5-Bromo-1-naphthoic acid

Base Information

• Chemical Name: 5-Bromo-1-naphthoic acid
• CAS No.: 16726-67-3
• Molecular Formula: C11H7BrO2
• Molecular Weight: 251.079
• Hs Code.: 2916399090
• European Community (EC) Number: 836-590-9
• DSSTox Substance ID: DTXSID80351320
• Nikkaji Number: J607.985G
• Wikidata: Q72448283
• ChEMBL ID: CHEMBL3444926
• Mol file: 16726-67-3.mol

Synonyms:5-bromo-1-naphthoic acid;16726-67-3;5-bromonaphthalene-1-carboxylic acid;5-Bromo-naphthalene-1-carboxylic acid;1-NAPHTHALENECARBOXYLIC ACID, 5-BROMO-;MFCD00092713;5-Bromonapthoic acid;5-bromo-1-naphtoic acid;5-bromo-1-napthoic acid;4-Hydroxyphenylacetoacetate;5-bromo-1- naphthoic acid;SCHEMBL148106;CHEMBL3444926;DTXSID80351320;SZFXXNVLSUTKJF-UHFFFAOYSA-N;5-bromo-1-naphthalenecarboxylic acid;5-bromo-naphthalene-1carboxylic acid;BBL018990;STK134673;VT1088;AKOS000109193;CS-W004900;PB10084;NCGC00340848-01;5-BROMO-1-NAPHTHYLCARBOXYLIC ACID;AS-18865;BB 0245044;FT-0645445;EN300-95836;AB00375378-03;A810841;J-517181;Z57772242

Chemical Property of 5-Bromo-1-naphthoic acid

Chemical Property:

• Vapor Pressure: 7.58E-08mmHg at 25°C
• Melting Point: 261°C
• Refractive Index: 1.697
• Boiling Point: 421.2 °C at 760 mmHg
• PKA: 3.09±0.10(Predicted)
• Flash Point: 208.5 °C
• PSA: 37.30000
• Density: 1.648 g/cm³
• LogP: 3.30050
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.8
• 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%min ^*data from raw suppliers

5-Bromo-1-naphthoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Bromo-1-naphthoic acid

There total 21 articles about 5-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: 64.0%

1-naphthalenecarboxylic acid (86-55-5) → 5-bromo-1-naphthalenecarboxylic acid (16726-67-3)

Guidance literature:

With bromine; In acetic acid; for 2h; Reflux;

DOI:10.1039/c8nj03976c

Reference yield: 42.0%

4-bromo-1,8-naphthalenedicarboxylic anhydride (81-86-7) → 5-bromo-1-naphthalenecarboxylic acid (16726-67-3) + 4-bromonaphthalene-1-carboxylic acid (16650-55-8)

Guidance literature:

4-bromo-1,8-naphthalenedicarboxylic anhydride; With sodium hydroxide; Heating;

With mercury(II) oxide; In water; acetic acid; for 96h; Heating;

With hydrogenchloride; for 3h; Heating;

DOI:10.1016/j.tet.2005.06.097

Reference yield:

1-naphthylmagnesiumbromide (703-55-9) → 5-bromo-1-naphthalenecarboxylic acid (16726-67-3)

Guidance literature:

Multi-step reaction with 2 steps

2: mercury (II)-acetate; diluted acetic acid / Behandeln des Reaktionsprodukts mit Brom und Natriumbromid in Eisessig

With mercury(II) diacetate; acetic acid;

upstream raw materials:

1-naphthalenecarboxylic acid

5-amino-1-naphthoic acid

5-Bromo-1-cyanonaphthalene

1-naphthaldehyde

Downstream raw materials:

1-bromo-5-fluoronaphthalene

5-bromo-1-naphthaldehyde

(+/-)-1.5-Dicarboxymethylacenaphthen

5-phenyl-1-naphthoic acid

Refernces

• 1、 Yoshihara, Koushi,Yamanaka, Masamichi,Kanno, Shuhei,Mizushima, Soichi,Tsuchiyagaito, Junko,Kondo, Kazuki,Kondo, Takahiro,Iwasawa, Daichi,Komiya, Hiroaki,Saso, Akira,Kawaguchi, Shogo,Goto, Kenta,Ogata, Shuhei,Takahashi, Hiromi,Ishii, Ayumi,Hasegawa, Miki. "Europium amphiphilic naphthalene based complex for the enhancement of linearly polarized luminescence in Langmuir-Blodgett films". . p. 6472 - 6479. Retrieved 2019.
• 2、 Chorley, Daniel F.,Chen, Jack Li-Yang,Furkert, Daniel P.,Sperry, Jonathan,Brimble, Margaret A.. "Total synthesis of danshenspiroketallactone". scheme or table. p. 128 - 130. Retrieved 2012/02/03.