3-Methyl-3-buten-1-ol

HCID 12988
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
763-32-6
Standard SMILES
C=C(C)CCO
InChIKey
CPJRRXSHAYUTGL-UHFFFAOYSA-N
Molecular formula
C5H10O
Average molar mass
86.13 g/mol
Monoisotopic mass
86.07316494

Overview

Isopentenyl alcohol is a primary alcohol having the structure of isopentyl alcohol but with a double bond between C-3 and one of the C-4 atoms. It has a role as a metabolite. It is a homoallylic alcohol and a primary alcohol.

Names & identifiers

Preferred name
3-Methyl-3-buten-1-ol
IUPAC
3-methylbut-3-en-1-ol
English name
3-METHYL-3-BUTEN-1-OL
Molecular formula
C5H10O
Molecular weight
86.13

Names & synonyms

3-METHYL-3-BUTEN-1-OL3-Methylbut-3-en-1-ol763-32-6Isoprenol3-Buten-1-ol, 3-methyl-IsobutenylcarbinolMethallylcarbinol2-Methyl-1-buten-4-ol3-Isopentenyl alcoholIsopropenylethyl alcohol3-methyl-3-butenolDTXSID4052506
Show more names
3-METHYL-3-BUTENE-1-OLMethyl-3-but-3-en-1-ol-3-buten-1-oL3-METHYL-3-BUTEN-1-OL FOR SYNTHESISNSC 12267
KJ25C8CPFA2-methyl-4-hydroxy-1-buteneNSC-122673DTXCID8031079RefChem:94752212-110-8Methallyl carbinolMFCD00002933

Database identifiers

CAS
763-32-6
PubChem CID
12988
DTXSID
DTXSID4052506
ChEMBL
CHEMBL3561140
ChEBI
CHEBI:62898
UNII
KJ25C8CPFA
EC Number
212-110-8
Nikkaji
J126.164I

Properties

Computed structural properties

XLogP
1.3
Topological polar surface area
20.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
2
Heavy atoms
6

Experimental & physicochemical properties

LipidsFatty Acyls [FA] -> Fatty alcohols [FA05]
PolymersOther Classes -> Alcohols and Polyols, Other
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (3-Methylbut-3-en-1-ol) -> IFRA transparency List
Pesticides · 2 items

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Not approved

Flavoring AgentsEU Flavoring substances

Physicochemical properties

Melting point
36.29 °C · 36.29°C
Boiling point
130 · 130-132 °C (lit.)
Density
0.853 g/mL · 0.853 g/mL at 25 °C (lit.)
vapor pressure
4 hPa · 4hPa at 20℃
refractive index
20 · n20/D 1.433(lit.)
FLAVIS Number
2.176 · 02.176 | 3-Methylbut-3-en-1-ol

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P264+P265, P280, P303+P361+P353, P305+P354+P338, P317, P319, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 471 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 6 items

Chemical: 3-Buten-1-ol, 3-methyl-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

3-Buten-1-ol, 3-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 3-Buten-1-ol, 3-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)

2007/442

Status: Active Update: 02-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13202

3-Methyl-3-buten-1-ol: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 item

No mortalities observed in rats exposed to saturated atmosphere at 20 degrees C for 8 hours; Causes eye but no skin irritation in rabbits; [IUCLID] Causes changes in urine composition and decreased immune response in 90-day intermittent inhalation studies of rats; [RTECS] Safe when used as a flavoring agent in food; [EFSA] May cause serious eye injury; [ECHA REACH Registrations] A eye irritant; [Acros Organics MSDS]

Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
EM9473100
ridadr
UN 1987 3/PG 3
hs_code
29052900

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Uses & manufacturing

Uses · 1 item

Naturally occurs in the volatiles of pineapple essence; Used to make fragrance ingredients; [IUCLID] A flavoring agent that naturally occurs in roasted chicken and wine; [EFSA] Used in fuel formulation, as a monomer in polymer production, and to make large scale and fine chemicals; [ECHA REACH Registrations]

U.S. Production2023: <75,000 lb
Consumer UsesProcessing aids not otherwise specified
Industry UsesFragrance
Use ClassificationFragrance Ingredients
General Manufacturing Information · 2 items

Other (requires additional information)

3-Buten-1-ol, 3-methyl-: ACTIVE

Applications

Uses3-Methyl-3-buten-1-ol was used to study the rate coefficient for the gas-phase reaction of OH radical with 3-methyl-3-buten-1-ol.

General Description3-Methyl-3-buten-1-ol is a volatile aliphatic alcohol found in the extracts of basil and thyme leaves, immature mangaba fruits and some honey samples.

Preparation methods · 1 item

PreparationParaformaldehyde is depolymerized in methanol and then reacted with isobutylene in the presence of an alkali metal phosphate catalyst to synthesize 3-methyl-3-buten-1-ol. The reaction temperature is 200-300℃ and the pressure is 8-10 MPa. The conversion rate of the obtained product is 68%.

Upstream & downstream products

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
上海伟聂化工科技有限公司13046668259 · [email protected]
武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]

Additional notes

DefinitionChEBI: A primary alcohol having the structure of isopentyl alcohol but with a double bond between C-3 and one of the C-4 atoms.

Related reactions

43 records
New reaction record

Compound notes

Loading…