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Sigma-Aldrich

8-Bromooctanoic acid

97%

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Synonym(s):
8-Bromocaprylic acid
Linear Formula:
Br(CH2)7CO2H
CAS Number:
17696-11-6
Molecular Weight:
223.11
Beilstein:
1756103
MDL number:
MFCD00004430
PubChem Substance ID:
24855594
NACRES:
NA.22

Quality Level

200

Assay

97%

reaction suitability

reagent type: cross-linking reagent

bp

147-150 °C/2 mmHg (lit.)

mp

35-37 °C (lit.)

functional group

bromo
carboxylic acid

SMILES string

OC(CCCCCCCBr)=O

InChI

1S/C8H15BrO2/c9-7-5-3-1-2-4-6-8(10)11/h1-7H2,(H,10,11)

InChI key

BKJFDZSBZWHRNH-UHFFFAOYSA-N

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General description

8-Bromooctanoic acid, also known as 8-bromocaprylic acid, is a cross-linking reagent. It can undergo hydrolysis to form 8-hydroxyoctanoic acid.

Application

8-Bromooctanoic acid can be used as a crosslinking reagent to:
  • prepare 8-mercaptooctanoic acid in the biosynthesis of lipoic acid
  • attach triple helix-forming oligonucleotides (TFOs) to inhibitors in their synthesis

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Biosynthesis of lipoic acid: characterization of the lipoic acid auxotrophs Escherichia coli W1485-lip2 and JRG33-lip9
MA Hayden
Biochemistry, 32, 3778-3782 (1993)
Triple helix-forming oligonucleotides conjugated to new inhibitors of topoisomerase II: synthesis and binding properties
M Duca
Bioconjugate Chemistry, 16, 873-884 (2005)
Synthesis of heteroatom-substituted analogues of stearic acid.
RA Pascal
Journal of Lipid Research, 27, 221-224 (1986)
Soumen Das et al.
Journal of labelled compounds & radiopharmaceuticals, 61(14), 1048-1057 (2018-09-02)
123 I-Iodophenylpentadecanoic acid (IPPA) is a metabolic agent used in nuclear medicine for diagnosis of myocardial defects. Efforts are underway worldwide to develop a 99m Tc substitute of the above radiopharmaceutical for the aforementioned application. Herein, we report synthesis and
Beibei Hou et al.
Materials science & engineering. C, Materials for biological applications, 74, 94-102 (2017-03-04)
How to encapsulate and transport the payload of multiple therapeutic compounds avoiding premature leakage, and simultaneously co-release them rapidly at specific lesions still remains the major concern in clinic. Herein, we designed the UCN@mSiO

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