2-Methyl-2-pentenoic acid CAS 3142-72-1
2-Methyl-2-pentenoic acid Basic information
| Product Name: | 2-Methyl-2-pentenoic acid |
| Synonyms: | FEMA NUMBER 3195;FEMA 3195;2-hexenoate;2-Methyl-2-pentenoic acid,99%;Strawberriff Acid;Natural 2-methyl-2-pentenoic acid;2-METHYL-2-PENTENOIC ACID;STRAWBERRIFF |
| CAS: | 3142-72-1 |
| MF: | C6H10O2 |
| MW: | 114.14 |
| EINECS: | 221-552-0 |
| Product Categories: | Acids and Esters |
| Mol File: | 3142-72-1.mol |
2-Methyl-2-pentenoic acid Chemical Properties
| Melting point | 26-28 °C(lit.) |
| Boiling point | 123-125 °C30 mm Hg(lit.) |
| density | 0.979 g/mL at 25 °C |
| vapor density | >1 (vs air) |
| refractive index | n |
| FEMA | 3195 | 2-METHYL-2-PENTENOIC ACID |
| Fp | 226 °F |
| storage temp. | Sealed in dry,Room Temperature |
| pka | 5.00±0.19(Predicted) |
| form | powder to lump |
| color | White to Almost white |
| Odor | at 10.00 % in dipropylene glycol. dry acid sweaty strawberry woody fruity jam |
| Odor Type | acidic |
| FreezingPoint | 20.0 to 25.0 ℃ |
| JECFA Number | 1210 |
| Major Application | flavors and fragrances |
| Cosmetics Ingredients Functions | PERFUMING |
| InChI | 1S/C6H10O2/c1-3-4-5(2)6(7)8/h4H,3H2,1-2H3,(H,7,8)/b5-4+ |
| InChIKey | JJYWRQLLQAKNAD-SNAWJCMRSA-N |
| SMILES | CC/C=C(C)/C(O)=O |
| LogP | 1.89 |
| CAS DataBase Reference | 3142-72-1(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Pentenoic acid, 2-methyl-(3142-72-1) |
| EPA Substance Registry System | 2-Pentenoic acid, 2-methyl- (3142-72-1) |
Safety Information
| Hazard Codes | C |
| Risk Statements | 34-22-41 |
| Safety Statements | 26-36/37/39-45 |
| RIDADR | UN 3261 8/PG 3 |
| WGK Germany | 2 |
| TSCA | TSCA listed |
| HazardClass | 8 |
| PackingGroup | III |
| HS Code | 29161900 |
| Storage Class | 8A - Combustible corrosive hazardous materials |
| Hazard Classifications | Eye Dam. 1 Skin Corr. 1B |
| 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 adry acid note, 2-Methyl-2-pentenoic Acid is found in the odor of strawberries.The acid can be prepared from thecorresponding 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 | 99839-14-2 3142-72-1 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 |
2-Methyl-2-pentenoic acid Preparation Products And Raw materials
| Raw materials | Propionaldehyde-->Silver nitrate-->2-Pentenenitrile, 2-methyl- |
