1-Chloro-2-naphthol

Base Information

• Chemical Name: 1-Chloro-2-naphthol
• CAS No.: 633-99-8
• Molecular Formula: C10H7ClO
• Molecular Weight: 178.618
• Hs Code.: 2908190090
• European Community (EC) Number: 211-200-4
• NSC Number: 37026
• UNII: 3CL4OW5YKB
• DSSTox Substance ID: DTXSID50212691
• Nikkaji Number: J95.407A
• Wikidata: Q27257035
• Mol file: 633-99-8.mol

Synonyms:1-Chloro-2-naphthol;633-99-8;1-chloronaphthalen-2-ol;2-Naphthalenol, 1-chloro-;1-Chloro-2-Naphthalenol;1-Chloro-2-hydroxynaphthalene;2-NAPHTHOL, 1-CHLORO-;1-Chloro-beta-naphthol;1-Chloro-.beta.-naphthol;EINECS 211-200-4;UNII-3CL4OW5YKB;NSC 37026;3CL4OW5YKB;BRN 1939233;AI3-32846;MFCD00997084;NSC-37026;4-06-00-04289 (Beilstein Handbook Reference);Chloro-2-naphthol;NSC37026;INDIUMFLUORIDE;1-chloronaphtalen-2-ol;1-chloro-naphthalen-2-ol;SCHEMBL459346;DTXSID50212691;BBL034800;STL428869;AKOS000369867;.ALPHA.-CHLORO-.BETA.-NAPHTHOL;LS-95419;PS-11606;SY055883;BB 0257605;C3175;CS-0116882;FT-0753076;A19005;EN300-333389;T71162;J-504502;Q27257035

Chemical Property of 1-Chloro-2-naphthol

Chemical Property:

• Vapor Pressure: 0.000424mmHg at 25°C
• Melting Point: 70℃
• Boiling Point: 307℃
• PKA: 7.28±0.50(Predicted)
• Flash Point: 139℃
• PSA: 20.23000
• Density: 1.333
• LogP: 3.19880
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 178.0185425
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

1-Chloronaphthalen-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=C2Cl)O

Technology Process of 1-Chloro-2-naphthol

There total 39 articles about 1-Chloro-2-naphthol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.6%

β-naphthol (135-19-3) → 1-chloro-2-naphthol (633-99-8)

Guidance literature:

With N-chloro-N-(benzenesulfonyl)benzenesulfonamide; In acetonitrile; at 20 - 25 ℃; for 0.333333h; Green chemistry;

DOI:10.1016/j.tetlet.2020.152689

Reference yield: 95.0%

β-naphthol (135-19-3) → 1-chloro-2-naphthol (633-99-8) + 1,1'-bi-2-naphthol (602-09-5)

Guidance literature:

With copper dichloride; at 50 - 55 ℃; for 0.583333h; Neat (no solvent);

Reference yield: 90.0%

α-naphthol (90-15-3) → 1-chloro-2-naphthol (633-99-8)

Guidance literature:

With N-chloro-succinimide; In various solvent(s); at 27 ℃; for 1h;

DOI:10.1002/adsc.200303229

upstream raw materials:

1-chloro-5,5-dimethylhydantoin

β-naphthol

1,3-dichloro-5,5-dimethylhydantoin

1-chloro-2-methoxynaphthalene

Downstream raw materials:

ethyl-(1-chloro-[2]naphthyl)-ether

para red

1-chloro-2-methoxynaphthalene

1-nitro-2-naphthol

Refernces

• 1、 Misal, Balu,Palav, Amey,Ganwir, Prerna,Chaturbhuj, Ganesh. "Activator free, expeditious and eco-friendly chlorination of activated arenes by N-chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI)". supporting information. . Retrieved 2021/01/04.
• 2、 Rogers, David A.,Bensalah, Adam T.,Espinosa, Alvaro Tomas,Hoerr, John L.,Refai, Fares H.,Pitzel, Amy K.,Alvarado, Juan J.,Lamar, Angus A.. "Amplification of Trichloroisocyanuric Acid (TCCA) Reactivity for Chlorination of Arenes and Heteroarenes via Catalytic Organic Dye Activation". supporting information. p. 4229 - 4233. Retrieved 2019/06/17.