3-Methyl-2-buten-1-ol
Synonym(s):3,3-Dimethylallyl alcohol;Prenol
- CAS NO.：556-82-1
- Empirical Formula: C5H10O
- Molecular Weight: 86.13
- MDL number: MFCD00002916
- EINECS: 209-141-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:23:16
What is 3-Methyl-2-buten-1-ol?
Description
3-Methyl-2-buten-l-ol has a phenolic, metallic odor bearing a resemblance to iron gallate ink. May be synthesized from isoprene by hydration via prenyl acetate or by rearrangement of 3-methyll-buten-3-ol.
Chemical properties
clear colourless to very slightly yellow liquid
Chemical properties
3-Methyl-2-buten-1-ol has a phenolic, metallic odor bearing a resemblance to iron gallate ink
The Uses of 3-Methyl-2-buten-1-ol
3-Methyl-2-buten-1-ol is used as a reagent for protection of carboxylic acids as their 3-methyl-2-buten-1-yl (Prenyl) esters. It is also used in perfumery.
The Uses of 3-Methyl-2-buten-1-ol
3-Methyl-2-buten-1-ol was used as starting reagent during asymmetric total syntheses of (R)-(+)- and (S)-(-)-umbelactone via Sharpless asymmetric epoxidation reaction.
Definition
ChEBI: Prenol is an alkenyl alcohol and a member of prenols.
General Description
3-Methyl-2-buten-1-ol reacts with nitrosocarbonyl benzene to yield 5-hydroxy-isoxazolidines. It is commonly used as fragrance ingredient.
Flammability and Explosibility
Flammable
Synthesis
Prenol's two synthesis methods: 1) from Isoprene by hydration via Phenylacetate. 2) from Dimethyl vinylcarbinol with diluted Sulfuric acid.
Properties of 3-Methyl-2-buten-1-ol
| Melting point: | 43.52°C |
| Boiling point: | 140 °C(lit.) |
| Density | 0.848 g/mL at 25 °C(lit.) |
| vapor pressure | 1.4 mm Hg ( 20 °C) |
| refractive index | n |
| FEMA | 3647 | 3-METHYL-2-BUTEN-1-OL |
| Flash point: | 110 °F |
| storage temp. | Sealed in dry,2-8°C |
| solubility | 64g/l |
| form | Liquid |
| pka | 14.83±0.10(Predicted) |
| color | Clear colorless to very slightly yellow |
| Odor | at 100.00 %. fruity green lavender |
| explosive limit | 2.7-16.3%(V) |
| Water Solubility | 170 g/L (20 ºC) |
| JECFA Number | 1200 |
| BRN | 1633479 |
| CAS DataBase Reference | 556-82-1(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Buten-1-ol, 3-methyl-(556-82-1) |
| EPA Substance Registry System | 2-Buten-1-ol, 3-methyl- (556-82-1) |
Safety information for 3-Methyl-2-buten-1-ol
| Signal word | Danger |
| Pictogram(s) |
 Flame Flammables GHS02  Corrosion Corrosives GHS05  Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H226:Flammable liquids H314:Skin corrosion/irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 3-Methyl-2-buten-1-ol
| InChIKey | ASUAYTHWZCLXAN-UHFFFAOYSA-N |
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