Tert-butylboronic Acid

Base Information

• Chemical Name: Tert-butylboronic Acid
• CAS No.: 86253-12-5
• Molecular Formula: C4H11BO2
• Molecular Weight: 101.941
• European Community (EC) Number: 846-104-7
• Nikkaji Number: J3.143.913B
• Mol file: 86253-12-5.mol

Synonyms:Tert-butylboronic Acid;86253-12-5;Tert-butylboronicacid;Boronic acid, (1,1-dimethylethyl)-;t-butylboronic acid;SCHEMBL1453178;AKOS001036121;AT22191;EN300-101559

Chemical Property of Tert-butylboronic Acid

Chemical Property:

• Boiling Point: 171.2±23.0 °C(Predicted)
• PKA: 10.88±0.43(Predicted)
• PSA: 40.46000
• Density: 0.913±0.06 g/cm3(Predicted)
• LogP: 0.25930
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 102.0852098
• Heavy Atom Count: 7
• Complexity: 55.2

Purity/Quality:

99%, ^*data from raw suppliers

tert-butylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C(C)(C)C)(O)O

Technology Process of Tert-butylboronic Acid

There total 10 articles about Tert-butylboronic Acid 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: 94.0%

diisopropopylaminoborane (22092-92-8) + tert-butylmagnesium bromide (2259-30-5) + water (7732-18-5) → t-butylboronic acid (86253-12-5)

Guidance literature:

diisopropopylaminoborane; tert-butylmagnesium bromide; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

water; With hydrogenchloride; In tetrahydrofuran; at 0 ℃; for 0.583333h; Inert atmosphere;

DOI:10.3987/COM-12-S(N)14

Reference yield: 94.0%

→ t-butylboronic acid (86253-12-5)

Guidance literature:

at 0 ℃; for 1.0833h;

With hydrogenchloride; In water; for 0.833333h; Reflux; Cooling with ice;

Reference yield: 48.0%

C22H32B2N2 (100729-34-8) → t-butylboronic acid (86253-12-5)

Guidance literature:

With oxonium; water; byproducts: C6H5CHO, H2, NH4(1+);

DOI:10.1016/S0040-4020(01)99010-6

upstream raw materials:

tri-tert-butylboroxine

Trimethyl borate

tert-butylmagnesium bromide

tri-tert-butylborane

Downstream raw materials:

tetramethyl-2,2,3,3 butane

silver

boric acid

tert-butyl alcohol

Refernces

• 1、 Yang, Yangyang,Tsien, Jet,Ben David, Ayala,Hughes, Jonathan M. E.,Merchant, Rohan R.,Qin, Tian. "Practical and Modular Construction of C(sp3)-Rich Alkyl Boron Compounds". supporting information. p. 471 - 480. Retrieved 2021/01/13.
• 2、 -. "SYNTHESIS OF BORONIC ESTERS AND BORONIC ACIDS USING GRIGNARD REAGENTS". Paragraph 0102-0103; 0110. . Retrieved 2013/03/26.