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310891

Sigma-Aldrich

10-Bromo-1-decanol

technical grade, 90%

Synonym(s):

Decamethylene bromohydrin

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About This Item

Linear Formula:
Br(CH2)10OH
CAS Number:
53463-68-6
Molecular Weight:
237.18
Beilstein:
1738593
EC Number:
258-572-4
MDL number:
MFCD00041681
UNSPSC Code:
12352100
PubChem Substance ID:
24858824
NACRES:
NA.22

grade

technical grade

Assay

90%

form

liquid

refractive index

n20/D 1.476 (lit.)

bp

165-169 °C/10 mmHg (lit.)

density

1.19 g/mL at 25 °C (lit.)

functional group

bromo
hydroxyl

SMILES string

OCCCCCCCCCCBr

InChI

1S/C10H21BrO/c11-9-7-5-3-1-2-4-6-8-10-12/h12H,1-10H2

InChI key

LGZMUUBPTDRQQM-UHFFFAOYSA-N

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Application

10-Bromo-1-decanol was used in the synthesis of (11Z,13Z)-11,13-hexadecadienal, the female sex pheromone of the navel orangeworm (Amyelois transitella).

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)

228.2 °F - closed cup

Flash Point(C)

109 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT7784
MKCC9436
STBC1150V
STBC5588V
S34085V

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Kenji Mori
Bioscience, biotechnology, and biochemistry, 73(12), 2727-2730 (2009-12-08)
(11Z,13Z)-11,13-hexadecadienal, the female sex pheromone of the navel orangeworm (Amyelois transitella), was synthesized from commercially available 10-bromo-1-decanol in a 27% overall yield (8 steps). The synthesis was achieved by using 10-iododecanal, trimethylsilylacetylene and (Z)-1-bromo-1-butene as the key building blocks, employing

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