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447463

Sigma-Aldrich

Methyl 11-bromoundecanoate

95%

Synonym(s):

11-Bromoundecanoic acid methyl ester

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About This Item

Linear Formula:
Br(CH2)10CO2CH3
CAS Number:
6287-90-7
Molecular Weight:
279.21
MDL number:
MFCD00045047
UNSPSC Code:
12352100
PubChem Substance ID:
24868342
NACRES:
NA.22

Quality Level

100

Assay

95%

refractive index

n20/D 1.465 (lit.)

bp

115 °C/0.04 mmHg (lit.)

density

1.157 g/mL at 25 °C (lit.)

SMILES string

COC(=O)CCCCCCCCCCBr

InChI

1S/C12H23BrO2/c1-15-12(14)10-8-6-4-2-3-5-7-9-11-13/h2-11H2,1H3

InChI key

HFNPVFKUZYCDIB-UHFFFAOYSA-N

Related Categories

Application

Methyl 11-bromoundecanoate can be used as a reactant to synthesize:
  • Methyl 11-(2,5-dibromophenoxy)undecanoate, which is employed as a precursor to prepare acetylenic cyclophanes.
  • Methyl 11-[(1-phenyl-1H-tetrazol-5-yl)thio]undecanoate, a key intermediate applicable in the synthesis of emmyguyacins side chain.
  • Betain derivatives of 11-bromoundecanoic acid, as potential microbial agents.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

447463-10G:
447463-BULK:
447463-1G:
447463-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH3434
SHBK1547
41096DJV
41096DJ
00126ME

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Studies on ω-Oxidation of Fatty Acids in vitro.
KAMEI S, et al.
Journal of Biochemistry, 56(1), 72-76 (1964)
Makoto Hashimoto et al.
Bioorganic & medicinal chemistry letters, 12(1), 89-91 (2001-12-12)
A versatile synthesis of diazirine-based photoreactive fatty acid analogues is reported. The key step is phenoxy alkylation of diazirine with halo alkyl acid esters. The conditions described will be acceptable for the synthesis of various alkyl-length derivatives. The fatty acid
Synthesis, characterization, antimicrobial and anti-biofilm activity of a new class of 11-bromoundecanoic acid-based betaines
Yasa SR, et al.
Medicinal Chemistry Research, 26(10), 2592-2601 (2017)
A Three Step Synthesis of 11-Cycloheptylundecanoic Acid, a Component of the Thermoacidophile Alicyclobacillus cycloheptanicus.
Hassarajani SA and Mamdapur VR.
Molecules (Basel), 3(2), 41-43 (1998)
Collins et al.
Organic letters, 2(20), 3189-3192 (2000-09-29)
The synthesis of a series of novel acetylenic cyclophanes is described. X-ray crystallographic analysis of the core structure revealed a twisted conformation with helical chirality. Preliminary results suggest that these cyclophanes, with appropriate functionality, have the potential to act as

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