2623-82-7

Basic information

• Product Name: 2-BROMOOCTANOIC ACID
• Synonyms: (2S)-2-bromocaprylic acid;(2S)-2-bromooctanoic acid;)-alpha-Bromooctanoic acid;alpha-Bromooctanoic acid;2-Bromooctanoic acid 97%;2-Bromo-n-octanoic Acid;2-BROMOCAPRYLIC ACID;2-BROMOOCTANOIC ACID
• CAS NO: 2623-82-7
• Molecular Formula: C₈H₁₅BrO₂
• Molecular Weight: 223.11
• EINECS: 220-079-7
• Product Categories: Organic acids
• Mol File: 2623-82-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 140 °C5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.278 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000941mmHg at 25°C
• Refractive Index: n20/D 1.471(lit.)
• PKA: 2.97±0.21(Predicted)
• BRN: 1760958
• CAS DataBase Reference: 2-BROMOOCTANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMOOCTANOIC ACID(2623-82-7)
• EPA Substance Registry System: 2-BROMOOCTANOIC ACID(2623-82-7)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 8-10
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 2623-82-7(Hazardous Substances Data)

Usage

General Description

2-Bromooctanoic acid is an effective substitute for the expensive (2,000 times) and cell-growth-inhibiting polyhydroxyalkanoic acid synthesis inhibitor, cerulenin. It blocks the formation of polyhydroxyalkanoic acid in Pseudomonas fluorescens BM07 without any influence on the cell growth when grown on fructose. It inhibits β-oxidation of fatty acids in perfused rat liver and in mitochondria isolated from rat liver.

InChI:InChI=1/C8H15BrO2/c1-2-3-4-5-6-7(9)8(10)11/h7H,2-6H2,1H3,(H,10,11)

Upstream product

• 2984-50-1 1,2-Epoxyoctane 
• 644-90-6 2-aminooctanoic acid 
• 3974-36-5 2-n-hexyl malonic acid 
• 111-64-8 n-octanoic acid chloride 
• 78389-69-2 (2-Bromo-octyloxy)-trimethyl-silane 
• 124-07-2 Octanoic acid 

Downstream Products

• 43216-30-4 2-bromo-octanoic acid benzyl ester 
• 617-73-2 2-hydroxy-octanoic acid 
• 138286-76-7 ethyl-2-bromooctanoate 
• 124-07-2 Octanoic acid 
• 1325165-96-5 2-bromooctanoic acid benzhydryl ester 

Relevant articles and documents

The Stoichiometry and Promoter Role of Chlorosulfuric and Fuming Sulfuric Acids for α-Halogenation of Aliphatic Acid

The stoichiometry for the chlorosulfuric acid promoted α-halogenation and the role of fuming sulfuric acid instead of chlorosulfuric acid have been studied.In the α-bromination with molecular bromine, 1 mol of halogen afforded 2 mol of aliphatic α-bromo acid just as the α-iodination, but it is different from α-chlorination which affords only 1 mol of α-chloro acid.Fuming sulfuric acid instead of chlorosulfuric acid was found to be effective for α-bromination, but the yield was lower, while no α-iodination was observed with fuming sulfuric acid.

Synthesis and biological evaluation of novel N-α-haloacylated homoserine lactones as quorum sensing modulators

Novel N-α-haloacylated homoserine lactones, in which a halogen atom was introduced at the α-position of the carbonyl function of the N - acyl chain, have been studied as quorum sensing (QS) modulators and compared with a library of natural N - acylated homoserine lactones (AHLs). The series of novel analogues consists of α-chloro, α-bromo and α-iodo AHL analogues. Furthermore, the biological QS activity of the synthetic AHL analogues compared to the natural AHLs was evaluated. Halogenated analogues demonstrated a reduced activity in the Escherichia coli JB523 bioassay, with the α-iodo lactones being the less active ones and the α-chloro AHLs the most potent QS agonists. Most of the α-haloacylated analogues did not exhibit a significant reduction when tested in the QS inhibition test. Therefore, these novel analogues could be utilized as chemical probes for QS structure-activity studies.

N-hdroxy-2-(alkyl, aryl, or heteroaryl, sulfanyl, sulfinyl or sulfonyl)-3-substituted alkyl, aryl or heteroarylamides as matrix metalloproteinase inhibitors

Matrix metalloproteinases (MMPs) are a group of enzymes that have been implicated in the pathological destruction of connective tissue and basement membranes. These zinc containing endopeptidases consist of several subsets of enzymes including collagenases, stromelysins and gelatinases. TNF-α converting enzyme (TACE), a pro-inflammatory cytokine, catalyzes the formation of TNF-α from membrane bound TNF-α precursor protein. It is expected that small molecule inhibitors of MMPs and TACE therefore have the potential for treating a variety of disease states. The present invention provides low molecular weight, non-peptide inhibitors of matrix metalloproteinases (MMPs) and TNF-α converting enzyme (TACE) for the treatment of arthritis, tumor metastasis, tissue ulceration, abnormal wound healing, periodontal disease, bone disease, diabetes (insulin resistance) and HIV infection having the formula wherein R2and R3form a heterocyclic ring and A is S, S(O), or S(O)2, and R1and R4are defined herein.