573-97-7

Basic information

• Product Name: 1-Bromo-2-naphthol
• Synonyms: 1-brom-2-naphthol;1-bromo-2-naphthaleno;1-bromo-2-naphthalenol;1-bromo-2-naphtho;disthemin;wormin;AKOS BBB/376;1-BROMO-2-NAPHTHOL
• CAS NO: 573-97-7
• Molecular Formula: C₁₀H₇BrO
• Molecular Weight: 223.07
• EINECS: 209-363-1
• Product Categories: API intermediates;Organic Building Blocks;Oxygen Compounds;Phenols;Building Blocks;C9 to C20+;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 573-97-7.mol
• Article Data: 114

Chemical Properties

• Melting Point: 78-81 °C(lit.)
• Boiling Point: 130°C
• Flash Point: 143.539 °C
• Appearance: Off-white to beige or brown-purple/Crystalline Powder
• Density: 1.4412 (rough estimate)
• Vapor Pressure: 0.000264mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: 7.28±0.50(Predicted)
• BRN: 2044001
• CAS DataBase Reference: 1-Bromo-2-naphthol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Bromo-2-naphthol(573-97-7)
• EPA Substance Registry System: 1-Bromo-2-naphthol(573-97-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: QL3361000
• HazardClass: IRRITANT
• Hazardous Substances Data: 573-97-7(Hazardous Substances Data)

Usage

Chemical Properties

off-white to beige or brown-purple cryst. powder

Purification Methods

Distil the naphthol at pKEst 10mm then recrystallise it from *C6H6/pet ether (b 30-60o) m 80-81o. The benzoyl derivative has m 98.5-99.5o (from MeOH). [Hazlet J Am Cherm Soc 62 2156 1940, Beilstein 6 H 650, 6 II 604, 6 III 2994.]

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

Upstream product

• 60-29-7 diethyl ether 
• 22024-99-3 2-nitrobenzenesulfenyl bromide 
• 135-19-3 β-naphthol 
• 600-31-7 2-bromomalonic acid 
• 3401-47-6 1-bromo-2-methoxynaphthalene 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 
• 7726-95-6 bromine 
• 70-11-1 α-bromoacetophenone 
• 128-08-5 N-Bromosuccinimide 
• 40473-53-8 2-Hydroxy-1-(α-hydroxybenzyl)naphthalene 
• 110349-85-4 1-(1-Hydroxy-pentyl)-naphthalen-2-ol 
• 88252-75-9 1-(1-Hydroxy-3-methyl-but-2-enyl)-naphthalen-2-ol 
• 110349-84-3 1-(Cyclohexyl-hydroxy-methyl)-naphthalen-2-ol 

Downstream Products

• 6410-10-2 para red 
• 602-09-5 1,1'-bi-2-naphthol 
• 174645-33-1 [(1S,2R)-3-Benzyloxy-1-benzyloxymethyl-2-(1-bromo-naphthalen-2-yloxy)-propoxy]-tert-butyl-dimethyl-silane 
• 174645-28-4 C₃₈H₃₂Br₂O₄ 
• 135-19-3 β-naphthol 
• 93-18-5 2-ethoxynaphthalene 
• 42768-98-9 1-bromo-2-naphthyl p-toluenesulfonate 
• 1130-80-9 2-methoxy-1-methylnaphthalene 
• 17295-03-3 1-ethyl-2-methoxynaphthalene 
• 219834-96-5 2-(phenylmethoxy)-1-naphthalene boronic acid 
• 219834-92-1 1-(1-methyl(2-pyrrolino[2,3-d]pyridin-7-yl))-2-(phenylmethoxy)naphthalene 
• 719304-50-4 [3-(2-benzyloxynaphthalen-1-yl)pyridin-4-yl]dimethylamine 
• 15231-91-1 6-bromo-naphthalen-2-ol 
• 2065-70-5 2,6-dichloronaphthalene 

Relevant articles and documents

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Facile synthesis of 1-(arylimino)naphthalen-2(1H)-ones from anilines and 2-naphthols promoted by NaBr/K2S2O8/CAN

An efficient method has been developed for the synthesis of 1-(arylimino)naphthalen-2(1H)-ones through the cascade reaction of anilines and 2-naphthols promoted by NaBr/K2S2O8/Ce(NH4)2(NO3)6. Using this protocol, a series of 1-(arylimino)naphthalen-2(1H)-ones was obtained in good to excellent yields (17 examples, 70–92% yields). The reactions may proceed through the following steps: bromination of 2-naphthols by in-situ-generated bromine from NaBr and K2S2O8 to afford 1-bromonaphthalen-2-ols, coupling of 1-bromonaphthalen-2-ols with anilines to afford the corresponding amines, and subsequent oxidation of the amines into the products by Ce(NH4)2(NO3)6. These newly obtained α-imine ketones have great potentials for synthesis of special optical materials bearing naphthalene moiety.

Transition-metal- and phosphorus-free electrophilic trifluoromethylthiolation of indoles with sodium trifluoromethanesulfinates in ionic liquids

An acid-promoted protocol has been developed to achieve the transition-metal- and phosphorus-free electrophilic trifluoromethylthiolation of indoles using sodium trifluoromethanesulfinates in an imidazolium-based ionic liquid ([Hmim]Br). [Hmim]Br not only acts as a recyclable solvent, but also as the reductant in this transformation. The advantages of this chemistry include simple operation, use of a recyclable solvent, avoidance of transition-metal and phosphorus, and gram-scale synthesis.

Bromination of phenyl ether and other aromatics with bromoisobutyrate and dimethyl sulfoxide

Bromoisobutyrate has been used for the first time as a general brominating source for the direct bromination of a diverse of simple phenyl ethers. Aromatic ethers bearing various substituents could be compatible in this reaction system delivering brominated arenes in moderate to good yields. The reaction system can also be expanded to bromination of phenols and unactivated arene. This process can be regarded as an alternative for the well-established bromination systems for bromoarene synthesis.