2-(2,6-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(2,6-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 325141-72-8
• Molecular Formula: C14H21BO2
• Molecular Weight: 232.12600
• DSSTox Substance ID: DTXSID70440777
• Nikkaji Number: J1.486.114I
• Wikidata: Q82257178
• Mol file: 325141-72-8.mol

Synonyms:2-(2,6-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;325141-72-8;SCHEMBL4674071;DTXSID70440777;UAJMDNCXJSNIDM-UHFFFAOYSA-N;1,3,2-Dioxaborolane, 2-(2,6-dimethylphenyl)-4,4,5,5-tetramethyl-;BS-48412;CS-0356601;F72151;EN300-1706432;2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)-m-xylene

Chemical Property of 2-(2,6-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Melting Point: 46-47 °C
• Boiling Point: 322.3±31.0 °C(Predicted)
• PSA: 18.46000
• Density: 0.97±0.1 g/cm3(Predicted)
• LogP: 2.60260
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 232.1634601
• Heavy Atom Count: 17
• Complexity: 262

Purity/Quality:

99%,98%, ^*data from raw suppliers

2-(2,6-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(C=CC=C2C)C

Technology Process of 2-(2,6-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 28 articles about 2-(2,6-Dimethylphenyl)-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: 96.0%

2-Bromo-m-xylene (576-22-7) + bis(pinacol)diborane (73183-34-3) → 2-(2,6-bismethylphenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane (325141-72-8)

Guidance literature:

With [(Pd(μ-Cl)(κ(2)-P,C-P(OC6H2-2,4-tBu2)(OC6H3-2,4-tBu2)2))2]; 4- (9-anthryl) -3-(tert-butyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole; potassium acetate; In N,N-dimethyl acetamide; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol2000556

Reference yield: 93.0%

2,6-dimethyliodobenzene (608-28-6) + bis(pinacol)diborane (73183-34-3) → 2-(2,6-bismethylphenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane (325141-72-8)

Guidance literature:

With P(p-CH₃OC₆H₄)3; palladium diacetate; caesium carbonate; In ethyl acetate; at 80 ℃; for 4h; Sealed tube;

DOI:10.1021/acs.orglett.1c03926

Reference yield: 92.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + potassium 2,6-dimethylphenyltrifluoroborate → 2-(2,6-bismethylphenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane (325141-72-8)

Guidance literature:

With montmorillonite K₁₀; In tetrahydrofuran; at 25 ℃; Molecular sieve;

DOI:10.21577/0103-5053.20180126

upstream raw materials:

2-Bromo-m-xylene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

2,6-dimethylbenzenediazonium tetrafluoroborate

bis(pinacol)diborane

Downstream raw materials:

3-(2,6-dimethyl-phenyl)-cyclohexanone

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