Methyl 6-bromo-2-naphthoate

Base Information

• Chemical Name: Methyl 6-bromo-2-naphthoate
• CAS No.: 33626-98-1
• Molecular Formula: C12H9BrO2
• Molecular Weight: 265.106
• Hs Code.: 29163990
• European Community (EC) Number: 608-896-0
• UNII: 47YX2K4GR3
• DSSTox Substance ID: DTXSID50357551
• Nikkaji Number: J274.472D
• Wikidata: Q72488752
• Mol file: 33626-98-1.mol

Synonyms:Methyl 6-bromo-2-naphthoate;33626-98-1;methyl 6-bromonaphthalene-2-carboxylate;2-Naphthalenecarboxylic acid, 6-bromo-, methyl ester;47YX2K4GR3;6-Bromo-2-naphthalenecarboxylic Acid Methyl Ester;2-Bromo-6-methoxycarbonylnaphthalene;MFCD00100408;6-Bromo-2-naphthoic Acid Methyl Ester;UNII-47YX2K4GR3;Methyl 6-(3-benzyl-4-((2-methoxyethoxy)methoxy)phenyl)-2-naphthoate;methyl 6-bromo-2-napthoate;Methyl-6-bromo-2-naphtoate;6-bromonaphthalene-2-carboxylic acid methyl ester;SCHEMBL181238;DTXSID50357551;BCP27227;AB7472;Methyl 6-bromo-2-naphthoate, 98%;STK687830;AKOS005600350;AC-7766;CS-W007811;Methyl 6-Bromo-2-naphthalenecarboxylate;Methyl 6-bromo-2-naphthalene carboxylate;AS-14806;SY007269;A5977;B2202;FT-0628686;6-Bromo-naphthalene-2-carboxylic acid methyl ester;Q-201379

Chemical Property of Methyl 6-bromo-2-naphthoate

Chemical Property:

• Appearance/Colour: Pale yellow or light brown powder
• Vapor Pressure: 2.81E-05mmHg at 25°C
• Melting Point: 123-126 °C(lit.)
• Refractive Index: 1.634
• Boiling Point: 357 °C at 760 mmHg
• Flash Point: 169.7 °C
• PSA: 26.30000
• Density: 1.492 g/cm³
• LogP: 3.38890
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• 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% ^*data from raw suppliers

Methyl6-Bromo-2-napthoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 20/21/22-34
• Safety Statements: 24/25-45-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=C1)C=C(C=C2)Br
• Uses: Methyl 6-Bromo-2-napthoate is used in the synthesis of Adapalene, a retinoid specific for RARβ and RARγ receptors. Methyl 6-Bromo-2-napthoate (Adapalene USP Related Compound A) is used in the synthesis of Adapalene, a retinoid specific for RARβ and RARγ receptors. Methyl 6-bromo-2-naphthoate may be used to synthesize:6-vinyl-2-naphthalencarbaldehydemethyl 6-(3-tert-butyl-4-methoxyphenyl)-2-naphthoatemethyl 6-[3-tert-butyl-4-[(tert-butyldiethylsilyl)oxy]-phenyl]-2-naphthoatemethyl 6-[3-(1-adamantyl)-4-[(tert-butyldimethylsilyl)-oxy]phenyl]-2-naphthoatemethyl 6-[3-(1-adamantyl)-4-[[(2,3-dimethyl-1,3-dioxolan-4-yl)methylloxy]phenyl]-2-naphthoate2-bromo-6-(bromomethyl)naphthalene

Technology Process of Methyl 6-bromo-2-naphthoate

There total 8 articles about Methyl 6-bromo-2-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: 100.0%

methanol (67-56-1) + 6-bromo-2-naphthoic acid (5773-80-8) → methyl 6-bromo-2-naphthoate (33626-98-1)

Guidance literature:

With sulfuric acid; trimethyl orthoformate; for 48h; Reflux;

DOI:10.1016/j.tet.2008.12.035

Reference yield: 98.3%

methanol (67-56-1) + naphthalene-2-carboxylate (93-09-4) → methyl 6-bromo-2-naphthoate (33626-98-1)

Guidance literature:

methanol; naphthalene-2-carboxylate; at 150 ℃; for 1h; under 4560.31 Torr;

With sodium hypobromite; benzenesulfonic acid; sodium bromide; In water; at 170 ℃; for 6h; under 11400.8 Torr; Pressure; Temperature;

Reference yield: 98.0%

6-bromo-1-naphthoic acid (51934-38-4) + methyl iodide (74-88-4) → methyl 6-bromo-2-naphthoate (33626-98-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1002/anie.201806742

upstream raw materials:

2-[1-(4-Bromo-phenyl)-meth-(Z)-ylidene]-3,3-dimethoxy-butyric acid methyl ester

methanol

carbon monoxide

6-bromo-2-naphthalenyl trifluoromethanesulfonate

Downstream raw materials:

6-cyano-naphthalene-2-carboxylic acid methyl ester

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

(6-bromo-2-naphthy)methanol

methyl 6-[4-(N-trifluoroacetylamino)methylphenyl]-2-naphthalenecarboxylate