8-Bromo-2-naphthoic acid, methyl ester

Base Information

• Chemical Name: 8-Bromo-2-naphthoic acid, methyl ester
• CAS No.: 168901-54-0
• Molecular Formula: C₁₂H₉BrO₂
• Molecular Weight: 265.106
• DSSTox Substance ID: DTXSID801279989
• Nikkaji Number: J1.820.379K
• Mol file: 168901-54-0.mol

Synonyms:8-bromo-2-naphthoic acid, methyl ester;168901-54-0;methyl 8-bromonaphthalene-2-carboxylate;Methyl 8-bromo-2-naphthoate;SCHEMBL19657578;QJIIYARFYFKVQJ-UHFFFAOYSA-N;DTXSID801279989;Methyl 8-bromo-2-naphthalenecarboxylate

Chemical Property of 8-Bromo-2-naphthoic acid, methyl ester

Chemical Property:

• Boiling Point: 357.0±15.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.492±0.06 g/cm3(Predicted)
• LogP: 0.00000
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 263.97859
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

99% ，98% ^*data from raw suppliers

Methyl8-bromonaphthalene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=CC=C2Br)C=C1

Technology Process of 8-Bromo-2-naphthoic acid, methyl ester

There total 6 articles about 8-Bromo-2-naphthoic acid, methyl ester 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: 83.0%

8-amino-2-naphthoic acid, methyl ester → 8-bromo-2-naphthoic acid, methyl ester (168901-54-0)

Guidance literature:

With sodium nitrite; copper(I) bromide; In Concentrated HBr; concentrated H₂ SO₄; acetic acid;

Reference yield: 78.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + trifluoro-methanesulfonic acid 8-bromo-naphthalen-2-yl ester (489426-52-0) → 8-bromo-2-naphthoic acid, methyl ester (168901-54-0)

Guidance literature:

With palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)01655-6

Reference yield:

8-bromo-naphthalene-2-ol (7385-87-7) → 8-bromo-2-naphthoic acid, methyl ester (168901-54-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / 2,4,6-collidine / CH₂Cl₂

2: 78 percent / Et₃N; Pd(OAc)2; PPh₃ / dimethylformamide

With 2,4,6-trimethyl-pyridine; palladium diacetate; triethylamine; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)01655-6

upstream raw materials:

methanol

carbon monoxide

trifluoro-methanesulfonic acid 8-bromo-naphthalen-2-yl ester

8-bromo-naphthalene-2-ol

Downstream raw materials:

8-bromo-2-naphthoic acid