2-(4-(tert-Butyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(4-(tert-Butyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 214360-66-4
• Molecular Formula: C16H25 B O2
• Molecular Weight: 260.184
• Hs Code.: 2934999090
• European Community (EC) Number: 674-997-1
• DSSTox Substance ID: DTXSID20373788
• Nikkaji Number: J2.748.096I
• Wikidata: Q82162118
• Mol file: 214360-66-4.mol

Synonyms:214360-66-4;2-(4-(tert-Butyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(4-tert-butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-tert-butylphenylboronic acid, pinacol ester;4-t-butylphenylboronic acid, pinacol ester;4-tert-Butylphenylboronic acid pinacol ester;4-tert-butylphenylboronic acid,pinacol ester;4-TERT-BUTYLPHENYLBORONICACID,PINACOLESTER;SCHEMBL417710;C16H25BO2;DTXSID20373788;2-(4-tert-Butylbenzene)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;MFCD05663843;AKOS015960124;AB21927;FS-4433;4-t-Butylphenylboronic acid pinacol ester;CS-0097791;D70109;EN300-1425757;4-tert-Butylphenylboronic acid, pinacol ester, AldrichCPR;2-(4-tert-Butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, AldrichCPR

Chemical Property of 2-(4-(tert-Butyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Vapor Pressure: 0.000262mmHg at 25°C
• Melting Point: 139.9-140.9 °C
• Refractive Index: 1.488
• Boiling Point: 333.6°C at 760 mmHg
• Flash Point: 155.5°C
• PSA: 18.46000
• Density: 0.96g/cm³
• LogP: 3.28330
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 260.1947602
• Heavy Atom Count: 19
• Complexity: 306

Purity/Quality:

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

4-t-Butylphenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)C(C)(C)C
• Uses: 4-t-Butylphenylboronic acid, pinacol ester

Technology Process of 2-(4-(tert-Butyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 57 articles about 2-(4-(tert-Butyl)phenyl)-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: 98.0%

1-bromo-4-tert-butylbenzene (3972-65-4) + bis(pinacol)diborane (73183-34-3) → 2-(4-tert-butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (214360-66-4)

Guidance literature:

With potassium phosphate tribasic heptahydrate; chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; XPhos; In ethanol; at 20 ℃; for 0.5h;

Reference yield: 98.0%

4-(tert-butyl)chlorobenzene (3972-56-3) + bis(pinacol)diborane (73183-34-3) → 2-(4-tert-butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (214360-66-4)

Guidance literature:

With potassium phosphate tribasic heptahydrate; chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; XPhos; In ethanol; at 20 ℃; for 0.5h; Reagent/catalyst; Solvent; Catalytic behavior;

Reference yield: 97.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + p-tert-butylphenylboronic acid (123324-71-0) → 2-(4-tert-butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (214360-66-4)

Guidance literature:

In diethyl ether; at 20 ℃; for 18h;

DOI:10.1039/c5cc00410a

upstream raw materials:

pinacolboronic acid

4-tert-butylphenyl triflate

1-bromo-4-tert-butylbenzene

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

Downstream raw materials:

C₅₇H₄₄N₄S₂

C₂₆H₂₈N₂S

2-(2-bromo-4-tert-butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1-(4-(tert-butyl)phenyl)naphthalene

Refernces

• 1、 Ramadoss, Boobalan,Jin, Yushu,Asako, Sobi,Ilies, Laurean. "Remote steric control for undirected meta-selective C-H activation of arenes". . p. 658 - 663. Retrieved 2022/02/21.
• 2、 Qiu, Di,Li, Songyi,Yue, Guanglu,Mao, Jinshan,Xu, Bei,Yuan, Xinyu,Ye, Fei. "Synthesis of arylboronates via the Pd-catalyzed desulfitative coupling reaction of sodium arylsulfinates with bis(pinacolato)diboron". supporting information. . Retrieved 2021/11/04.