4224-70-8

Basic information

• Product Name: 6-Bromohexanoic acid
• Synonyms: ω-BroMohexanoic Αcid;6 - broMine caproic acid;6-bromo-hexanoicaci;6-Bromo-n-caproic acid;6-BROMO-N-HEXANOIC ACID;6-BROMOCAPROIC ACID;6-BROMOHEXANOIC ACID;AKOS BB/0098
• CAS NO: 4224-70-8
• Molecular Formula: C₆H₁₁BrO₂
• Molecular Weight: 195.05
• EINECS: 224-176-5
• Product Categories: C6;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;Organic acids;Acids & Esters;Bromine Compounds;omega-Bromocarboxylic Acids;omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;Aliphatics;Miscellaneous Reagents;Building Blocks
• Mol File: 4224-70-8.mol
• Article Data: 23

Chemical Properties

• Melting Point: 32-34 °C(lit.)
• Boiling Point: 165-170 °C20 mm Hg(lit.)
• Flash Point: 154 °F
• Appearance: White to light orange/Low Melting Crystals
• Density: 1.3996 (rough estimate)
• Vapor Pressure: 0.00109mmHg at 25°C
• Refractive Index: 1.4790 (estimate)
• Storage Temp.: 2-8°C
• Solubility: methanol: 0.1 g/mL, clear, colorless
• PKA: 4.72±0.10(Predicted)
• BRN: 1749740
• CAS DataBase Reference: 6-Bromohexanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Bromohexanoic acid(4224-70-8)
• EPA Substance Registry System: 6-Bromohexanoic acid(4224-70-8)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-28A
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• F: 8
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 4224-70-8(Hazardous Substances Data)

Usage

Organic Intermediate

6-bromohexanoic acid, also called 6-bromohexanoic acid or 6-bromo-hexanoic acid, is an organobromine compound comprising hexanoic acid having a bromo substituent at the 6-position. 6-Bromohexanoic acid is used in the preparation of N-acylsulfonamides, diarylthioethers and 2-lithio-1,3-dithian. It is widely used as an intermediate in organic synthesis. Here, we introduced a method for making this compound.

Chemical Properties

White to light orange low melting crystals

Uses

Different sources of media describe the Uses of 4224-70-8 differently. You can refer to the following data:
1. Employed in a direct preparation of N-acylsulfonamides on treatment with tosyl isocyanate (189278)1 and alkyl ketones from alkyl iodides and metallic strontium.2
2. 6-Bromohexanoic acid is used in the preparation of N-acylsulfonamides, diarylthioethers and 2-lithio-1,3-dithian. It is widely used as an intermediate in organic synthesis.
3. 6-Bromohexanoic acid was used in the preparation of N-acylsulfonamides on treatment with tosyl isocyanate (189278) and alkyl ketones from alkyl iodides and metallic strontium. It was also used in the synthesis of anionic mitomycin C-dextran conjugate (MMC-D), 2-lithio-1,3-dithian and diaryl thioethers.

Definition

ChEBI: An organobromine compound comprising hexanoic acid having a bromo substituent at the 6-position.

InChI:InChI=1/C6H11BrO2/c7-5-3-1-2-4-6(8)9/h1-5H2,(H,8,9)/p-1

Upstream product

• 111-24-0 1,5-dibromo-pentane 
• 143-33-9 sodium cyanide 
• 34957-71-6 6-acetoxy-hexanenitrile 
• 502-44-3 hexahydro-2H-oxepin-2-one 
• 105-60-2 caprolactam 
• 6621-59-6 6-bromo-1-hexanenitrile 
• 629-11-8 1,6-hexanediol 
• 2408-01-7 1-hydroperoxycyclohexanol 
• 1577-22-6 5-hexenoic acid 
• 10035-10-6 hydrogen bromide 
• 512-85-6 ascaridole 
• 110-54-3 hexane 
• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 4286-55-9 1-bromo-6-hexanol 

Downstream Products

• 25542-62-5 6-bromo-hexanoic acid ethyl ester 
• 407-48-7 6-bromo-hexanoic acid-(2-fluoro-ethyl ester) 
• 26825-90-1 14-bromotetradecanoic acid methyl ester 
• 106-79-6 dimethyl sebacate 
• 1472-93-1 dimethyl 1,18-octadecanedioate 
• 4101-68-2 1,10-dibromodecane 
• 10297-09-3 oct-7-ynoic acid 
• 4286-55-9 1-bromo-6-hexanol 
• 22809-37-6 6-bromohexanoyl chloride 
• 50889-29-7 (5-carboxypentyl)triphenylphosphonium bromide 
• 43169-91-1 6-(benzylseleno)hexanoic acid 
• 140683-98-3 6-(4-O-diethylstilbestyryl)hexanoic acid 
• 80441-55-0 6-(S-tritylmercapto)hexanoic acid 
• 106541-94-0 (Z)-9-hydroxy-7-nonenoic acid 

Relevant articles and documents

Synthesis of polysiloxane-based quaternized imidazolium salts with a hydroxy group at the end of alkyl groups

A series of polysiloxane derivatives having quaternized imidazolium moieties with hydroxyalkyl groups ([HPImnOH]Xs) (where n is the number of methylene group and X is counter anion) were prepared by quaternization of poly(3-chloropropylmethylsiloxane) (P1) using 1-(ω-hydroxyalkyl)imidazole derivatives (ImnOHs) and anion-exchange reaction using lithium bis(trifluoromethanesulfonyl)imide. Polysiloxane-based quaternized imidazolium salts having hydroxyalkyl groups with chloride anion ([HPImnOH]Cls) were obtained with high quaternization ratio of approximately 100 mol%. The glass transition temperatures (Tgs) of [HPImnOH]Xs were reduced by introducing a hydroxy group at the end of alkyl groups; however, no significant reduction in Tgs was observed by anion exchange from chloride anion to bis(trifluoromethanesulfonyl)imide one (Tf2N-).

Design, synthesis and antimycobacterial activities of 1-methyl-2-alkenyl- 4(1H)-quinolones

A series of 23 new 1-methyl-2-alkenyl-4(1H)quinolones have been synthesized and evaluated in vitro for their antimycobacterial activities against fast growing species of mycobacteria, such as Mycobacterium fortuitum, M. smegmatis and M. phlei. The compounds displayed good to excellent inhibition of the growth of the mycobacterial test strains with improved antimycobacterial activity compared to the hit compound, evocarpine. The most active compounds, which possessed chain length of 11-13 carbons at position-2 displayed potent inhibitory effects with an MIC value of 1.0 mg/L. In a human diploid embryonic lung cell line, MRC-5 cytotoxicity assay, the alkaloids showed weak to moderate cytotoxic activity. Biological evaluation of these evocarpine analogues on the less pathogenic fast growing strains of mycobacteria showed an interesting antimycobacterial profile and provided significant insight into the structure-activity relationships.