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252301

Sigma-Aldrich

8-Bromo-1-octene

97%

Synonym(s):

1-Bromo-7-octene, 7-Octen-1-yl bromide, 7-Octenyl bromide

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About This Item

Linear Formula:
Br(CH2)6CH=CH2
CAS Number:
2695-48-9
Molecular Weight:
191.11
Beilstein:
2234481
EC Number:
220-268-4
MDL number:
MFCD00000275
UNSPSC Code:
12352100
PubChem Substance ID:
24855199
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

refractive index

n20/D 1.467 (lit.)

density

1.139 g/mL at 25 °C (lit.)

SMILES string

BrCCCCCCC=C

InChI

1S/C8H15Br/c1-2-3-4-5-6-7-8-9/h2H,1,3-8H2

InChI key

SNMOMUYLFLGQQS-UHFFFAOYSA-N

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Application

8-Bromo-1-octene has been used in preparation of polymerizable ligand, required for the synthesis of quantum dot-labelled polymer beads. Grignard reagent derived from 8-bromo-1-octene has been used in the synthesis of (2S,3S,5R)-5-[(1R)-1-hydroxy-9-decenyl]-2-pentyltetrahydro-3-furanol. It has been used as building block in natural product synthesis.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

172.4 °F - closed cup

Flash Point(C)

78 °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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Enantiocontrolled synthesis of C-19 tetrahydrofurans isolated from the marine alga Notheia anomala.
Garci'a C, et al.
Tetrahedron Letters, 41(21), 4127-4130 (2000)
Paul O'Brien et al.
Chemical communications (Cambridge, England), (20)(20), 2532-2533 (2003-11-05)
CdSe quantum dots with polymerisable ligands have been incorporated into polystyrene beads, via a suspension polymerisation reaction, as a first step towards the optical encoding of solid supports for application in solid phase organic chemistry.
Carolyn A Leverett et al.
The Journal of organic chemistry, 71(22), 8591-8601 (2006-10-27)
cis-2-Methyl-6-substituted piperidin-3-ol alkaloids of the Cassia and Prosopis species are readily prepared by a combination of an aza-Achmatowicz oxidative rearrangement and dihydropyridone reduction followed by a stereoselective allylsilane addition to a N-sulfonyliminium ion. The stereochemical outcome of the reduction reaction
Christophe Dubost et al.
Organic letters, 8(22), 5137-5140 (2006-10-20)
The total synthesis of the polyhydroxylated macrolide (+)-aspicilin 5 is described using as a key step a highly diastereoselective allylation of aldehyde 6 with the uniquely functionalized allylstannane 1. (+)-Aspicilin is obtained in 18 steps and 10% overall yield. [structure:

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