1-Bromo-3-hydroxynaphthalene

Base Information

• Chemical Name: 1-Bromo-3-hydroxynaphthalene
• CAS No.: 5498-31-7
• Molecular Formula: C10H7BrO
• Molecular Weight: 223.069
• Hs Code.: 2908199090
• DSSTox Substance ID: DTXSID40477818
• Nikkaji Number: J1.074.214E
• Wikidata: Q82310745
• Mol file: 5498-31-7.mol

Synonyms:1-Bromo-3-hydroxynaphthalene;5498-31-7;4-bromonaphthalen-2-ol;4-Bromo-2-naphthol;4-Bromo-2-naphthalenol;MFCD01712260;2-Naphthalenol, 4-bromo-;4-Bromo-naphthalen-2-ol;4-bromonapthalen-2-ol;1-bromo-naphtalen-3-ol;1-bromo-naphtalene-3-ol;4-Brom-2-oxy-naphthalin;SCHEMBL1055937;DTXSID40477818;PQNQMYMGUXGWTG-UHFFFAOYSA-N;AMY20074;AKOS022506524;PB43035;AS-49862;SY029500;CS-0040518;FT-0740513;EN300-116055;N11764;10.14272/PQNQMYMGUXGWTG-UHFFFAOYSA-N.1;A903237;doi:10.14272/PQNQMYMGUXGWTG-UHFFFAOYSA-N.1

Chemical Property of 1-Bromo-3-hydroxynaphthalene

Chemical Property:

• Melting Point: 122 °C
• Boiling Point: 346.8±15.0 °C(Predicted)
• PKA: 8.76±0.40(Predicted)
• PSA: 20.23000
• Density: 1.614±0.06 g/cm3(Predicted)
• LogP: 3.30790
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 221.96803
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

4-Bromo-2-naphthalenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C=C2Br)O
• Uses: 4-Bromo-2-naphthalenol is used as a reactant in the preparation of pyrazoles as inhibitors of macrophage migration inhibitory factor.

Technology Process of 1-Bromo-3-hydroxynaphthalene

There total 18 articles about 1-Bromo-3-hydroxynaphthalene 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: 98.0%

4-bromo-1-diazonio-naphthalen-2-olate (33670-68-7) → 4-bromo-naphthalen-2-ol (5498-31-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 3h;

DOI:10.1002/cmdc.201800158

Reference yield: 78.0%

5-bromonaphtho[1,2-d][1,2,3]oxadiazole (172943-00-9) → 4-bromo-naphthalen-2-ol (5498-31-7)

Guidance literature:

5-bromonaphtho[1,2-d][1,2,3]oxadiazole; With sodium tetrahydroborate; ethanol; for 12h; Inert atmosphere;

With hydrogenchloride; In water; for 1h;

Reference yield: 75.0%

4-bromo-2-hydroxynaphthalene-1-diazonium salt (53846-22-3) → 4-bromo-naphthalen-2-ol (5498-31-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 - 10 ℃;

DOI:10.1021/acs.jmedchem.9b00632

upstream raw materials:

4-bromo-1-diazonio-naphthalen-2-olate

4-bromonaphthalene-2-amine

4-bromo-2-nitro-1-naphthylamine

4-bromo-2-nitronaphthalene

Downstream raw materials:

3-methoxy-1-naphthoic acid

1-cyano-3-methoxynaphthalene

Refernces

• 1、 -. "KRAS G12C INHIBITORS". Paragraph 0253; 0255; 0278; 0280. . Retrieved 2020/03/23.
• 2、 -. "Anthracene derivatives compounds and organic electroluminescent devices comprising the same". . . Retrieved 2020/07/28.