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257931

Sigma-Aldrich

3-Methyl-1-butene

95%

Synonym(s):

α-Isoamylene, 2-Methyl-3-butene, 3,3-Dimethylpropene, 3-Methyl-1-butene, Isopropylethene, Isopropylethylene

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About This Item

Linear Formula:
(CH3)2CHCH=CH2
CAS Number:
563-45-1
Molecular Weight:
70.13
Beilstein:
505980
EC Number:
209-249-1
MDL number:
MFCD00008937
UNSPSC Code:
12352100
PubChem Substance ID:
24855619
NACRES:
NA.22

vapor pressure

14.97 psi ( 20 °C)

Quality Level

100

Assay

95%

bp

20 °C (lit.)

mp

−168.5-−168 °C (lit.)

density

0.627 g/mL at 25 °C (lit.)

SMILES string

CC(C)C=C

InChI

1S/C5H10/c1-4-5(2)3/h4-5H,1H2,2-3H3

InChI key

YHQXBTXEYZIYOV-UHFFFAOYSA-N

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General description

Gas-phase reaction of the OH radical with 3-methyl-1-butene in the presence of NO has been investigated. Polymerization of 3-methyl-1-butene in the presence of homogeneous metallocene catalyst (co-catalyst methylalumoxane) has been investigated.

Application

3-Methyl-1-butene has been used in asymmetric total synthesis of (−)-Linderol A, a potent inhibitor of melanin biosynthesis of cultured B-16 melanoma cells.

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Z146811

Hose adapter, brass

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Signal Word

Danger

Hazard Statements

H224,H304,H335,H411

Hazard Classifications

Aquatic Chronic 2 - Asp. Tox. 1 - Flam. Liq. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-70.6 °F - closed cup

Flash Point(C)

-57 °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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Products of the gas-phase reaction of the OH radical with 3-methyl-1-butene in the presence of NO.
Atkinson R, et al.
International Journal of Chemical Kinetics, 30(8), 577-587 (1998)
Masayuki Yamashita et al.
The Journal of organic chemistry, 72(15), 5697-5703 (2007-06-21)
The first asymmetric total synthesis of (-)-Linderol A, a potent inhibitor of melanin biosynthesis of cultured B-16 melanoma cells, has been achieved via two key reactions: a diastereoselective [2+2] photocycloaddition of a coumarin-3-carboxylate bearing a chiral auxiliary with 3-methyl-1-butene and
Polymerization of 3-methyl-1-butene promoted by metallocene catalysts.
Borriello A, et al.
Macromolecular Rapid Communications, 17(8), 589-597 (1996)

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