6-Chloro-2-naphthol

Base Information

• Chemical Name: 6-Chloro-2-naphthol
• CAS No.: 40604-49-7
• Molecular Formula: C10H7 Cl O
• Molecular Weight: 178.618
• Hs Code.: 2908199090
• European Community (EC) Number: 254-997-4
• NSC Number: 76587
• DSSTox Substance ID: DTXSID90193612
• Nikkaji Number: J294.714E
• Wikidata: Q72455583
• Mol file: 40604-49-7.mol

Synonyms:2-Chloro-6-naphthol;40604-49-7;6-chloronaphthalen-2-ol;6-Chloro-2-naphthol;6-Chloro-2-naphthalenol;EINECS 254-997-4;NSC 76587;2-Chloro-6-hydroxynaphthalene;2-Naphthalenol, 6-chloro-;6-chloro 2-naphthol;SCHEMBL6356758;DTXSID90193612;AMY10886;NSC76587;NSC-76587;AKOS004904705;AC-22828;CS-16716;CS-0102646;FT-0722538;A26291;N12660;J-508978

Chemical Property of 6-Chloro-2-naphthol

Chemical Property:

• Vapor Pressure: 7.84E-05mmHg at 25°C
• Melting Point: 116.5℃
• Refractive Index: 1.4575 (estimate)
• Boiling Point: 331.9°Cat760mmHg
• PKA: 9.31±0.40(Predicted)
• Flash Point: 154.5°C
• PSA: 20.23000
• Density: 1.333g/cm³
• LogP: 3.19880
• XLogP3: 3.8
• 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

2-Chloro-6-naphthol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2)Cl)C=C1O
• Uses: 2-Chloro-6-naphthol is a useful building block and can be synthesized using ene reductase enzymes for the aromatisation of tetralones and cyclohexanones.

Technology Process of 6-Chloro-2-naphthol

There total 22 articles about 6-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: 92.0%

2-chloro-6-(methoxymethoxy)naphthalene → 6-chloronaphthalen-2-ol (40604-49-7)

Guidance literature:

With hydrogenchloride; In methanol; at 50 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b02094

Reference yield:

→ 2,6-dichloronaphthalene (2065-70-5) + 6-chloronaphthalen-2-ol (40604-49-7)

Guidance literature:

With phosphorus pentachloride; at 165 ℃; Destillation des Reaktionsprodukts mit Wasserdampf;

Reference yield:

6-chloro-2-naphthyl acetate (105836-63-3) → acetamide (60-35-5) + 6-chloronaphthalen-2-ol (40604-49-7)

Guidance literature:

With ammonium hydroxide; potassium chloride; ammonium chloride; In 1,4-dioxane; at 20 ℃; Rate constant; Kinetics; Thermodynamic data; also alkaline hydrolysis; var. temp.; ΔH(excit.), ΔS(excit.), ΔG(excit.);

upstream raw materials:

1,6-dichloro-[2]naphthol

7-chloro-3-hydroxy-naphthalene-1-sulfonic acid

2-naphthol-6-sulfonic acid

2,6-dichloronaphthalene

Downstream raw materials:

4-chlorophthalic acid

4-chlorophthalic anhydride

6-chloronaphthalen-2-amine

Refernces

• 1、 Wang, Pingyuan,Luchowska-Stańska, Urszula,Van Basten, Boy,Chen, Haiying,Liu, Zhiqing,Wiejak, Jolanta,Whelan, Padraic,Morgan, David,Lochhead, Emma,Barker, Graeme,Rehmann, Holger,Yarwood, Stephen J.,Zhou, Jia. "Synthesis and Biochemical Evaluation of Noncyclic Nucleotide Exchange Proteins Directly Activated by cAMP 1 (EPAC1) Regulators". . p. 5159 - 5184. Retrieved 2020/06/03.
• 2、 -. "GLYCOLATE OXIDASE INHIBITORS FOR THE TREATMENT OF DISEASE". Paragraph 00530; 00531; 00534; 00891; 00892; 00897. . Retrieved 2019/07/17.