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Key Documents

192422

Sigma-Aldrich

1-Bromotridecane

98%

Synonym(s):

Tridecyl bromide

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About This Item

Linear Formula:
CH3(CH2)12Br
CAS Number:
Molecular Weight:
263.26
Beilstein:
1739992
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

9.2 (vs air)

Assay

98%

form

liquid

refractive index

n20/D 1.459 (lit.)

bp

148-150 °C/10 mmHg (lit.)

mp

4-7 °C (lit.)

density

1.03 g/mL at 25 °C (lit.)

functional group

alkyl halide
bromo

SMILES string

CCCCCCCCCCCCCBr

InChI

1S/C13H27Br/c1-2-3-4-5-6-7-8-9-10-11-12-13-14/h2-13H2,1H3

InChI key

BFDNZQUBFCYTIC-UHFFFAOYSA-N

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Application

1-Bromotridecane was used in the synthesis of:
  • tetradecanoic acid enriched with 13C at carbons 1, 3, or 6
  • (Z)-7-henicosene
  • (Z)-(2′R)-[N-carboethoxypyrrolidine]tetradec-1-ene
  • 2,3,6,7,10,11,14,15-octaalkyloxytetrabenzo[a,d,g,jlcyclododecatetraenes (CTTV-n) containing n=4-15 methylenic units in the alkyloxy substituents

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

>230.0 °F - closed cup

Flash Point(C)

> 110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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B V Burger et al.
Journal of chemical ecology, 30(8), 1603-1611 (2004-11-13)
Using gas chromatography-mass spectrometry in conjunction with auxiliary techniques such as solid phase microextraction and determination of double bond positions by means of dimethyl disulfide derivatization, 45 constituents of the uropygial secretion of the green woodhoopoe, Phoeniculus purpureus, have been
Alkyloxy-substituted CTTV derivatives that exhibit columnar mesophases.
Percec V, et al.
Journal of Materials Chemistry, 1(2), 217-222 (1991)
J T Sparrow et al.
Journal of lipid research, 24(7), 938-941 (1983-07-01)
The synthesis of tetradecanoic acid enriched with 13C at carbons 1, 3, or 6 is described. The label at the carbonyl carbon was introduced by treating 1-bromotridecane with K13CN (90% enriched) to form the 13C-labeled nitrile, which upon hydrolysis yielded
A concise synthesis of (R)-Bgugaine, a pyrrolidine alkaloid from Arisarum vulgare.
Majik MS, et al.
J. Chem. Res. (M), 2008(3), 121-122 (2008)

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