771-15-3

Basic information

• Product Name: 2-BROMO-NAPHTHALEN-1-OL
• Synonyms: 2-BROMO-NAPHTHALEN-1-OL;2-Bromo-1-naphthalenol;2-BROMO-1-NAPHTOL;2-Bromo-1-hydroxynaphthalene;2-BroMonaphthol
• CAS NO: 771-15-3
• Molecular Formula: C₁₀H₇BrO
• Molecular Weight: 223.06598
• Mol File: 771-15-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 44-46℃
• Boiling Point: 313.731 °C at 760 mmHg
• Flash Point: 143.539 °C
• Appearance: Off-white/Powder
• Density: 1.614
• Vapor Pressure: 0.000264mmHg at 25°C
• Refractive Index: 1.704
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 7.25±0.50(Predicted)
• CAS DataBase Reference: 2-BROMO-NAPHTHALEN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-NAPHTHALEN-1-OL(771-15-3)
• EPA Substance Registry System: 2-BROMO-NAPHTHALEN-1-OL(771-15-3)

Safety Data

• Hazardous Substances Data: 771-15-3(Hazardous Substances Data)

Usage

General Description

2-Bromo-naphthalen-1-ol is a chemical compound with the molecular formula C10H7BrO. It is a white crystalline solid with a molecular weight of 223.07 g/mol. 2-BROMO-NAPHTHALEN-1-OL is commonly used in organic synthesis as a building block for the preparation of various specialty chemicals and pharmaceuticals. It is also used as a reagent for the synthesis of biologically active molecules. Additionally, 2-bromo-naphthalen-1-ol has been studied for its potential use in medicinal chemistry and as an intermediate in the production of agrochemicals. This chemical is known for its aromatic and hydroxyl functional groups, which make it suitable for a wide range of chemical reactions and applications in the fields of pharmaceuticals and agrochemicals.

InChI:InChI=1/C10H7BrO/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6,12H

Upstream product

• 507-19-7 t-butyl bromide 
• 90-15-3 α-naphthol 
• 580-13-2 2-bromonaphthalene 
• 51114-70-6 2,2-dibromo-1,2,3,4-tetrahydronaphthalen-1-one 

Downstream Products

• 311319-76-3 1-Hydroxy-3-(phenylmethyl)naphthalene-2-carbonitrile 
• 917029-07-3 methyl (S(P))-(1-hydroxy-2-naphthyl)(phenyl)phosphinite-P-borane 
• 1155311-67-3 methyl (S(P))-(1-methoxy-2-naphthyl)(phenyl)phosphinite-P-borane 
• 917029-12-0 (R(P))-(1-hydroxy-2-naphthyl)(methyl)(phenyl)phosphine-P-borane 
• 917029-16-4 (R(P),R(P))-1,2-bis[(1-hydroxy-2-naphthyl)(phenyl)phosphino-P-borane]ethane 
• 252670-79-4 (1-methoxynaphthalen-2-yl)boronic acid 
• 604-60-4 2,2'-binaphthol 
• 1158430-75-1 C₂₂H₁₉BBrOP 

Relevant articles and documents

Substituent-induced regioselective hydroxylation of the aromatic C-H bond on naphthalene with metachloroperbenzoic acid catalyzed by F20TPPMnCl

The regioselective hydroxylation of the aromatic C-H bond on a series of naphthalenes with different β-substituent R (R = H, Me, Et, i-Pr, OMe, COOH, Br, etc.) was studied, and the substituent effect on the regioselectivity was investigated. The electron-donating substituent afforded the aromatic C-H bond hydroxylation at the 1α position with more than 80% selectivity, while the electron-withdrawing substituent afforded the aromatic C-H bond hydroxylation at the 4α position with more than 60% selectivity of β-substituted naphthalene hydroxylated with metachloroperbenzoic acid catalyzed by tetrakis(pentafluorophenyl)porphyrin manganese(III) chloride. The research showed that the steric and electronic effects of the substituent appeared to play a significant role in determining the regioselectivity, and the electronic effect was of more importance than the steric effect of the substituent in the current situation. The studies may provide additional proofs for the stepwise mechanism of the aromatic C-H bond hydroxylation through a cationic intermediate. Copyright

Regiospecific oxyhalogenation of aromatics over SBA-15-supported nanoparticle group IV-VI metal oxides

TiOx, VOx, MoOx and WOx supported on SBA-15 exhibit efficient catalytic activity for oxyhalogenation of aromatics with the H2O2-halide ion system. Unlike the hitherto known solid catalysts, these reusable catalysts yield the para-halogenated product with 100% selectivity at 298 K and moderate acidic pH (3-5). The catalytic activity was enhanced by five orders of magnitude when supported on SBA-15. Springer Science+Business Media, LLC 2010.

PHOTOCHEMISTRY OF α-HALOCYCLOALKANONES AND α,α-DIHALOCYCLOALKANONES. IONIC AND RADICAL PHOTOCHEMICAL CARBON-HALOGEN BOND CLEAVAGE

The nature of the photochemical carbon-halogen bond cleavage in α-halo cycloalkanones depends on the halogen atom bonded and on the ring size of the cycloalkanone.In the 2-halo-1-indanone series the amount of radical products increased from iodine to chlorine, while in the case of 2-halo-3,4-dihydro-1(2H)-naphthalenone 43percent for iodo, 32percent for bromo, and 53percent for the chloro derivative were found.On the other hand, photochemical carbon-chlorine bond cleavage in 2,2-dichloro-1-indanone led to only radical products, while the formation of both radical and ionic products inthe ratio 1:1 was observed in the case of 2,2-dibromo-1-indanone.In the 2,2-dihalo-3,4-dihydro-1(2H)-naphthalenone series, the ratio of the radical to ionic products formed strongly depended on the halogen atom bonded: preferential formation of the radical product in the case of the chloro derivative (92percent) in contrast to 94percent of the ionic products in the case of the bromoderivative, was observed.