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257583

Sigma-Aldrich

8-Bromooctanoic acid

97%

Synonym(s):

8-Bromocaprylic acid

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About This Item

Linear Formula:
Br(CH2)7CO2H
CAS Number:
17696-11-6
Molecular Weight:
223.11
Beilstein:
1756103
MDL number:
MFCD00004430
UNSPSC Code:
12352106
PubChem Substance ID:
24855594
NACRES:
NA.22

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of heteroatom-substituted analogues of stearic acid.
RA Pascal
Journal of Lipid Research, 27, 221-224 (1986)
Triple helix-forming oligonucleotides conjugated to new inhibitors of topoisomerase II: synthesis and binding properties
M Duca
Bioconjugate Chemistry, 16, 873-884 (2005)
Biosynthesis of lipoic acid: characterization of the lipoic acid auxotrophs Escherichia coli W1485-lip2 and JRG33-lip9
MA Hayden
Biochemistry, 32, 3778-3782 (1993)
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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