850567-91-8

Basic information

• Product Name: 4-TERT-BUTYL-1-CYCLOHEXEN-1-YLBORONIC ACID
• Synonyms: (4-TERT-BUTYLCYCLOHEXEN-1-YL)BORONIC ACID;4-TERT-BUTYL-1-CYCLOHEXEN-1-YLBORONIC ACID;4-T-BUTYLCYCLOHEXEN-1-YLBORONIC ACID;4-(tert-Butylcyclohexen-1-yl)boronic acid 97%;4-Tert-butylcyclohex-1-enylboronic acid;4-tert-Butylcyclohexene-1-boronic acid, 97%;(4-(tert-Butyl)cyclohex-1-en-1-yl)boronic acid;4-(tert-Butylcyclohexen-1-yl)boronicacid97%
• CAS NO: 850567-91-8
• Molecular Formula: C₁₀H₁₉BO₂
• Molecular Weight: 182.07
• Product Categories: blocks;BoronicAcids
• Mol File: 850567-91-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 166-170℃
• Boiling Point: 296.101 °C at 760 mmHg
• Flash Point: 132.878 °C
• Appearance: /
• Density: 0.976 g/cm³
• Vapor Pressure: 0.000151mmHg at 25°C
• Refractive Index: 1.474
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 4-TERT-BUTYL-1-CYCLOHEXEN-1-YLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TERT-BUTYL-1-CYCLOHEXEN-1-YLBORONIC ACID(850567-91-8)
• EPA Substance Registry System: 4-TERT-BUTYL-1-CYCLOHEXEN-1-YLBORONIC ACID(850567-91-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 850567-91-8(Hazardous Substances Data)

Usage

General Description

4-tert-Butyl-1-cyclohexen-1-ylboronic acid is a chemical compound with the molecular formula C12H21BO2. It is used as a reagent in organic synthesis, particularly in the formation of carbon-carbon bonds through Suzuki-Miyaura coupling reactions. 4-tert-Butyl-1-cyclohexen-1-ylboronic acid is a boronic acid derivative, which means it contains a boron atom bonded to a hydroxyl group and an organic substituent. Its tert-butyl group provides steric hindrance, making it highly selective in the reactions it participates in. This chemical is commonly used in pharmaceutical and agrochemical research and development, as well as in the production of fine chemicals and materials.

InChI:InChI=1/C10H19BO2/c1-10(2,3)8-4-6-9(7-5-8)11(12)13/h6,8,12-13H,4-5,7H2,1-3H3

Upstream product

• 41780-53-4 4-tert-butylcyclohexanone tosylhydrazone 
• 287944-06-3 2-(4-(tert-butyl)cyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 1402704-34-0 C₁₈H₂₁NO₃ 
• 1207989-13-6 ammonium, 2-(S)-{4-[2-[4-(4-(R)-tert-butylcyclohex-1-enyl)phenyl]-2-(4'-chloro-2'-methylbiphenyl-4-ylcarbamoyl)ethyl]benzoylamino}ethanesulfonate 
• 1207989-14-7 ammonium, 2-(R)-{4-[2-[4-(4-(R)-tert-butylcyclohex-1-enyl)phenyl]-2-(4'-chloro-2'-methylbiphenyl-4-ylcarbamoyl)ethyl]benzoylamino}ethanesulfonate 
• 1207989-12-5 sodium 2-{4-[2-[4-(4-(R)-tert-butylcyclohex-1-enyl)phenyl]-2-(4'-chloro-2'-methylbiphenyl-4-ylcarbamoyl)ethyl]benzoylamino}ethanesulfonate 
• 1207990-15-5 4-{2-[4-(4-(R)-tert-butylcyclohex-1-enyl)phenyl]-2-(4'-chloro-2'-methylbiphenyl-4-ylcarbamoyl)ethyl}benzoic acid 
• 1207989-66-9 4-{2-[4-(4-(R)-tert-butylcyclohex-1-enyl)phenyl]-2-(4'-chloro-2'-methylbiphenyl-4-ylcarbamoyl)ethyl}benzoic acid tert-butyl ester 
• 1207989-63-6 4-{2-[4-(4-(R)-tert-butylcyclohex-1-enyl)phenyl]-2-carboxyethyl}benzoic acid tert-butyl ester 
• 1207989-59-0 4-{2-[4-(4-(R)-tert-butylcyclohex-1-enyl)phenyl]-2-ethoxycarbonylethyl}benzoic acid tert-butyl ester 
• 1207989-56-7 [4-((R)-4-tert-butylcyclohex-1-enyl)phenyl]acetic acid ethyl ester 
• 1207989-50-1 [4-((1R,2R,4R)-4-tert-butyl-1,2-dihydroxycyclohexyl)phenyl]acetic acid ethyl ester 

Relevant articles and documents

Copper-catalyzed tri- or tetrafunctionalization of alkenylboronic acids to prepare tetrahydrocarbazol-1-ones and indolo[2,3-a]carbazoles

We describe a cascade strategy for tri- or tetrafunctionalization of alkenylboronic acids to prepare diverse tetrahydrocarbazol-1-ones and indolo[2,3-a]carbazoles in good yields withN-hydroxybenzotriazin-4-one (HOOBT) and arylhydrazines as oxygen and nitrogen sources, respectively. Mechanistic studies reveal that the domino reaction undergoes the copper-catalyzed Chan-Lam reaction, [2,3]-rearrangement, nucleophilic substitution, oxidation and sequential [3,3]-rearrangement over five steps in a one-pot reaction. The reaction shows a broad substrate scope and tolerates a wide range of functional groups. More importantly, the reaction is easily performed at gram scales and the product is purified by simple extraction, washing, and recrystallization without flash column chromatography. The present protocol features easily available starting materials, high site-marked functionalization, five-step cascade in one pot, multiple C-C/C-O/C-N bond formation, and diversity of indole motifs.