Cas no 86253-12-5 (tert-butylboronic acid)

tert-butylboronic acid structure
tert-butylboronic acid structure
Product Name:tert-butylboronic acid
CAS No:86253-12-5
MF:C4H11BO2
MW:101.939941644669
CID:3109711
PubChem ID:5156670
Update Time:2024-10-26

tert-butylboronic acid Chemical and Physical Properties

Names and Identifiers

    • tert-butylboranediol
    • TERT-BUTYLBORONIC ACID
    • Boronic acid, (1,1-dimethylethyl)-
    • Boronic acid, B-(1,1-dimethylethyl)-
    • 2-Propaneboronic acid, 2-methyl- (6CI, 7CI)
    • B-(1,1-Dimethylethyl)boronic acid (ACI)
    • Boronic acid, (1,1-dimethylethyl)- (9CI)
    • EN300-101559
    • SCHEMBL1453178
    • 86253-12-5
    • Tert-butylboronicacid
    • AKOS001036121
    • B-(1,1-Dimethylethyl)boronic acid
    • AT22191
    • DB-415651
    • t-butylboronic acid
    • tert-butylboronic acid
    • Inchi: 1S/C4H11BO2/c1-4(2,3)5(6)7/h6-7H,1-3H3
    • InChI Key: FTPPXKVBGUSCNZ-UHFFFAOYSA-N
    • SMILES: OB(C(C)(C)C)O

Computed Properties

  • Exact Mass: 102.0852098g/mol
  • Monoisotopic Mass: 102.0852098g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 1
  • Complexity: 55.2
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 40.5?2

Experimental Properties

  • Color/Form: NA
  • Density: 0.9±0.1 g/cm3
  • Melting Point: Not available
  • Boiling Point: 171.2±23.0 °C at 760 mmHg
  • Flash Point: Not available

tert-butylboronic acid Pricemore >>

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tert-butylboronic acid Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Silica Solvents: Water ;  1 h, rt
Reference
Practical and Modular Construction of C(sp3)-Rich Alkyl Boron Compounds
Yang, Yangyang; et al, Journal of the American Chemical Society, 2021, 143(1), 471-480

Production Method 2

Reaction Conditions
1.1 Reagents: Magnesium Catalysts: 1,2-Dibromoethane Solvents: Tetrahydrofuran ;  > 0.5 h, reflux; 1 h, reflux; 17 h, rt
1.2 Reagents: Trimethyl borate Solvents: Tetrahydrofuran ;  > 0.5 h, -78 °C; < -55 °C; 2 h, rt
1.3 Reagents: Hydrochloric acid Solvents: Water ;  rt
Reference
Visible light-enabled alkylation of enol acetates with alkylboronic acids for the synthesis of α-alkyl ketones
Li, Yunpu; et al, Organic Chemistry Frontiers, 2023, 10(7), 1710-1714

Production Method 3

Reaction Conditions
1.1 Reagents: Potassium bifluoride Solvents: Methanol ,  Water ;  rt; 1 h, rt
2.1 Reagents: Silica Solvents: Water ;  1 - 2 h, rt
Reference
Alkylboronic acids as alkylating agents: photoredox-catalyzed alkylation reactions assisted by K3PO4
Yue, Fuyang; et al, Chemical Science, 2022, 13(45), 13466-13474

Production Method 4

Reaction Conditions
1.1 Reagents: N,N-Bis(1-methylethyl)boranamine Solvents: Tetrahydrofuran ;  5 min, 0 °C; 1 h, 0 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  5 min, 0 °C; 30 min, 0 °C
Reference
Reaction of Grignard reagents with diisopropylaminoborane. Synthesis of alkyl, aryl, heteroaryl and allyl boronic acids from organo(diisopropyl)aminoborane by a simple hydrolysis
Bailey, Christopher L.; et al, Heterocycles, 2012, 86(1), 331-341

Production Method 5

Reaction Conditions
1.1 Solvents: Diethyl ether
1.2 Reagents: Hydrochloric acid Solvents: Water
Reference
Hydroboration. 84. Controlled and sequential hydroboration of simple representative alkenes with monoorganylboranes in tetrahydrofuran. A convenient synthesis of mixed borinic esters, R1R2BOR3, and mixed trialkylboranes, R1R2R3B. An examination of positional selectivity in the first and second states of hydroboration
Srebnik, Morris; et al, Journal of Organic Chemistry, 1989, 54(26), 6085-96

Production Method 6

Reaction Conditions
1.1 Reagents: Silica Solvents: Water ;  1 - 2 h, rt
Reference
Alkylboronic acids as alkylating agents: photoredox-catalyzed alkylation reactions assisted by K3PO4
Yue, Fuyang; et al, Chemical Science, 2022, 13(45), 13466-13474

Production Method 7

Reaction Conditions
1.1 Reagents: Water ;  1 h, rt
Reference
A practical and modular construction of C(sp3)-rich alkyl boron compounds
Yang, Yangyang; et al, ChemRxiv, 2020, 1, 1-9

tert-butylboronic acid Raw materials

tert-butylboronic acid Preparation Products

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