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Merck
CN

162353

3-Methyl-2-buten-1-ol

99%

Synonym(s):

3,3-Dimethylallyl alcohol, Prenol

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About This Item

Linear Formula:
(CH3)2C=CHCH2OH
CAS Number:
556-82-1
Molecular Weight:
86.13
NACRES:
NA.22
PubChem Substance ID:
24849980
eCl@ss:
39020334
UNSPSC Code:
12352100
EC Number:
209-141-4
MDL number:
MFCD00002916
Beilstein/REAXYS Number:
1633479
Assay:
99%
Form:
liquid

Key Documents

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InChI key

ASUAYTHWZCLXAN-UHFFFAOYSA-N

InChI

1S/C5H10O/c1-5(2)3-4-6/h3,6H,4H2,1-2H3

SMILES string

C\C(C)=C\CO

vapor pressure

1.4 mmHg ( 20 °C)

assay

99%

form

liquid

expl. lim.

16.3 %

Quality Level

100

bp

140 °C (lit.)

density

0.848 g/mL at 25 °C (lit.)

functional group

hydroxyl

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General description

3-Methyl-2-buten-1-ol reacts with nitrosocarbonyl benzene to yield 5-hydroxy-isoxazolidines. It is commonly used as fragrance ingredient.

Application

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.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

124.7 °F - closed cup

flash_point_c

51.5 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SDBB0844
STBJ9976
STBJ9204
10524KC
06311KC069

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Anastasia Zerva et al.
Molecules (Basel, Switzerland), 23(9) (2018-09-22)
Feruloyl esterases (FAEs, E.C. 3.1.1.73) are biotechnologically important enzymes with several applications in ferulic acid production from biomass, but also in synthesis of hydroxycinnamic acid derivatives. The use of such biocatalysts in commercial processes can become feasible by their immobilization
Hong Liang et al.
Metabolic engineering, 65, 223-231 (2020-11-29)
Engineering microbes to utilize non-conventional substrates could create short and efficient pathways to convert substrate into product. In this study, we designed and constructed a two-step heterologous ethanol utilization pathway (EUP) in Escherichia coli by using acetaldehyde dehydrogenase (encoded by
D McGinty et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 48 Suppl 3, S64-S69 (2010-02-10)
A toxicologic and dermatologic review of 3-methyl-2-buten-1-ol when used as a fragrance ingredient is presented.
Lan Yang et al.
Fitoterapia, 82(6), 834-840 (2011-05-21)
The hepatoprotective effects of polyprenols from Ginkgo biloba L. leaves were evaluated against carbon tetrachloride induced hepatic damage in Sprague-Dawley rats. The elevated levels of serum ALT, AST, ALP, ALB, TP, HA, LN, TG, and CHO were restored towards normalization
Vijay Gnanadesikan et al.
Journal of the American Chemical Society, 130(25), 8089-8093 (2008-05-23)
An effective strategy has been developed for the efficient site-selective epoxidation of poylolefinic isoprenoid alcohols, based on the use of an internal control element for intramolecular reaction. The approach is illustrated by application to a series of polyisoprenoid alcohols (polyprenols)
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