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262501

Sigma-Aldrich

5-Bromo-2-methyl-2-pentene

97%

Synonym(s):

1-Bromo-4-methyl-3-pentene, 2-Methyl-5-bromo-2-pentene, 4-Methyl-3-pentenyl bromide, 5-Bromo-2-methyl-2-pentene, 5-Bromo-2-methylpent-2-ene, Homoprenyl bromide, Prenylmethyl bromide

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About This Item

Linear Formula:
BrCH2CH2CH=C(CH3)2
CAS Number:
2270-59-9
Molecular Weight:
163.06
Beilstein/REAXYS Number:
1735749
MDL number:
MFCD00009887
UNSPSC Code:
12352100
PubChem Substance ID:
24855744
NACRES:
NA.22

Key Documents

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Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.476 (lit.)

bp

152-154 °C (lit.)

density

1.217 g/mL at 25 °C (lit.)

functional group

alkyl halide
bromo

storage temp.

2-8°C

SMILES string

C\C(C)=C\CCBr

InChI

1S/C6H11Br/c1-6(2)4-3-5-7/h4H,3,5H2,1-2H3

InChI key

UNXURIHDFUQNOC-UHFFFAOYSA-N

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5-Bromo-2-methyl-2-pentene 97%

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262501

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Sigma-Aldrich

711381

2-Bromo-5-methyl-1,3,4-thiadiazole

2-Methyl-1-heptene 97%

Sigma-Aldrich

111058

2-Methyl-1-heptene

Methyl 2-bromo-5-methoxybenzoate 97%

Sigma-Aldrich

659290

Methyl 2-bromo-5-methoxybenzoate

assay

97%

assay

97%

assay

97%

assay

97%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

refractive index

n20/D 1.476 (lit.)

refractive index

-

refractive index

n20/D 1.411 (lit.)

refractive index

n20/D 1.563

density

1.217 g/mL at 25 °C (lit.)

density

-

density

0.713 g/mL at 25 °C (lit.)

density

1.520 g/mL at 25 °C

bp

152-154 °C (lit.)

bp

-

bp

117-120 °C (lit.)

bp

271 °C

form

liquid

form

solid

form

-

form

-

Application

5-Bromo-2-methyl-2-pentene has been used in the synthesis of:
  • geranlol-3-14C[1]
  • penifulvin A, a sesquiterpenoid with a novel dioxa-fenestrane structure[2]

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

71.6 °F - closed cup

flash_point_c

22 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBP7751
SHBN6710
SHBL3314
SHBH1076V
SHBD0776V

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Tanja Gaich et al.
Journal of the American Chemical Society, 131(2), 452-453 (2009-01-15)
Herein we report the first total synthesis of Penifulvin A, a sesquiterpenoid with a novel dioxa-fenestrane structure. Penifulvin A is a potent insecticide against the fall armyworm Spodoptera frugiperda which causes enormous damage in the US by consuming foliage of
Biosynthesis of the vinca alkaloids. The incorporation of geraniol-3-14C into catharanthine and vindoline.
Leete E and Ueda S.
Tetrahedron Letters, 7(40), 4915-4918 (1966)

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