1729-99-3

Basic information

• Product Name: 8-Bromo-1-naphthoic acid
• Synonyms: 8-BROMO-1-NAPHTHOIC ACID;8-BROMO-1-NAPHTHOIC ACID: TECH.;8-Bromonaphthalene-1-carboxylic acid;8-Bromonaphthalene-1-carboxylic acid, 8-Bromo-1-carboxynaphthalene;8-Bromo-1-naphthoicacid98%;1-Naphthalenecarboxylicacid, 8-bromo-
• CAS NO: 1729-99-3
• Molecular Formula: C₁₁H₇BrO₂
• Molecular Weight: 251.08
• EINECS: 217-045-9
• Mol File: 1729-99-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 162-164
• Boiling Point: 421.194 °C at 760 mmHg
• Flash Point: 208.531 °C
• Appearance: /
• Density: 1.649 g/cm³
• Vapor Pressure: 7.58E-08mmHg at 25°C
• Refractive Index: 1.697
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.02±0.10(Predicted)
• CAS DataBase Reference: 8-Bromo-1-naphthoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Bromo-1-naphthoic acid(1729-99-3)
• EPA Substance Registry System: 8-Bromo-1-naphthoic acid(1729-99-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25
• Hazardous Substances Data: 1729-99-3(Hazardous Substances Data)

Usage

General Description

8-Bromo-1-naphthoic acid is a chemical compound that falls under the category of organic compounds known for their binary compounds containing a bromine atom. This chemical compound is synthetic, and it's not regularly found in the typical biochemical environment. Generally used in laboratories for scientific research, it has a molecular weight of 275.117 g/mol. The 8-Bromo-1-naphthoic acid has a role as a synthetic reagent used in laboratory chemical reactions. Moreover, it's categorized under the Bromobenzenes chemical group. It potentially might have diverse applications in the chemical and pharmaceutical industries.

InChI:InChI=1/C11H7BrO2/c12-9-6-2-4-7-3-1-5-8(10(7)9)11(13)14/h1-6H,(H,13,14)

Upstream product

• 130-00-7 1,8-naphtholactam 
• 2216-13-9 8-nitro-1-naphthalenecarboxylic acid 
• 6314-27-8 O-(hydroxymercuri)-1-naphtoic acid anhydride 
• 518-05-8 Naphthalene-1,8-dicarboxylic acid 
• 38058-95-6 methyl 8-bromonaphthoate 

Downstream Products

• 19310-98-6 8-methyl-1-naphthoic acid 
• 1366068-07-6 JWH-425 
• 1366068-04-3 (8-bromonaphthalen-1-yl)(1-pentyl-1H-indol-3-yl)methanone 
• 14938-57-9 (8-Dimethylaminomethyl-naphthalen-1-yl)-diphenyl-methanol 
• 96773-95-4 1,8-bis(diphenylhydroxymethyl)naphthalene 
• 4044-55-7 1-bromo-8-(phenylethynyl)naphthalene 
• 19190-48-8 1-bromo-8-chloromethylnaphthalene 
• 4044-56-8 1-phenylacenaphthylene 
• 86456-73-7 2-(8-Bromo-naphthalen-1-ylmethyl)-benzoyl chloride 
• 86456-59-9 o-<(8-bromo-1-naphthyl)methyl>benzoic acid 
• 86456-61-3 o-<(8-bromo-1-naphthyl)methyl>acetophenone 
• 232-89-3 3H-benzindazole 
• 85865-01-6 8-methylthio-1-naphthaldehyde p-tosylhydrazone 
• 85864-83-1 8-bromo-1-naphthaldehyde p-tosylhydrazone 

Relevant articles and documents

Synthesis and pharmacology of 1-alkyl-3-(1-naphthoyl)indoles: Steric and electronic effects of 4- and 8-halogenated naphthoyl substituents

To develop SAR at both the cannabinoid CB1 and CB2 receptors for 3-(1-naphthoyl)indoles bearing moderately electron withdrawing substituents at C-4 of the naphthoyl moiety, 1-propyl and 1-pentyl-3-(4-fluoro, chloro, bromo and iodo-1-naphthoyl) derivatives were prepared. To study the steric and electronic effects of substituents at the 8-position of the naphthoyl group, the 3-(4-chloro, bromo and iodo-1-naphthoyl)indoles were also synthesized. The affinities of both groups of compounds for the CB1 and CB2 receptors were determined and several of them were evaluated in vivo in the mouse. The effects of these substituents on receptor affinities and in vivo activity are discussed and structure-activity relationships are presented. Although many of these compounds are selective for the CB2 receptor, only three JWH-423, 1-propyl-3-(4-iodo-1-naphthoyl)indole, JWH-422, 2-methyl-1-propyl-3-(4-iodo-1-naphthoyl)indole, the 2-methyl analog of JWH-423 and JWH-417, 1-pentyl-3-(8-iodo-1-naphthoyl)indole, possess the desirable combination of low CB1 affinity and good CB2 affinity.

Transmission of Polar Effects. Part 16. Ionisation of 8-Substituted 1-Naphthoic Acids and the Alkaline Hydrolysis of their Methyl Esters

Kirkwood-Westheimer calculations were carried out for the ionisation of three 8-substituted 1-naphthoic acids in 80percent (w/w) 2-methoxyethanol-water at 25 deg C.The reversed substituent polar effects are accounted for qualitatively and quantitatively for the 8-chloro and 8-bromo acids.For the 8-nitro acid the critical nature of the assumptions regarding the geometry is discussed.The rate coeeficients for the alkaline hydrolysis of six methyl 8-substituted 1-naphthoates have been determined in 70percent (v/v) dimethyl sulphoxide-water at 83.3 deg C.All 8-substituents show very large steric 'bulk' retardations and their significance is discussed.

Chemistry of 8-Substituted 1-Naphtylmethylenes and 2-Substituted Benzylidenes. A simple Entry to 1H-Cyclobutanaphthalenes

Study has been made of neighobing heteroatom interaction in thermolysis and photolysis of proximally substituted aryldiazomethanes.Thus, (8-bromo-1-naphthyl)diazomethane (1c) isomerize at 132 deg C to 9-bromo- (18a), 9-iodo- (18b), and 6,9-dichloro-3H-benzindazoles (18c).Indazoles 18a and 18b are reduced by lithium aluminum hydride to 3H-benzindazole (21), identical with that from decomposition of N-(1-methyl-2-naphthyl)-N-nitrosoacetamide (19). 1-Naphthyldiazomethane (1e) does not isomerize however to 21; in benzene at -78 deg c, 1e converts to trans-bis(1-naphthyl)ethylene (22b), 1-naphthalzine (26), and 7-(1-naphthyl)cycloheptatriene (24) wich rearranges to 1-(1-naphthyl)cycloheptatriene (25) whean heated.Irradiation of 1a in ethyl ether results in trans-bis(8-bromo-1-naphthyl)ethylene (22c) and 1-bromo-1Hcyclobutanaphthalene (4a), the first aryne bridged in its peri positions by a single carbon atom moiety.Aqueous silver nitrate converts 4a tp 1H-cyclobutanaphthyl nitrate (4b) and 1-naphthaldehyde (28), presumably by ring opening of 1-hydroxy-1H-cyclobutanaphhtalene (27).Reaction of 4a with magnesium and hydrolysis of the resulting Grignard reagent yield 1H-cyclobutanaphthalene (4d), a hydrocarbon acid wich udergoes deuterium exchange at C-1 considerably slower than to acenaphthene (29) and diphenylmethane (30).Thermolysis and photolysis of diazomethane (1d) to give 2-methyl-2H-naphthothiophene (33) are of note in that methylthio participation in 8-(methylthio)-1-naphthylidene (2d) and thia-Stevens rearrangement appear to be involved. (o-Iodophenyl)diazomethane (5a) thermolyzes to trans-bis(o-iodophenyl)ethylene and o-iodobenzalazine (36); products of reaction of the iodine moiety with the carbenic center in o-iodobenzylidene (6a) were not found.Thermolysis however of (o-(methylthio)phenyl)diazpmethane (5b) results in inrtamolecular C-H insertion to yield 4,5-dihydrothiophene (37) along with trans-bisethylene (38) and o-(methylthio)benzalazine(39).Intermolecular carbenic interception does occur in photolysis of 5b iin that 2-(2-ethoxy-1-propyl)thioanisole (40) is formed along with 398 and 39.The mechanisms of the various participation processes in the above substituted 1-naphthylidenes are discussed.