Methyl 5-bromo-1-naphthoate

Base Information

• Chemical Name: Methyl 5-bromo-1-naphthoate
• CAS No.: 59866-97-6
• Molecular Formula: C₁₂H₉BrO₂
• Molecular Weight: 265.106
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID50404236
• Nikkaji Number: J2.222.455G
• Wikidata: Q82208310
• Mol file: 59866-97-6.mol

Synonyms:methyl 5-bromo-1-naphthoate;59866-97-6;methyl 5-bromonaphthalene-1-carboxylate;5-BROMO-NAPHTHALENE-1-CARBOXYLIC ACID METHYL ESTER;MFCD01464146;1-Naphthalenecarboxylic acid, 5-bromo-, methyl ester;methyl5-bromo-1-naphthoate;methyl 5-bromo-1-naphthate;Methyl 5-bromo-1-napthoate;SCHEMBL2646933;DTXSID50404236;MGAHYBCONLQGDK-UHFFFAOYSA-N;AB9648;Methyl 5-Bromo-1-naphthylcarboxylate;AKOS000114335;PB32240;BS-29239;SY018547;BB 0243877;CS-0054856;FT-0724283;5-Bromo-naphthalene-1-carboxylic acid methyl ester

Chemical Property of Methyl 5-bromo-1-naphthoate

Chemical Property:

• Boiling Point: 268-274 °C(Press: 215 Torr)
• PSA: 26.30000
• Density: 1.492±0.06 g/cm3(Predicted)
• LogP: 3.38890
• 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:

≥95% ^*data from raw suppliers

Methyl5-Bromo-1-naphthoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC2=C1C=CC=C2Br

Technology Process of Methyl 5-bromo-1-naphthoate

There total 9 articles about Methyl 5-bromo-1-naphthoate 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: 96.0%

methanol (67-56-1) + 5-bromo-1-naphthalenecarboxylic acid (16726-67-3) → 5-bromo-1-naphthoic acid methyl ester (59866-97-6)

Guidance literature:

With sulfuric acid; at 60 ℃; for 18h; Inert atmosphere;

DOI:10.1002/chem.201804735

Reference yield:

methanol (67-56-1) + 4-bromo-1,8-naphthalenedicarboxylic anhydride (81-86-7) → 4-bromo-naphthalene-1-carboxylic acid methyl ester (35615-97-5) + 5-bromo-1-naphthoic acid methyl ester (59866-97-6)

Guidance literature:

Multistep reaction. Title compound not separated from byproducts;

DOI:10.1016/j.tet.2005.12.064

Reference yield:

5-bromo-1-naphthalenecarboxylic acid (16726-67-3) → 5-bromo-1-naphthoic acid methyl ester (59866-97-6)

Guidance literature:

upstream raw materials:

5-bromo-1-naphthalenecarboxylic acid

dimethyl sulfate

methanol

5-bromo-1-naphthoyl chloride

Downstream raw materials:

(+/-)-1.5-Dicarboxymethylacenaphthen

methyl 5-cyano-1-naphthylcarboxylate

5-methyl-1-naphthoic acid

1-bromo-5-methylnaphthalene

Refernces

• 1、 Peez, Theodor,Luy, Jan-Niclas,Harms, Klaus,Tonner, Ralf,Koert, Ulrich. "From Acenaphthenes to (+)-Delavatine A: Visible-Light-Induced Ring Closure of Methyl (α-Naphthyl) Acrylates". supporting information. p. 17686 - 17690. Retrieved 2018/11/10.
• 2、 Moseley, Jonathan D.,Gilday, John P.. "The mercury-mediated decarboxylation (Pesci reaction) of naphthoic anhydrides investigated by microwave synthesis". . p. 4690 - 4697. Retrieved 2007/10/03.