ChemicalBook Product Catalog Chemical Reagents Organic reagents fatty acid 6-Bromohexanoic acid

6-Bromohexanoic acid

6-Bromohexanoic acid Basic information
Organic Intermediate
Product Name:6-Bromohexanoic acid
Synonyms:6 - broMine caproic acid;6-BroMhexine acid;6-BroMhexanoic acid;ω-BroMohexanoic Αcid;6-BroMohexanoic acid, 98% 25GR;6-bromo-hexanoicaci;6-Bromo-n-caproic acid;6-BROMO-N-HEXANOIC ACID
CAS:4224-70-8
MF:C6H11BrO2
MW:195.05
EINECS:224-176-5
Product Categories:C6;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;Aliphatics;Miscellaneous Reagents;Building Blocks;Organic acids;Acids & Esters;Bromine Compounds;omega-Bromocarboxylic Acids
Mol File:4224-70-8.mol
6-Bromohexanoic acid Structure
6-Bromohexanoic acid Chemical Properties
Melting point 32-34 °C (lit.)
Boiling point 165-170 °C/20 mmHg (lit.)
density 1.3996 (rough estimate)
refractive index 1.4790 (estimate)
Fp 154 °F
storage temp. Inert atmosphere,2-8°C
solubility methanol: 0.1 g/mL, clear, colorless
pka4.72±0.10(Predicted)
form Low Melting Crystals
color White to light orange
BRN 1749740
InChIKeyNVRVNSHHLPQGCU-UHFFFAOYSA-N
LogP1.700 (est)
CAS DataBase Reference4224-70-8(CAS DataBase Reference)
NIST Chemistry ReferenceHexanoic acid, 6-bromo-(4224-70-8)
EPA Substance Registry SystemHexanoic acid, 6-bromo- (4224-70-8)
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 26-36/37/39-45-28A
RIDADR UN 3261 8/PG 2
WGK Germany 3
F 8
Hazard Note Corrosive/Harmful
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29159080
MSDS Information
ProviderLanguage
6-Bromocaproic acid English
SigmaAldrich English
ACROS English
ALFA English
6-Bromohexanoic acid Usage And Synthesis
Organic Intermediate6-bromohexanoic acid(CAS:4224-70-8), 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 PropertiesWhite to light orange low melting crystals
Uses6-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.
Uses6-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.
UsesEmployed in a direct preparation of N-acylsulfonamides on treatment with tosyl isocyanate (189278)1 and alkyl ketones from alkyl iodides and metallic strontium.2
Definition ChEBI: 6-bromohexanoic acid is an organobromine compound comprising hexanoic acid having a bromo substituent at the 6-position. It is functionally related to a hexanoic acid.
Synthesis Reference(s)Journal of the American Chemical Society, 72, p. 5137, 1950 DOI: 10.1021/ja01167a091
SynthesisThe preparation method of the high purity 6-bromocaproic acid: the exsiccant bromize hydrogen gas is directly fed contain in the organic solvent of 6-caprolactone, exsiccant bromize hydrogen gas usage quantity is 6-caprolactone 1.0-2.0 doubly (mol ratio); Stir, ring-opening reaction takes place, temperature of reaction is 0 ℃ ~ 100 ℃, generates high purity 6-bromocaproic acid.
6-Bromohexanoic acid Preparation Products And Raw materials
Preparation Products5-CARBOXY-1-PENTANETHIOL-->Ethyl 6-bromohexanoate-->Tetradecanoic acid, 14-bromo-, methyl ester-->(5-Carboxypentyl)(triphenyl)phosphonium bromide-->6-carboxyhexyl triphenylphosphonium bromide-->tert-Butyl 6-Hydroxyhexanoate-->6-Azido-hexanoic acid-->CIS-9,10-METHYLENEOCTADECANOIC ACID-->6-BROMOHEXANENITRILE-->6-Bromohexanoyl chloride-->16-HYDROXYHEXADECANOIC ACID-->7-OCTYN-1-OL-->LIGNOCERIC ACID METHYL ESTER-->1,10-Dibromodecane
DIETHYL (4-BROMOBUTYL)MALONATE 2-BROMO-2-(BROMOMETHYL)-3,3-DIMETHYLBICYCLO[2.2.1]HEPTANE-1-CARBOXYLIC ACID Α-BROMO-N-CAPROIC ACID AKOS BBS-00001948 2-BROMO-4,7,7-TRIMETHYL-3-OXOBICYCLO[2.2.1]HEPTANE-1-CARBOXYLIC ACID Diethyl 2,6-dibromoheptanedioate 6-BROMO-6-HEPTENOIC ACID AKOS BBS-00001960 3-BROMO-5-METHYLADAMANTANE-1-CARBOXYLIC ACID 6-BROMOHEXANOIC ACID, [1-14C]- 5,6-DIBROMO-4-METHYLHEXAHYDRO-4,7-EPOXY-2-BENZOFURAN-1,3-DIONE 3-(2-BROMOETHYL)-1-ADAMANTANECARBOXYLIC ACID 2,6-DIBROMOHEXANOIC ACID 1-BROMOSPIRO(PENTACYCLO[4.3.0.0(2,5).0(3,8).0(4,7)]NONANE-9,2'-[1,3]-DIOXOLANE)-4-CARBOXYLIC ACID Hexyl hexanoate BROMO YOHIMBINE HBR METHYL 2-BROMO-2-[3-(1-BROMO-2-METHOXY-2-OXOETHYL)-1-ADAMANTYL]ACETATE Allyl hexanoate
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