8-Bromo-1-naphthoic acid

Base Information

• Chemical Name: 8-Bromo-1-naphthoic acid
• CAS No.: 1729-99-3
• Molecular Formula: C11H7BrO2
• Molecular Weight: 251.079
• Hs Code.: 2916399090
• European Community (EC) Number: 217-045-9
• DSSTox Substance ID: DTXSID60169425
• Nikkaji Number: J203.128K
• Wikidata: Q72448330
• Mol file: 1729-99-3.mol

Synonyms:8-Bromo-1-naphthoic acid;1729-99-3;8-bromonaphthalene-1-carboxylic acid;C11H7BrO2;1-Naphthalenecarboxylic acid, 8-bromo-;EINECS 217-045-9;8-bromo-1-naphthalenecarboxylic acid;MFCD00029357;Bromo-1-naphthoic acid;8-Bromo-1-naphthoicacid;Maybridge1_002138;SCHEMBL955263;HMS547J04;DTXSID60169425;BAA72999;8-bromo-naphthalene-1-carboxylic acid;AKOS015893076;AM84606;CCG-233260;CS-W014098;SY106728;TS-00784;FT-0621509;EN300-128951;A811475;W-206048;Z1269110260

Chemical Property of 8-Bromo-1-naphthoic acid

Chemical Property:

• Vapor Pressure: 7.58E-08mmHg at 25°C
• Melting Point: 169-171 °C
• Refractive Index: 1.697
• Boiling Point: 421.194 °C at 760 mmHg
• PKA: 2.02±0.10(Predicted)
• Flash Point: 208.531 °C
• PSA: 37.30000
• Density: 1.649 g/cm³
• LogP: 3.30050
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 249.96294
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

98%,99%, ^*data from raw suppliers

8-Bromo-1-naphthoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)C(=O)O)C(=CC=C2)Br

Technology Process of 8-Bromo-1-naphthoic acid

There total 11 articles about 8-Bromo-1-naphthoic acid 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: 84.0%

O-(hydroxymercuri)-1-naphtoic acid anhydride (6314-27-8) → 8-bromonaphthalene-1-carboxylic acid (1729-99-3)

Guidance literature:

O-(hydroxymercuri)-1-naphtoic acid anhydride; With acetic acid; In water; at 0 ℃; for 0.166667h;

With bromine; sodium bromide; In water; at 0 - 100 ℃;

DOI:10.1016/j.bmc.2012.01.038

Reference yield:

Naphthalene-1,8-dicarboxylic acid (518-05-8) → 1,8-dibromonaphthalene (17135-74-9) + 8-bromonaphthalene-1-carboxylic acid (1729-99-3)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/ja00357a021

Reference yield:

1,8-naphtholactam (130-00-7) → 1-naphthalenecarboxylic acid (86-55-5) + 8-bromonaphthalene-1-carboxylic acid (1729-99-3)

Guidance literature:

1,8-naphtholactam; With sodium hydroxide; water; Reflux; Inert atmosphere;

With sulfuric acid; sodium nitrite; In water; at 0 ℃;

With hydrogen bromide; copper(I) bromide; In methanol; water; acetic acid; at 0 ℃; Reflux; Inert atmosphere;

DOI:10.1021/ol801616s

upstream raw materials:

methyl 8-bromonaphthoate

Naphthalene-1,8-dicarboxylic acid

O-(hydroxymercuri)-1-naphtoic acid anhydride

8-nitro-1-naphthalenecarboxylic acid

Downstream raw materials:

8-Ethoxy-1-naphthoesaeure

8-phenoxy-[1]naphthoic acid

8-(phenylthio)-1-naphtoic acid

1,8-naphtholactam

Refernces

• 1、 Anderson, Brian J.,Guino-o, Marites A.,Glueck, David S.,Golen, James A.,Dipasquale, Antonio G.,Liable-Sands, Louise M.,Rheingold, Arnold L.. "Platinum-catalyzed enantioselective tandem alkylation/arylation of primary phosphines. Asymmetric synthesis of p-stereogenic 1-phosphaacenaphthenes". supporting information; experimental part. p. 4425 - 4428. Retrieved 2009/05/11.
• 2、 Bailey, R. J.,Card, P. J.,Shechter, H.. "Chemistry of 8-Substituted 1-Naphtylmethylenes and 2-Substituted Benzylidenes. A simple Entry to 1H-Cyclobutanaphthalenes". . p. 6096 - 6103. Retrieved 2007/10/02.