(4-((tert-Butoxycarbonyl)oxy)phenyl)boronic acid

Base Information

• Chemical Name: (4-((tert-Butoxycarbonyl)oxy)phenyl)boronic acid
• CAS No.: 380430-70-6
• Molecular Formula: C11H15BO5
• Molecular Weight: 238.04
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID301213366
• Mol file: 380430-70-6.mol

Synonyms:380430-70-6;(4-((tert-Butoxycarbonyl)oxy)phenyl)boronic acid;[4-[(2-methylpropan-2-yl)oxycarbonyloxy]phenyl]boronic Acid;4-TERT-BUTOXYCARBOXYPHENYLBORONIC ACID;4-(TERT-BUTOXYCARBOXY)PHENYLBORONIC ACID;4-T-BUTOXYCARBOXYPHENYLBORONIC ACID;4-(tert-Butoxycarboxy)benzeneboronic acid;(4-TERT-BUTOXYCARBOXYPHENYL)BORONIC ACID;MFCD03095144;(4-((tert-Butoxycarbonyl)oxy)phenyl)boronicacid;C11H15BO5;DTXSID301213366;AB13526;PS-9723;CS-0174839;FT-0678862;A823990;Carbonic acid, 4-boronophenyl 1,1-dimethylethyl ester

Chemical Property of (4-((tert-Butoxycarbonyl)oxy)phenyl)boronic acid

Chemical Property:

• Vapor Pressure: 1.69E-06mmHg at 25°C
• Melting Point: 140-146 °C
• Refractive Index: 1.515
• Boiling Point: 381.392 °C at 760 mmHg
• PKA: 8.38±0.16(Predicted)
• Flash Point: 184.46 °C
• PSA: 75.99000
• Density: 1.197 g/cm³
• LogP: 0.68030
• Storage Temp.: Keep Cold
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 238.1012537
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

97% ^*data from raw suppliers

4-t-Butoxycarboxyphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)OC(=O)OC(C)(C)C)(O)O

Technology Process of (4-((tert-Butoxycarbonyl)oxy)phenyl)boronic acid

There total 2 articles about (4-((tert-Butoxycarbonyl)oxy)phenyl)boronic 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: 56.0%

tetrahydroxydiboron (13675-18-8) + 4-(tert-butoxycarbonyloxy)benzenediazonium tetrafluoroborate (1618107-80-4) → 4-((t-butyloxy)carbonyl)-oxyphenylboronic acid (380430-70-6)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

DOI:10.1002/chem.201402487

Reference yield:

carbonic acid 4-aminophenyl ester tert-butyl ester (95932-39-1) → 4-((t-butyloxy)carbonyl)-oxyphenylboronic acid (380430-70-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethanol; water / 0.03 h / 20 °C

1.2: 1.25 h / 0 - 20 °C

2.1: N,N-dimethyl-formamide / 0.25 h / 20 °C

In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1002/chem.201402487

Reference yield: 42.3%

3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (1000623-95-9) + 4-((t-butyloxy)carbonyl)-oxyphenylboronic acid (380430-70-6) → C52H64N2O8S2

Guidance literature:

With potassium phosphate; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; water; for 5h; Reflux; Inert atmosphere;

upstream raw materials:

tetrahydroxydiboron

4-(tert-butoxycarbonyloxy)benzenediazonium tetrafluoroborate

carbonic acid 4-aminophenyl ester tert-butyl ester

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