-hydroxybutyric acid. It has a role as a metabolite. It derives from a 3-hydroxybutyric acid.
Related reactions
33 records
Compound notes
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