1-Bromo-2-naphthoic acid

Base Information

• Chemical Name: 1-Bromo-2-naphthoic acid
• CAS No.: 20717-79-7
• Molecular Formula: C11H7BrO2
• Molecular Weight: 251.079
• Hs Code.: 29163990
• European Community (EC) Number: 243-984-9
• DSSTox Substance ID: DTXSID10174781
• Nikkaji Number: J225.312G
• Wikidata: Q27452765
• ChEMBL ID: CHEMBL572763
• Mol file: 20717-79-7.mol

Synonyms:1-Bromo-2-naphthoic acid;20717-79-7;1-bromonaphthalene-2-carboxylic acid;2-Naphthalenecarboxylic acid, 1-bromo-;EINECS 243-984-9;MFCD00021408;1-BROMO-2-NAPHTHOICACID;Maybridge4_002377;1-Bromo-2-naphthalenecarboxylic Acid;1-bromo-2-napthoic acid;1-Bromo-2-naphtoic acid;SCHEMBL485599;CHEMBL572763;DTXSID10174781;HMS1527M01;AMY32009;2-Naphthalenecarboxylicacid,1-bromo-;BBL103156;STL556966;1-Bromo-naphthalene-2-carboxylic acid;AKOS016006111;CCG-253849;CS-W014099;SB66901;DS-10905;SY036940;B1617;FT-0638035;A20724;EN300-181539;F14955;J-504406;BRD-K36049855-001-01-4;Q27452765;1-(4-Fluorophenyl)-4-(4-hydroxy-4-p-tolylpiperidin-1-yl)butan-1-one;27B

Chemical Property of 1-Bromo-2-naphthoic acid

Chemical Property:

• Vapor Pressure: 3.24E-06mmHg at 25°C
• Melting Point: 191 °C
• Refractive Index: 1.697
• Boiling Point: 372.7 °C at 760 mmHg
• PKA: 2.85±0.30(Predicted)
• Flash Point: 179.2 °C
• PSA: 37.30000
• Density: 1.648 g/cm³
• LogP: 3.30050
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.4
• 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

1-Bromo-2-naphthoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=C2Br)C(=O)O
• Uses: Reactant involved in synthesis of:Binaphthyl-based amino acids and amino alcohols via domino coupling reactions and lactam ring opening of intermediatesBenzimidazoles and benzimidazolequinone derivatives via cyclocondensationAxially chiral biaryls via Suzuki-Miyaura reactionsAryl ring-fused benzimidazolequinones via radical cyclizationProbes for human cytochrome P450 enzymesPhananthridinone derivatives via domino coupling reactions 1-Bromo-2-naphthoic acid is a reactant involved in synthesis of:? ;Binaphthyl-based amino acids and amino alcohols via domino coupling reactions and lactam ring opening of intermediates? ;Benzimidazoles and benzimidazolequinone derivatives via cyclocondensation? ;Axially chiral biaryls via Suzuki-Miyaura reactions? ;Aryl ring-fused benzimidazolequinones via radical cyclization? ;Probes for human cytochrome P450 enzymes? ;Phananthridinone derivatives via domino coupling reactions.

Technology Process of 1-Bromo-2-naphthoic acid

There total 13 articles about 1-Bromo-2-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: 95.0%

1-bromo-2-naphthaldehyde (3378-82-3) → 1-bromo-2-naphthoic acid (20717-79-7)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; at 20 ℃; for 24h;

DOI:10.1248/cpb.53.1540

Reference yield: 88.0%

1-bromo-2-methylnaphtalene (2586-62-1) → 1-bromo-2-naphthoic acid (20717-79-7)

Guidance literature:

With cobalt(II) acetate; butanone; In acetic acid; at 90 - 100 ℃; for 9h;

Reference yield: 78.6%

(1-bromo-2-naphthyl)methanol (76635-70-6) → 1-bromo-2-naphthoic acid (20717-79-7)

Guidance literature:

With potassium permanganate; In water; acetone; for 5.5h; Reflux;

upstream raw materials:

1-bromo-2-naphthaldehyde

1-bromo-2-methylnaphtalene

(1-bromo-2-naphthyl)methanol

1-bromo-2-naphthalenyl-2-carbonitrile

Downstream raw materials:

3,5-dimethoxyphenyl 1-bromo-2-naphthoate

1-Hydroxy-2-naphthalincarbonsaeureethylester

methyl 1-bromo-2-naphthalenecarboxylate

(1-bromonaphthalen-2-ylmethyl)(cyclohex-2-enyl)carbamic acid tert-butyl ester

Refernces

• 1、 Li, Xiaoqing,Xu, Xiangsheng,Yan, Xiaoyu,Yan, Xinhuan,Zhang, Guofu,Zheng, Kun. "Photoinduced Carbon Tetrabromide Initiated Aerobic Oxidation of Substituted Toluenes to Carboxylic Acids". . p. 272 - 274. Retrieved 2020/02/18.
• 2、 Zhang, Jianwei,Wang, Jian. "Atropoenantioselective redox-neutral amination of biaryl compounds through borrowing hydrogen and dynamic kinetic resolution". supporting information. p. 465 - 469. Retrieved 2017/12/15.