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: 2025-01-27 09:38:02

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	n20/D 1.443(lit.)
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.