All Photos(2)
Synonym(s):
11-Bromoundecanoic acid methyl ester
Linear Formula:
Br(CH2)10CO2CH3
CAS Number:
Molecular Weight:
279.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
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
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.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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
Studies on ω-Oxidation of Fatty Acids in vitro.
KAMEI S, et al.
Journal of Biochemistry, 56(1), 72-76 (1964)
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)
Santanu Jana et al.
Organic letters, 20(21), 6938-6942 (2018-10-24)
Fungal glycolipids emmyguyacins A and B inhibit the pH-dependent conformational change of hemaglutinin A during replication of the Influenza virus. Herein, we report the first total synthesis and structure confirmation of emmyguyacins A and B. Our efficient route, which involves
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