Basic information
- CAS
16957-70-3- Standard SMILES
CC/C=C(\C)C(=O)O- InChIKey
JJYWRQLLQAKNAD-SNAWJCMRSA-N- Molecular formula
- C6H10O2
- Average molar mass
- 114.14 g/mol
- Monoisotopic mass
- 114.06807956
Overview
2-Methyl-2-pentenoic acid is a methyl-branched fatty acid. It is a conjugate acid of a 2-methyl-(2E)-pentenoate(1-).
Names & identifiers
- Preferred name
- 2-Methyl-2-pentenoic acid
- IUPAC
- (E)-2-methylpent-2-enoic acid
- English name
- trans-2-Methyl-2-pentenoic acid
- Molecular formula
- C6H10O2
- Molecular weight
- 114.14
Names & synonyms
2-METHYL-2-PENTENOIC ACID16957-70-3trans-2-Methyl-2-pentenoic acid(E)-2-methylpent-2-enoic acid3142-72-1(E)-2-methyl-2-pentenoic acid(2E)-2-methylpent-2-enoic acidFEMA No. 31952-Pentenoic acid, 2-methyl-, (E)-2-Pentenoic acid, 2-methyl-, (2E)-2-Pentenoic acid, 2-methyl-44I99E898B
Show more names
STRAWBERRIFFFEMA 3195FEMA NUMBER 3195(e)-2-pentenoicaciMethyl-2-pentenoicRARECHEM AL BE 0127METHYL-2-PENTENSAEURE, 2-(E) 2-METHYL PENTENOIC ACID(E)-2-Methylpent-2-en-1-sure
MFCD00002655(E)-2-Methylpent-2-en-1-oic acid2-Pentene-2-carboxylicacid(2E)-2-Methyl-2-pentenoic acidStrawberry acidUNII-44I99E898B(2E)-2-Methyl-2-pentenoic Acid; (E)-2-Methyl-2-pentenoic Acid; (2E)-2-Methylpent-2-enoic AcidEINECS 221-552-0
Database identifiers
- CAS
16957-70-3、3142-72-1
Properties
Computed structural properties
- XLogP
- 1.4
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 114
Experimental & physicochemical properties
SpringerMaterials PropertiesOptical coefficient
FragrancesFragrance Ingredient (2-Methyl-2-pentenoic acid) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.976-0.982
Flavoring AgentsEU Flavoring substances
Solubility
Slightly soluble in water; soluble in chloroform, carbon disulfide, ether
soluble (in ethanol)
Boiling Point123-125 °C (30 mm Hg)
Refractive Index1.450-1.460
Physical Description
Liquid
colourless to pale yellow liquid; fruity aroma
Physicochemical properties
Safety & regulation
GHS classification
GHS Classification
Danger
H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 685 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 2-Pentenoic acid, 2-methyl-
Chemical: 2-Pentenoic acid, 2-methyl-, (E)-
Regulation (EC) No 1831/2003 (amended)
2-Pentenoic acid, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Pentenoic acid, 2-methyl- 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: 20-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24197
2-Pentenoic acid, 2-methyl-, (2E)-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 2-Pentenoic acid, 2-methyl-, (E)-: Environment tier I assessment
Hazard Classes and CategoriesSkin Corr. 1C (100%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 2
- tsca
- TSCA listed
- ridadr
- UN 3261 8/PG 3
- hs_code
- 2916199590
- risk_code
Chemistry & industry
Uses & manufacturing
U.S. Production2023: 349 lb
Consumer UsesFragrance
Household Products
Information on 5 consumer products that contain 2-Methylpent-2-Enoic Acid in the following categories is provided:
Information on 5 consumer products that contain Trans-2-Methylpent-2-Enoic Acid in the following categories is provided:
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information
2-Pentenoic acid, 2-methyl-: ACTIVE
2-Pentenoic acid, 2-methyl-, (2E)-: ACTIVE
Applications
OccurrenceReported found in strawberry
Usestrans-2-Methyl-2-pentenoic Acid is an unsaturated analog of the anticonvulsant Valproic Acid (V094750) and is used for aroma characterization of different beers with different hops.
General DescriptionAdsorption and desorption of trans-2-methyl-2-pentenoic acid in dichloromethane has been investigated by using in situ attenuated total reflection infrared spectroscopy. Asymmetric hydrogenation of trans-2-methyl-2-pentenoic acid in hexane over two well defined E-40692 and E-5220 Engelhard Pd/Al2O3 catalysts modified with cinchonidine has been studied.
Preparation methods
PreparationBy distillation of 2-hydroxy-2-methylvaleric acid (cis-form).
Upstream & downstream products
Related reactions
6 records
Compound notes
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