Basic information
- Standard SMILES
CCC(CC)C(=O)O- InChIKey
OXQGTIUCKGYOAA-UHFFFAOYSA-N- Molecular formula
- C6H12O2
- Average molar mass
- 116.16 g/mol
- Monoisotopic mass
- 116.08372962
Overview
2-Ethylbutanoic acid is a branched-chain fatty acid.
Names & identifiers
- Preferred name
- 2-Ethylbutyric acid
- IUPAC
- 2-ethylbutanoic acid
- English name
- 2-Ethylbutyric acid
- Molecular formula
- C6H12O2
- Molecular weight
- 116.16
Names & synonyms
2-ETHYLBUTYRIC ACID2-Ethylbutanoic acid88-09-5Diethylacetic acidButanoic acid, 2-ethyl-3-Pentanecarboxylic acidAcetic acid, diethyl-2-Ethyl butanoic acidButyric acid, 2-ethyl-alpha-Ethylbutyric acidalpha-Ethylbuytyric acidKyselina diethyloctova
Show more names
FEMA 24292-ethylbutyricAceticacid,diethyl-(C2H5)2CHCOOH2-Ethylbutansαurediethyl-aceticaciDiethylessigsαure
FEMA No. 2429.alpha.-Ethylbutyric acidNSC 11765Kyselina diethyloctova [Czech]DTXSID2041418EINECS 201-796-4IDY8B990KEBRN 1098634
Database identifiers
- CAS
88-09-5- PubChem CID
- 6915
- DTXSID
DTXSID2041418- ChEMBL
CHEMBL184290- ChEBI
CHEBI:173424- UNII
- IDY8B990KE
- EC Number
- 201-796-4
- Nikkaji
- J3.213A
Properties
Computed structural properties
- XLogP
- 1.7
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 74.6
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Organic Acids
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Branched fatty acids [FA0102]
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (2-Ethylbutyric acid) -> IFRA transparency List
LogP
1.68
1.68
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.917-0.922
Flavoring AgentsEU Flavoring substances
Solubility
18 mg/mL at 20 °C
miscible with alcohol, ether; soluble in water 1 ml in 65 ml
(in ethanol)
Boiling Point
99.00 to 101.00 °C. @ 18.00 mm Hg
99 °C (18 mm Hg)
Melting Point-15 °C
Vapor Pressure0.18 [mmHg]
Physicochemical properties
- Melting point
- -16 · -16--13 °C (lit.)
- Boiling point
- 99 · 99-101 °C/18 mmHg (lit.)
- Density
- 0.92 g/mL · 0.92 g/mL at 25 °C (lit.)
- vapor pressure
- 0.08 mm · 0.08 mm Hg ( 20 °C)
- refractive index
- 20 · n20/D 1.413(lit.)
- FEMA
- 2429 · 2429 | 2-ETHYLBUTYRIC ACID
- FLAVIS Number
- 8.045 · 08.045 | 2-Ethylbutyric acid
- Flash point
- 190 °F · 190 °F
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 18 g/l · 18g/l
- form
- clear liquid
- pka
- 4.751 · pKa: 4.751(25°C)
- color
- Colorless to Almost colorless
- Odor
- 10 % · at 10.00 % in propylene glycol. acidic fruity whiskey dry berry
- PH
- 3 · 3 (18g/l, H2O, 20℃)
- explosive limit
- 1.4 % · 1.4%(V)
- Odor Type
- acidic
- biological source
- synthetic
- Water Solubility
- 18 g/L · 18 g/L (20 ºC)
- Merck
- 14 · 14,3110
- JECFA Number
- 257 · 257
- BRN
- 1098634 · 1098634
- Henry's Law Constant
- 6.2 · 6.2×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- Cosmetics Ingredients Functions
- PERFUMING
- InChI
- 1S/C6H12O2/c1-3-5(4-2)6(7)8/h5H,3-4H2,1-2H3,(H,7,8)
- InChIKey
- OXQGTIUCKGYOAA-UHFFFAOYSA-N
- SMILES
- CCC(CC)C(O)=O
- LogP
- 1.68 · 1.68
- CAS DataBase Reference
- 88 · 88-09-5(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- 2 · 2-ETHYLBUTYRIC ACID
- FDA 21 CFR
- 172.515 · 172.515
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 8 B990KE · IDY8B990KE
- NIST Chemistry Reference
- 2 · Butanoic acid, 2-ethyl-(88-09-5)
- EPA Substance Registry System
- 2 · 2-Ethylbutyric acid (88-09-5)
- UNSPSC Code
- 12352106 · 12352106
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 6 · GHS06,GHS08
- Signal word
- Danger
- Hazard statements
- 311 · H311-H315-H319-H373
- Precautionary statements
- 260 · P260-P264-P280-P302+P352+P312-P305+P351+P338-P314
- target organs
- Blood,Liver,Kidney
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- C,Xn
- Risk Statements
- 21 · 21-36/37/38-34
- Safety Statements
- 26 · 26-36/37/39-45-36
- RIDADR
- 2810 · UN 2810 6.1/PG 3
- WGK Germany
- 1 · 1
- RTECS
- 1400000 · ET1400000
- Autoignition Temperature
- 345 °C · 345 °C
- TSCA
- TSCA listed
- HazardClass
- 8 · 8
- PackingGroup
- III
- HS Code
- 29159080 · 29159080
- Storage Class
- 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- 3 DermalEye · Acute Tox. 3 DermalEye Irrit. 2Skin Irrit. 2STOT RE 2 Oral
- Toxicity
- 50 orally · LD50 orally in Rabbit: 2200 mg/kg LD50 dermal Rabbit 478 mg/kg
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Danger
H311 (97.3%): Toxic in contact with skin [Danger Acute toxicity, dermal]
P262, P264, P264+P265, P270, P280, P302+P352, P305+P351+P338, P316, P321, P337+P317, P361+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1653 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H227: Combustible liquid [Warning Flammable liquids]
Hazard information
Regulatory Information
Chemical: Butanoic acid, 2-ethyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Status: Active Update: 13-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24720
2-Ethylbutyric acid: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Safe when used as a flavoring agent in food; [JECFA] A reproductive/developmental oral study of rats produced increased kidney weights (without corresponding histopathology), no adverse effects on sexual organs or reproductive parameters, and decreased birth index with NOAEL's of 10 mg/kg/day in males, 50 mg/kg/day in females, 250 mg/kg/day for reproductive toxicity, and 50 mg/kg/day for developmental toxicity; [OECD SIDS] Dermal LD50 (rabbit) = 520 uL/kg; [RTECS] A mild skin, mucous membrane, and severe eye irritant; Harmful by skin absorption; [Acros Organics MSDS]
Hazard Classes and Categories
Acute Tox. 3 (97.3%)
Flammable liquids - Category 4
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- ET1400000
- ridadr
- UN 2810 6.1/PG 3
- hs_code
- 29159080
- Toxicity
- LD50 orally in Rabbit: 2200 mg/kg LD50 dermal Rabbit 478 mg/kg
- risk_code
- 21-36/37/38-34
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08
- hazard_code
- C,Xn
- safety_code
- 26-36/37/39-45-36
- hazard_class
- 8
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- III
- target organs
- Blood,Liver,Kidney
- Hazard statements
- H311-H315-H319-H373
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 3 DermalEye Irrit. 2Skin Irrit. 2STOT RE 2 Oral
- Autoignition Temperature
- 345 °C
- Precautionary statements
- P260-P264-P280-P302+P352+P312-P305+P351+P338-P314
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
UsesUsed as a flavoring agent; [FDA] Used mainly as an intermediate; [OECD SIDS]
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing InformationButanoic acid, 2-ethyl-: ACTIVE
Applications
OccurrenceReported found in guava fruit, wheaten bread and cheeses (Parmesan, blue, cheddar, provolone, Romano and goat), apple, banana, grape, melon, papaya, peach, pineapple and more.
Uses2-Ethylbutyric acid is used as the internal standard for determining volatile fatty acids (VFAs) in wastewater from the constructed wetlands. It is used in the determination of both free and fatty acids in milk and milk products by HPLC method with direct derivatisation.
Uses2-Ethylbutyric Acid is a flavoring agent that is a clear liquid, color- less, with a rancid odor. it is miscible in alcohol and ether, sparingly soluble in water, and is obtained by chemical synthesis.
UsesEster formation; intermediate for drugs, dyestuffs, chemicals; flavoring.
Preparation methods
PreparationBy catalytic oxidation of diethylacetaldehyde or by decarboxylation of diethylmalonic acid.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
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上海蓝润化学有限公司021-69515658 ; 69515628 13701998368 · [email protected]
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Additional notes
DefinitionChEBI: 2-Ethylbutanoic acid is a branched-chain fatty acid.
Related reactions
25 records
Linked notes
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