2-(4-Iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(4-Iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 73852-88-7
• Molecular Formula: C12H16 B I O2
• Molecular Weight: 329.973
• Hs Code.: 2931900090
• European Community (EC) Number: 805-458-2
• DSSTox Substance ID: DTXSID10466693
• Nikkaji Number: J1.322.231B
• Wikidata: Q82293307
• Mol file: 73852-88-7.mol

Synonyms:73852-88-7;2-(4-iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-IODOPHENYLBORONIC ACID PINACOL ESTER;4-iodobenzeneboronic acid pinacol ester;4-iodophenylboronic acid, pinacol ester;MFCD09953499;C12H16BIO2;1,3,2-Dioxaborolane, 2-(4-iodophenyl)-4,4,5,5-tetramethyl-;SCHEMBL3194727;DTXSID10466693;ACCWXFPZHMACEN-UHFFFAOYSA-N;AKOS005259456;AS-2322;SY041355;4-Iodophenylboronic acid pinacol ester, 97%;CS-0036744;W16748;A920344;2-(4-iodophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

Chemical Property of 2-(4-Iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Melting Point: 102-104°C
• Boiling Point: 341.1±25.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.46±0.1 g/cm3(Predicted)
• LogP: 2.59040
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Light Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 330.02881
• Heavy Atom Count: 16
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

4-Iodophenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(4-Iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 33 articles about 2-(4-Iodophenyl)-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: 100.0%

iodobenzene (591-50-4) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(4-iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (73852-88-7)

Guidance literature:

[Ir(COD)(1,3-dicyclohexylimidazolidin-2-ylidene)2]CF₃CO₂; at 40 ℃; for 10h;

DOI:10.1016/j.jorganchem.2006.08.099

Reference yield: 91.0%

para-diiodobenzene (624-38-4,1032416-46-8) + 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1195-66-0) → 2-(4-iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (73852-88-7)

Guidance literature:

para-diiodobenzene; With TurboGrignard; In tetrahydrofuran; at -20 ℃; for 1h;

2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at -20 - 20 ℃;

DOI:10.1002/anie.200462928

Reference yield: 90.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 4-iodophenylboronic acid (5122-99-6) → 2-(4-iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (73852-88-7)

Guidance literature:

In ethyl acetate; at 20 ℃; for 4h;

DOI:10.1016/j.bmc.2008.08.001

upstream raw materials:

4-iodobenzenediazonium tetrafluoroborate

bis(pinacol)diborane

para-diiodobenzene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

Downstream raw materials:

4-carboxyphenylboronic acid pinacol ester

((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethynyl)trimethylsilane

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline

Refernces

• 1、 -. "Fluorescent probe for detecting active oxygen molecule and preparation method and application thereof". Paragraph 0047-0051. . Retrieved 2021/10/27.
• 2、 Chan, Kaai-Tung,Che, Chi-Ming,Du, Lili,Liu, Yungen,Phillips, David Lee,To, Wai-Pong,Tong, Glenna So Ming,Wu, Liang-Liang,Yu, Daohong. "Luminescent tungsten(vi) complexes as photocatalysts for light-driven C-C and C-B bond formation reactions". . p. 6370 - 6382. Retrieved 2020/07/15.