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136816

Sigma-Aldrich

2-Methyl-3-buten-2-ol

98%

Synonym(s):

1,1-Dimethylallyl alcohol, 3-Hydroxy-3-methyl-1-butene

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About This Item

Linear Formula:
CH2=CHC(CH3)2OH
CAS Number:
115-18-4
Molecular Weight:
86.13
Beilstein:
1698263
EC Number:
204-068-4
MDL number:
MFCD00004470
UNSPSC Code:
12352100
PubChem Substance ID:
24848295
NACRES:
NA.22

vapor pressure

51 mmHg ( 25 °C)

Quality Level

200

Assay

98%

form

liquid

refractive index

n20/D 1.416 (lit.)

bp

98-99 °C (lit.)

density

0.824 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(C)(O)C=C

InChI

1S/C5H10O/c1-4-5(2,3)6/h4,6H,1H2,2-3H3

InChI key

HNVRRHSXBLFLIG-UHFFFAOYSA-N

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General description

2-Methyl-3-buten-2-ol is a biogenic volatile organic compound emitted by pine trees and a potential precursor of atmospheric secondary organic aerosol in forested regions. It is an important component of the pheromone of the bark beetle Ips typographus.

Application

2-Methyl-3-buten-2-ol was used to study the kinetics of the gas-phase reaction of OH radicals with 3-methyl-2-butenal.
Reported to be an important component of the pheromone of the bark beetle Ips typographus.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H302,H315,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

51.8 °F - closed cup

Flash Point(C)

11 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chemical and Engineering News, 57, 10-10 (1979)
Ernesto C Tuazon et al.
Physical chemistry chemical physics : PCCP, 7(11), 2298-2304 (2005-06-07)
Kinetics and products of the gas-phase reaction of OH radicals with 3-methyl-2-butenal [(CH3)2C=CHCHO] have been investigated at room temperature and atmospheric pressure of air. Using a relative rate method with methacrolein as the reference compound, a rate constant for the
Dennis W Gray et al.
The Journal of biological chemistry, 286(23), 20582-20590 (2011-04-21)
2-Methyl-3-buten-2-ol (MBO) is a five-carbon alcohol produced and emitted in large quantities by many species of pine native to western North America. MBO is structurally and biosynthetically related to isoprene and can have an important impact on regional atmospheric chemistry.
D McGinty et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 48 Suppl 3, S97-100 (2010-02-10)
A toxicologic and dermatologic review of 2-methyl-3-buten-2-ol when used as a fragrance ingredient is presented.
Arthur W H Chan et al.
Environmental science & technology, 43(13), 4647-4652 (2009-08-14)
2-Methyl-3-buten-2-ol (MBO) is an important biogenic hydrocarbon emitted in large quantities by pine forests. Atmospheric photooxidation of MBO is known to lead to oxygenated compounds, such as glycolaldehyde, which is the precursor to glyoxal. Recent studies have shown that the
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