4-CHLORO-3-NITROBENZENEBORONIC ACID, PINACOL ESTER 98

Base Information

• Chemical Name: 4-CHLORO-3-NITROBENZENEBORONIC ACID, PINACOL ESTER 98
• CAS No.: 913836-26-7
• Molecular Formula: C12H15BClNO4
• Molecular Weight: 283.519
• Hs Code.: 2934999090
• Mol file: 913836-26-7.mol

Synonyms:2-(4-chloro-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;

Chemical Property of 4-CHLORO-3-NITROBENZENEBORONIC ACID, PINACOL ESTER 98

Chemical Property:

• Vapor Pressure: 1.72E-05mmHg at 25°C
• Melting Point: 56-58oC
• Boiling Point: 375.1oC at 760 mmHg
• Flash Point: 180.7oC
• PSA: 64.28000
• Density: 1.24g/cm3
• LogP: 3.07060
• Storage Temp.: Keep Cold

Purity/Quality:

98.5% ^*data from raw suppliers

4-Chloro-3-nitrophenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-CHLORO-3-NITROBENZENEBORONIC ACID, PINACOL ESTER 98

There total 2 articles about 4-CHLORO-3-NITROBENZENEBORONIC ACID, PINACOL ESTER 98 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: 92.0%

4-bromo-1-chloro-2-nitrobenzene (16588-24-2) + bis(pinacol)diborane (73183-34-3) → 2-(4-Chloro-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (913836-26-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 110 ℃; for 3h; Temperature; Inert atmosphere;

Reference yield: 52.0%

4-Chloro-3-nitroaniline (635-22-3) + bis(pinacol)diborane (73183-34-3) → 2-(4-Chloro-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (913836-26-7)

Guidance literature:

With tert.-butylnitrite; 2-(4-biphenylyl)-5-phenyloxazole; In acetonitrile; at 20 ℃; for 4h;

DOI:10.1021/jo402618r

Reference yield: 94.0%

2-(4-Chloro-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (913836-26-7) → 2-chloro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenylamine (850567-56-5)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; at 105 ℃; for 2h; Temperature;

upstream raw materials:

4-Chloro-3-nitroaniline

bis(pinacol)diborane

4-bromo-1-chloro-2-nitrobenzene

Downstream raw materials:

2-chloro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenylamine

(2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)trimethylstannane

2,2′-(4-chloro-1,3-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Refernces

• 1、 Qiu, Di,Wang, Shuai,Tang, Shengbo,Meng, He,Jin, Liang,Mo, Fanyang,Zhang, Yan,Wang, Jianbo. "Synthesis of trimethylstannyl arylboronate compounds by sandmeyer-type transformations and their applications in chemoselective cross-coupling reactions". . p. 1979 - 1988. Retrieved 2014/04/03.