deutero-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: deutero-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 680192-98-7
• Molecular Formula: C₆H₁₃BO₂
• Molecular Weight: 128.971
• Mol file: 680192-98-7.mol

Synonyms:deutero-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of deutero-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of deutero-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 2 articles about deutero-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 95.0%

(pentamethylcyclopentadienyl)Rh(H)(pinacolboryl)3 + benzene-d6 (1076-43-3) → deutero-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (680192-98-7) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) + 4,4,5,5-tetramethyl-2-d5-phenyl[1,3,2]dioxaborolane

Guidance literature:

In benzene-d6; (N2); heated at 55°C for 90 min; not isolated, detected by NMR;

DOI:10.1021/ja045090c

Reference yield:

cyclohexane (110-82-7,25012-93-5) + [RhD2(pentamethylcyclopentadienyl-d15)(pinacolboryl)2] → deutero-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (680192-98-7) + cyclohexylboronic acid pinacol ester (87100-15-0)

Guidance literature:

In cyclohexane; byproducts: C6H11(2)H; (N2); heating rhodium compd. in cyclohexane at 70°C for 8 h; NMR and GC/MS; Kinetics;

DOI:10.1021/ja909453g

Reference yield: 95.0%

deutero-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (680192-98-7) + acetophenone (98-86-2) → C14H20(2)HBO3

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/acs.inorgchem.1c01314

upstream raw materials:

benzene-d6

cyclohexane

Downstream raw materials:

(Z)-2-decen-1-ol

C₁₀H₁₉⁽²⁾HO

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate

C₂₆H₃₀BNO₂

Refernces

• 1、 Wei, Carolyn S.,Jimenez-Hoyos, Carlos A.,Videa, Marcelo F.,Hartwig, John F.,Hall, Michael B.. "Origins of the selectivity for borylation of primary over secondary C-H bonds catalyzed by Cp-rhodium complexes". . p. 3078 - 3091. Retrieved 2010.