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 
• 51114-70-6 2,2-dibromo-1,2,3,4-tetrahydronaphthalen-1-one 
• 580-13-2 2-bromonaphthalene 

Downstream Products

• 62012-54-8 2-bromo-1-methoxynaphthalene 
• 76939-81-6 1-(benzyloxy)-2-bromonaphthalene 
• 311319-76-3 1-Hydroxy-3-(phenylmethyl)naphthalene-2-carbonitrile 
• 848780-28-9 1-allyloxy-2-bromo-naphthalene 
• 19938-27-3 2-Methoxy-6-(1-methoxy-2-naphthoyl)-benzoesaeure 
• 19938-26-2 3-Methoxy-2-(1-methoxy-2-naphthoyl)-benzoesaeure 
• 1158430-75-1 C₂₂H₁₉BBrOP 
• 1178529-60-6 C₁₇H₁₃BrO₃S 
• 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 
• 1341128-21-9 1,2-bis(2-methoxyphenyl)naphthalene 
• 1341128-22-0 C₃₀H₃₂ 

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.

THE INTERMEDIATES IN THE INTERACTION OF PHENOLS WITH N-BROMOSUCCINIMIDE

Phenols react with N-bromosuccinimide to generate 2-bromocyclohexadienone-type intermediates that enolize to 2-bromophenols thermally or photolytically with a wide range of rate constants depending on the parent phenol.A trace amount of acids not only accelerates the rates of the formation and decomposition of the 2-bromodienones, it also promotes the rearrangement of the 2-bromodienones to cross-conjugated 4-bromocyclohexadienones.The enolization of these last compounds affords 4-bromophenols.The occurrence of autocatalysis in dienone decompositions arising from more acidic bromophenols is also established.The reaction is assumed to occur by a bromophilic attack of phenols on the N-Br bond to form unstable hypobromites that rapidly rearrange to the 2-bromocyclohexadienone intermediates.The quantum yield of the photodecomposition of 2-bromo-(2H)-naphthalene-1-one in the vicinity of 365 nm was determined to be unity.