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447463

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
NACRES:
NA.22
PubChem Substance ID:
24868342
UNSPSC Code:
12352100
MDL number:
MFCD00045047
Assay:
95%
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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.)

functional group

bromo, ester

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.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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

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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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Global Trade Item Number

SKUGTIN
447463-10G04061837499821