1218790-09-0

Basic information

• Product Name: trans-1,2-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexane
• Synonyms: trans-1,2-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexane;trans-Cyclohexane-1,2-diboronic acid, pinacol ester;(1R,2R)-rel-1,2-Bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)cyclohexane
• CAS NO: 1218790-09-0
• Molecular Formula: C18H34B2O4
• Molecular Weight: 336.08216
• Mol File: 1218790-09-0.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: trans-1,2-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: trans-1,2-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexane(1218790-09-0)
• EPA Substance Registry System: trans-1,2-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexane(1218790-09-0)

Safety Data

• Hazardous Substances Data: 1218790-09-0(Hazardous Substances Data)

Usage

General Description

Trans-1,2-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexane is a chemical compound that has potential relevance in a variety of scientific research areas. Its systematic name is Cyclohexane, 1,2-bis[4,4,5,5-tetramethyl-2-(1,3,2-dioxaborolan-2-yl)], and it belongs to the class of organometallic compounds. The molecule consists of a cyclohexane ring with two tetramethyl-1,3,2-dioxaborolanyl groups attached in a trans configuration. Currently, its primary use is in the field of chemical synthesis, particularly in the development of organic electroluminescent compounds and pharmaceuticals. The compound is appreciated for its stability, which makes it an attractive choice for various laboratory applications.

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 1687-30-5 cyclohexane-1,2-dicarboxylic acid 
• 110-83-8 cyclohexene 
• 66977-99-9 6-bromo-1-hexyne 
• 928-90-5 5-hexyl-1-ol 
• 73183-34-3 bis(pinacol)diborane 
• 197313-32-9 (E)-2-(6-chlorohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1301680-12-5 2-[(1E)-but-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 13826-27-2 2,2'-bis(1,3,2-benzodioxaborole) 
• 7429-37-0 trans-1,2-dibromocyclohexane 
• 108-85-0 1-bromocyclohexane 

Downstream Products

• 57794-08-8 (1S,2S)-trans-1,2-Cyclohexanediol 
• 1072-86-2 (1R,2R)-trans-1,2-cyclohexanediol 
• 25712-33-8 anti-cyclohexane-1,2-diyldimethanol 
• 1792-81-0 cis-1,2-cyclohexane 

Relevant articles and documents

Electrochemical Borylation of Alkyl Halides: Fast, Scalable Access to Alkyl Boronic Esters

Herein, a fast, scalable, and transition-metal-free borylation of alkyl halides (X = I, Br, Cl) enabled by electroreduction is reported. This process provides an efficient and practical access to primary, secondary, and tertiary boronic esters at a high current. More than 70 examples, including the late-stage borylation of natural products and drug derivatives, are furnished at room temperature, thereby demonstrating the broad utility and functional-group tolerance of this protocol. Mechanistic studies disclosed that B2cat2 serves as both a reagent and a cathodic mediator, enabling electroreduction of difficult-to-reduce alkyl bromides or chlorides at a low potential.

Metal catalyst-free photo-induced alkyl C-O bond borylation

Metal catalyst free, blue visible light-induced C-O bond borylation of unactivated tertiary alkyl methyl oxalates has been developed to furnish tertiary alkyl boronates. From the secondary alcohols activated with imidazolylthionyl, moderate yields of boronates were attained under standard photo-induced conditions. Preliminary mechanistic studies confirmed the involvement of a (DMF)2-B2cat2 adduct that weakly absorbs light at 437 nm so as to initiate a Bcat radical. A radical-chain process is proposed wherein the alkyl radical is engaged. This journal is

Vicinal Diboration of Alkyl Bromides via Tandem Catalysis

Vicinal diboration of alkyl bromides via tandem catalysis is reported. The reported reaction exhibits a broad substrate scope, good functional group compatibility, and regioselectivity. Moreover, it shows good practicality due to the easy accessibility of alkyl bromides in combination with diverse transformations of diboronates. Mechanism study indicates that terminal alkenes are generated selectively through nickel-catalyzed dehydrohalogenation of alkyl bromides followed by base/MeOH promoted diboration process to provide 1,2-diboration products.