6-Bromo-2-naphthoic acid

Base Information

• Chemical Name: 6-Bromo-2-naphthoic acid
• CAS No.: 5773-80-8
• Molecular Formula: C11H7BrO2
• Molecular Weight: 251.079
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID90404154
• Nikkaji Number: J2.176.056K
• Wikidata: Q72448324
• Mol file: 5773-80-8.mol

Synonyms:6-bromo-2-naphthoic acid

Chemical Property of 6-Bromo-2-naphthoic acid

Chemical Property:

• Appearance/Colour: pale brown solid
• Vapor Pressure: 1.08E-06mmHg at 25°C
• Melting Point: 294-295 °C
• Refractive Index: 1.697
• Boiling Point: 387.3 °C at 760 mmHg
• PKA: 4.06±0.30(Predicted)
• Flash Point: 188 °C
• PSA: 37.30000
• Density: 1.648 g/cm³
• LogP: 3.30050
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 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:

99% ^*data from raw suppliers

6-Bromo-2-napthoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2)Br)C=C1C(=O)O
• Uses: Benzimidazole derivatives has been prepared by using ortho-phenyl diamine and 6-bromo-2-naphthoic acid.

Technology Process of 6-Bromo-2-naphthoic acid

There total 15 articles about 6-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: 96.0%

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

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1039/c5ob00830a

Reference yield: 96.0%

6-bromo-naphthalen-2-ol (15231-91-1) + acetic acid (64-19-7,77671-22-8) → 6-bromo-2-naphthoic acid (5773-80-8)

Guidance literature:

for 1.5h; Large scale;

Reference yield: 95.5%

Sodium; 6-bromo-naphthalene-2-carboxylate → 6-bromo-2-naphthoic acid (5773-80-8)

Guidance literature:

With hydrogenchloride; In water; at 50 ℃; for 1h; Concentration; Inert atmosphere;

upstream raw materials:

1-(6-bromonaphthalen-2-yl)ethanone

2-bromonaphthalene

acetyl chloride

methyl 6-bromo-2-naphthoate

Downstream raw materials:

(6-bromo-2-naphthy)methanol

6-bromonaphthalene-2-carbonyl chloride

6-phenyl-2-naphthoic acid

6-chloronaphthalen-2-amine

Refernces

• 1、 Bhunia, Samir Kumar,Das, Pritha,Nandi, Shantanu,Jana, Ranjan. "Carboxylation of Aryl Triflates with CO2 Merging Palladium and Visible-Light-Photoredox Catalysts". supporting information. p. 4632 - 4637. Retrieved 2019/06/27.
• 2、 Fakhouri, Lara,Cook, Christopher D.,Al-Huniti, Mohammed H.,Console-Bram, Linda M.,Hurst, Dow P.,Spano, Michael B.S.,Nasrallah, Daniel J.,Caron, Marc G.,Barak, Larry S.,Reggio, Patricia H.,Abood, Mary E.,Croatt, Mitchell P.. "Design, synthesis and biological evaluation of GPR55 agonists". . p. 4355 - 4367. Retrieved 2017/07/22.