Identification | More | [Name]
2-Methyl-2-pentenoic acid | [CAS]
3142-72-1 | [Synonyms]
2-METHYL-2-PENTENOIC ACID FEMA 3195 FEMA NUMBER 3195 RARECHEM AL BE 0127 STRAWBERRIFF TRANS-2-METHYL-2-PENTENOIC ACID 2-methyl-2-pentenoicaci 2-methyl-pent-2-enoicacid 2-Pentene-2-carboxylicacid 3-Ethyl-2-methylacrylicacid Methylpentenoicacidpract 2-methylpent-2-en-1-oic acid 2-Methyl-2-pentenoic acid, pract., 85% 2-Pentenoic acid, 2-methyl- trans-2-Methyl-2-pentenoic acid 2-Methyl-2-pentenoic acid/Strawberriff acid | [EINECS(EC#)]
241-026-4 | [Molecular Formula]
C6H10O2 | [MDL Number]
MFCD00002655 | [Molecular Weight]
114.14 | [MOL File]
3142-72-1.mol |
Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3261 8/PG 3
| [WGK Germany ]
2
| [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29161900 |
Hazard Information | Back Directory | [Description]
May be prepared by distillation of 2-hydroxy-2-methylvaleric acid
(m-form). | [Chemical Properties]
2-Methyl-2-pentenoic acid has a fruity odor. | [Chemical Properties]
white semi-transparent crystalline | [Chemical Properties]
With a
dry acid note, 2-Methyl-2-pentenoic Acid is found in the odor of strawberries.The acid can be prepared from the
corresponding saturated one by α-bromination followed by dehydrobromination.
It is used in fragrances to enhance fruity notes and in strawberry flavors. | [Occurrence]
Reported found in strawberry | [Uses]
2-Methyl-2-pentenoic Acid (CAS# 3142-72-1) can be used for cleansing and refreshing hair and scalp. It can also be used to store and cure food products, and for providing a long-lasting strawberry odor. | [Definition]
ChEBI: 2-Methyl-2-pentenoic acid is a methyl-branched fatty acid. It is a conjugate acid of a 2-methyl-(2E)-pentenoate(1-). | [Preparation]
By distillation of 2-hydroxy-2-methylvaleric acid (cis-form). | [Taste threshold values]
Taste characteristics at 50 ppm: sour, acidic, sweaty, berry and fruit-like. | [Synthesis]
General procedure for the synthesis of 2-methyl-2-pentenenitrile (CAS: 99839-14-2) as a raw material for the synthesis of 2-methyl-2-pentenoic acid: 220 g of 65% phosphoric acid was added to the reaction flask and the temperature of the reaction system was raised to 100 °C. The temperature of the reaction system was raised to 50 °C. The reaction flask was then charged to the reaction flask. 100 g of 2-methyl-2-pentenenitrile was slowly added dropwise over a period of 5 hours, and the temperature was lowered to 50 °C after completion of the dropwise addition. To the reaction mixture was added 150 g of water followed by extraction with 300 g of toluene in three portions (100 g each). The organic phases were combined and purified by distillation. The solvent was first recovered and then the fractions were collected at 82 °C/3 mmHg to give 110 g of 2-methyl-2-pentenoic acid in 98.5% purity and 92% yield. | [References]
[1] Patent: CN103539655, 2016, B. Location in patent: Paragraph 0036; 0037 |
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