1-Hydroxy-2,1-benzoxaborolane

Base Information

• Chemical Name: 1-Hydroxy-2,1-benzoxaborolane
• CAS No.: 5735-41-1
• Molecular Formula: C7H7BO2
• Molecular Weight: 133.942
• Hs Code.: 29349990
• Mol file: 5735-41-1.mol

Synonyms:2,1-Benzoxaborol-1(3H)-ol;Boronophthalide;

Chemical Property of 1-Hydroxy-2,1-benzoxaborolane

Chemical Property:

• Vapor Pressure: 1.92E-06mmHg at 25°C
• Melting Point: 98-100°C
• Refractive Index: 1.566
• Boiling Point: 237.2 °C at 760 mmHg
• PKA: 7.01±0.20(Predicted)
• Flash Point: 97.2 °C
• PSA: 29.46000
• Density: 1.18g/cm³
• LogP: -0.09570
• Storage Temp.: Keep Cold

Purity/Quality:

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

2-Hydroxymethylphenylboronicacid,dehydrated ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Oxaboroles and benzoxaboroles are useful substrates to prepare allylic and benzylic alcohols via Suzuki coupling.

Technology Process of 1-Hydroxy-2,1-benzoxaborolane

There total 28 articles about 1-Hydroxy-2,1-benzoxaborolane 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: 100.0%

C15H14BNO2 → 3H-benzo[c][1,2]oxaborol-1-ol (5735-41-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/acs.joc.8b00677

Reference yield: 97.0%

2-formylbenzene boronic acid (40138-16-7) → 3H-benzo[c][1,2]oxaborol-1-ol (5735-41-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 0.333333h;

DOI:10.2478/s11532-010-0142-8

Reference yield: 86.0%

Triisopropyl borate (5419-55-6) + o-bromobenzyl alcohol (18982-54-2) → 3H-benzo[c][1,2]oxaborol-1-ol (5735-41-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1016/S0040-4039(99)01303-9

upstream raw materials:

2-bromomethylphenylboronic acid

1,3,1',3'-tetrahydro-1,1'-oxy-bis-benzo[c][1,2]oxaborole

Triisopropyl borate

o-bromobenzyl alcohol

Downstream raw materials:

(2'-dibenzylamino-4'-nitro-biphenyl-2-yl)-methanol

(E)-4-(benzo[c]oxaborol-1(3H)-yloxy)-1-phenylbut-2-en-1-one

B-chloro boron napthalide

tris(2-chloromethyl phenyl)boroxine

Refernces

• 1、 Cowen, Leah E.,Frederick, Brittany H.,Kim, Sang Hu,Liu, C. Tony,Liu, Chunliang,Mcgregor, Cari,Steere, Luke,Whitesell, Luke,Zhang, Yong-Kang,Zhou, Yasheen. "Inhibiting protein prenylation with benzoxaboroles to target fungal plant pathogens". . p. 1930 - 1941. Retrieved 2020/07/14.
• 2、 Jonnalagadda, Shirisha,Jonnalagadda, Sravan K.,Jonnalagadda, Subash C.,Kiprof, Paul,Mereddy, Venkatram R.,Ronayne, Conor T.,Wielenberg, Kevin. "Synthesis and biological evaluation of arylphosphonium-benzoxaborole conjugates as novel anticancer agents". . . Retrieved 2020/06/01.