616-05-7

Basic information

• Product Name: DL-2-Bromohexanoic acid
• Synonyms: DL-a-Bromocaproic acid;DL-2-Bromohexanoic acid,97%;a-Bromo-n-caproic Acid;DL-2-Bromohexanoic a;DL-2-BroMohexanoic acid, 97% 100ML;2-bromocaproic;2-bromo-hexanoicaci;alpha-Bromocaproic acid
• CAS NO: 616-05-7
• Molecular Formula: C₆H₁₁BrO₂
• Molecular Weight: 195.05
• EINECS: 210-461-1
• Product Categories: Organic acids;ACID BASED BROMO COMPOUNDS
• Mol File: 616-05-7.mol
• Article Data: 13

Chemical Properties

• Melting Point: 4 °C
• Boiling Point: 136-138 °C18 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear light brown to brown/Liquid
• Density: 1.37 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0131mmHg at 25°C
• Refractive Index: n20/D 1.472(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: alcohol: soluble(lit.)
• PKA: 2.97±0.21(Predicted)
• Water Solubility: soluble
• Merck: 14,1415
• BRN: 1721762
• CAS DataBase Reference: DL-2-Bromohexanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: DL-2-Bromohexanoic acid(616-05-7)
• EPA Substance Registry System: DL-2-Bromohexanoic acid(616-05-7)

Safety Data

• Hazard Codes: C
• Statements: 20/21/22-34-22
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 616-05-7(Hazardous Substances Data)

Usage

Uses

2-Bromohexanoic acid was used as an internal standard in the determination of trans,trans-muconic acid (t,t-MA) in urine by GC-MS method.

General Description

The reaction of 2-bromohexanoic acid (2-bromocaproic acid) with 6-(5,6-dipentyl-1,2,4-triazin-3-yl)-2,2′-bipyridine and Cm(III) was studied.

InChI:InChI=1/C6H11BrO2/c1-2-3-4-5(7)6(8)9/h5H,2-4H2,1H3,(H,8,9)/p-1/t5-/m1/s1

Upstream product

• 1190-39-2 di-n-butyl malonate 
• 142-62-1 hexanoic acid 
• 42768-46-7 2-bromohexanoyl chloride 
• 63866-97-7 2-(Diphenylarsinoyl)hexansaeure 
• 327-56-0 D-norleucine 
• 615-96-3 Ethyl 2-bromohexanoate 
• 167823-35-0 1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-O-yl α-bromohexanoate 
• 13894-63-8 methyl (E)-hex-2-enoate 
• 931382-07-9 C₇H₁₁BrO₂ 
• 71-36-3 butan-1-ol 
• 54971-26-5 2-bromohexanoyl bromide 
• 1357303-90-2 3-(2-bromohexanoyloxy)-4-nitrobenzoic acid 
• 534-59-8 n-butylmalonic acid 
• 176852-33-8 bromo(n-butyl)malonic acid 

Downstream Products

• 100249-59-0 2-Ethoxy-hexansaeure-(1) 
• 616-06-8 2-amino-hexanoic acid 
• 42768-46-7 2-bromohexanoyl chloride 
• 5711-45-5 2-Hydrazino-hexansaeure 
• 628-05-7 1-nitropentane 
• 39978-46-6 DL-norleucine ethyl ester 
• 3805-18-3 2-amino-5-butyl-thiazol-4-one 
• 100610-41-1 2-Benzaminooxy-hexansaeure-⁽¹⁾ 
• 109690-15-5 2-chloro-benzaldehyde (5-butyl-4-oxo-thiazolidin-2-ylidene)-hydrazone 
• 108170-28-1 4-methoxy-benzaldehyde (5-butyl-4-oxo-thiazolidin-2-ylidene)-hydrazone 
• 100719-80-0 benzaldehyde (5-butyl-4-oxo-thiazolidin-2-ylidene)-hydrazone 
• 109689-47-6 4-chloro-benzaldehyde (5-butyl-4-oxo-thiazolidin-2-ylidene)-hydrazone 
• 107518-07-0 5-butyl-2-(3-methyl-anilino)-thiazol-4-one 
• 107516-25-6 5-butyl-2-(4-methyl-anilino)-thiazol-4-one 

Relevant articles and documents

Enoate reductase-mediated preparation of methyl (S)-2-bromobutanoate, a useful key intermediate for the synthesis of chiral active pharmaceutical ingredients

Enoate reductases belonging to the Old Yellow Enzyme (OYE) family were employed to develop a biocatalysed approach to methyl (S)-2-bromobutanoate, a key intermediate for the introduction of a particular stereogenic unit into the molecular skeleton of a certain class of chiral drugs. Methyl (Z)-2-bromocrotonate afforded, respectively, (S)-2-bromobutanoic acid (ee = 97%) and methyl (S)-2-bromobutanoate (ee = 97%) by baker's yeast fermentation and by OYE1-3 biotransformations. The bioreductions of other methyl 2-haloalkenoates were also considered. It was observed that the (Z)- and (E)-diastereoisomers of α-bromo unsaturated esters afforded the same enantiomer of the corresponding reduced product.

Superparamagnetic nanoparticle-supported enzymatic resolution of racemic carboxylates

Candida rugosa lipase immobilized on maghemite nanoparticles demonstrated high stereoselectivity in kinetic resolution of racemic carboxylates and improved long-term stability over its parent free enzyme, allowing the supported enzyme to be repeatedly used for a series of chiral resolution reactions. The Royal Society of Chemistry 2005.

Design and synthesis of potent thiol-based inhibitors of endothelin converting enzyme-1

Through directed screening of compounds prepared as metalloprotease inhibitors a compound, CGS 30084, that had potent endothelin converting enzyme-1 (ECE-1) in vitro inhibitory activity (IC50=77nM) was identified. Herein we report the synthesis and optimization of ECE-1 inhibitory activity of additional analogues from this lead. Compound 3c, the thioacetate methyl ester derivative of compound 4c, was found to be a long acting inhibitor of ECE-1 activity in rats after oral administration. (C) 2000 Elsevier Science Ltd.