Boronic acid, (4-bromo-1-naphthalenyl)- (9CI)

Base Information

• Chemical Name: Boronic acid, (4-bromo-1-naphthalenyl)- (9CI)
• CAS No.: 145965-14-6
• Molecular Formula: C₁₀H₈BBrO₂
• Molecular Weight: 250.887
• Hs Code.: 2931900090
• Mol file: 145965-14-6.mol

Synonyms:(4-Bromonaphthalen-1-yl)boronicacid; 1-Bromonaphthalene-4-boronic acid

Chemical Property of Boronic acid, (4-bromo-1-naphthalenyl)- (9CI)

Chemical Property:

• Melting Point: 230-260 °C
• Boiling Point: 421.7±47.0 °C(Predicted)
• PKA: 8.16±0.30(Predicted)
• PSA: 40.46000
• Density: 1.62±0.1 g/cm3 (20 ºC 760 Torr)
• LogP: 1.28210
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol

Purity/Quality:

99% ^*data from raw suppliers

4-Bromonaphthalene-1-boronicacid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Boronic acid, (4-bromo-1-naphthalenyl)- (9CI)

There total 3 articles about Boronic acid, (4-bromo-1-naphthalenyl)- (9CI) 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: 82.0%

Trimethyl borate (121-43-7,63156-11-6) + 1,4-dibromonaphthalene (83-53-4) → 1-bromo-4-(dihydroxyboryl)naphthalene (145965-14-6)

Guidance literature:

1,4-dibromonaphthalene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

Trimethyl borate; In tetrahydrofuran; hexane; at 20 ℃; for 15h;

With hydrogenchloride; In tetrahydrofuran; hexane; water; for 1h;

Reference yield: 76.0%

Triisopropyl borate (5419-55-6) + 1,4-dibromonaphthalene (83-53-4) → 1-bromo-4-(dihydroxyboryl)naphthalene (145965-14-6)

Guidance literature:

1,4-dibromonaphthalene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

Triisopropyl borate; In tetrahydrofuran; at 20 ℃;

Reference yield:

naphthalene (91-20-3,71998-51-1,72931-45-4) → 1-bromo-4-(dihydroxyboryl)naphthalene (145965-14-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bromine / dichloromethane / -30 - -25 °C / Irradiation

2.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.2: 20 °C

With n-butyllithium; bromine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

Triisopropyl borate

1,4-dibromonaphthalene

naphthalene

Trimethyl borate

Downstream raw materials:

5-bromo-7H-benzo[c]carbazole

(4-(naphthalen-1-yl(phenyl)amino)naphthalen-1-yl)boronic acid

4-bromo-1-nitronaphthalene

2-(4-bromonaphthalene-1-yl)-4,6-diphenyl-1,3,5-triazine

Refernces

• 1、 -. "Thiophene derivatives used as inhibitor of URAT1". Paragraph 0133; 0135; 0136; 0137. . Retrieved 2019/04/26.
• 2、 -. "Organic light-emitting device including diamine compound and diamine compound". Paragraph 0553-0557. . Retrieved 2020/01/08.