346656-42-6

Basic information

• Product Name: 1-CHLORO-2-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE
• Synonyms: AKOS BRN-1134;2-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)-1-CHLOROBENZENE;2-(2-CHLOROPHENYL)-5,5-DIMETHYL-1,3,2-DIOXABORINANE;1-CHLORO-2-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE;2-chlorophenylboronic acid neopentyl glycol ester;1-Chloro-2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzene 2-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)-1-chlorobenzene 2-Chlorophenylboronic Acid Neopentyl Glycol Ester
• CAS NO: 346656-42-6
• Molecular Formula: C₁₁H₁₄BClO₂
• Molecular Weight: 224.49
• Product Categories: B (Classes of Boron Compounds);Boronic Acids Esters
• Mol File: 346656-42-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 37 °C
• Boiling Point: 321.9°C at 760 mmHg
• Flash Point: 148.5°C
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 0.000545mmHg at 25°C
• Refractive Index: 1.509
• Storage Temp.: 0-10°C
• CAS DataBase Reference: 1-CHLORO-2-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CHLORO-2-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE(346656-42-6)
• EPA Substance Registry System: 1-CHLORO-2-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE(346656-42-6)

Safety Data

• Hazardous Substances Data: 346656-42-6(Hazardous Substances Data)

Usage

General Description

1-CHLORO-2-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE is a chemical compound with the molecular formula C10H11BO2Cl. It is a chloro-substituted derivative of 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzene. 1-CHLORO-2-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE is commonly used in organic synthesis and pharmaceutical research as a building block for the synthesis of various biologically active molecules. It is known for its role as a reagent in the formation of carbon-carbon and carbon-heteroatom bonds in organic reactions. Due to its unique structure and reactivity, 1-CHLORO-2-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)BENZENE is also of interest in materials science for the design and development of novel organic materials with specific properties. Overall, this compound has important applications in both the field of organic chemistry and materials science.

InChI:InChI=1/C11H14BClO2/c1-11(2)7-14-12(15-8-11)9-5-3-4-6-10(9)13/h3-6H,7-8H2,1-2H3

Upstream product

• 3900-89-8 2-Chlorobenzeneboronic acid 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 668987-38-0 5,5-dimethyl-1,3,2-dioxaborinane 
• 95-50-1 1,2-dichloro-benzene 
• 108-90-7 chlorobenzene 

Downstream Products

• 1079398-11-0 C₁₅H₁₁ClF₂ 
• 40061-54-9 2-chlorophenylacetic acid ethyl ester 
• 118-91-2 ortho-chlorobenzoic acid 
• 6392-26-3 (2-chlorophenyl)(morpholino)methanone 

Relevant articles and documents

Gold-Catalyzed Oxidative Biaryl Cross-Coupling of Organometallics

-

Synthesis of Ortho Substituted Arylboronic Esters by in Situ Trapping of Unstable Lithio Intermediates

matrix presented Ortho lithiation-in situ boration using lithium 2,2,6,6-tetramethylpiperidide (LTMP) in combination with triisopropylborate (B(OiPr)3) is a highly efficient and experimentally straightforward process for the preparation of ortho substituted arylboronic esters. The mild reaction conditions allow the presence of functionalities such as ester or cyano groups or halogen substituents that are usually not compatible with the conditions used in directed ortho metalation of arenes. The arylboronic esters underwent Suzuki-type cross-coupling with a range of aryl halides, furnishing biaryls in 53-94% yield.