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

• 64-17-5 ethanol 
• 861334-95-4 1-bromo-1-(1-bromo-[2]naphthyloxy)-1H-naphthalen-2-one 
• 62-53-3 aniline 
• 70-11-1 α-bromoacetophenone 
• 135-19-3 β-naphthol 
• 90-11-9 1-Bromonaphthalene 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 
• 7726-95-6 bromine 
• 67-66-3 chloroform 
• 574-19-6 1-(2-hydroxy-1-naphthyl)ethan-1-one 
• 3401-47-6 1-bromo-2-methoxynaphthalene 
• 60930-64-5 bis-(2-acetoxy-[1]naphthyl)-sulfide 
• 100424-35-9 1,1′-selenobis(naphthalen-2-ol) 

Downstream Products

• 2283-08-1 2-hydroxy-1-naphthalenecarboxylic acid 
• 6471-46-1 1-(3-nitrophenylazo)-2-naphthol 
• 194-63-8 dinaphtho[2,1-b;1',2'-d]furan 
• 550-60-7 1-nitro-2-naphthol 
• 191-28-6 perixanthenoxanthene 
• 50389-70-3 1-bromo-2-ethoxynaphthalene 
• 93-18-5 2-ethoxynaphthalene 
• 135-19-3 β-naphthol 
• 602-09-5 1,1'-bi-2-naphthol 
• 93261-68-8 1-bromo-2-benzoyloxynaphthalene 
• 74634-44-9 trans-cinnamic acid-(1-bromo-[2]naphthyl ester) 
• 349475-99-6 (1-bromo-[2]naphthyloxy)-acetic acid amide 
• 38710-86-0 5-(1-Bromo-naphthalen-2-yloxy)-2-nitro-benzonitrile 
• 39489-53-7 1-(1-Bromo-naphthalen-2-yloxy)-3,3-dimethyl-butan-2-one 

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.

Bis-selenonium Cations as Bidentate Chalcogen Bond Donors in Catalysis

Lewis acids are frequently employed in catalysis but they often suffer from high moisture sensitivity. In many reactions, catalysts are deactivated because of the problem that strong Lewis acids also bond to the products. In this research, hydrolytically stable bidentate Lewis acid catalysts derived from selenonium dicationic centers have been developed. The bis-selenonium catalysts are employed in the activation of imine and carbonyl groups in various transformations with good yields and selectivity. Lewis acidity of the bis-selenonium salts was found to be stronger than that of the monoselenonium systems, attributed to the synergistic effect of the two cationic selenonium centers. In addition, the bis-selenonium catalysts are not inhibited by strong bases or moisture.

Electrochemical C-H Halogenations of Enaminones and Electron-Rich Arenes with Sodium Halide (NaX) as Halogen Source for the Synthesis of 3-Halochromones and Haloarenes

Without employing an external oxidant, the simple synthesis of 3-halochromones and various halogenated electron-rich arenes has been realized with electrode oxidation by employing the simplest sodium halide (NaX, X = Cl, Br, I) as halogen source. This electrochemical method is advantageous for the simple and mild room temperature operation, environmental friendliness as well as broad substrate scope in both C-H bond donor and halogen source components.