3-Iodophenylboronic acid

Base Information

• Chemical Name: 3-Iodophenylboronic acid
• CAS No.: 221037-98-5
• Molecular Formula: C6H6BIO2
• Molecular Weight: 247.828
• Hs Code.: 29319090
• European Community (EC) Number: 627-272-9
• DSSTox Substance ID: DTXSID20370252
• Nikkaji Number: J1.568.477A
• Wikidata: Q72484344
• Mol file: 221037-98-5.mol

Synonyms:Boronicacid, (3-iodophenyl)- (9CI);

Chemical Property of 3-Iodophenylboronic acid

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 8.99E-06mmHg at 25°C
• Melting Point: 195-197 °C
• Refractive Index: 1.649
• Boiling Point: 358.8 °C at 760 mmHg
• PKA: 7.67±0.10(Predicted)
• Flash Point: 170.8 °C
• PSA: 40.46000
• Density: 1.95 g/cm³
• LogP: -0.02900
• Storage Temp.: 0-6°C
• Sensitive.: Light Sensitive
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 247.95056
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98%min ^*data from raw suppliers

3-Iodophenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC=C1)I)(O)O
• Uses: Reactant involved in:Aerobic oxidative coupling with arenesCoupling with acetalsSynthesis of inhibitors of homoserine transacetylaseBoron-Heck arylation with alkenesN-arylationHeck reactions with electrophilic alkenes

Technology Process of 3-Iodophenylboronic acid

There total 3 articles about 3-Iodophenylboronic 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: 87.0%

1,3-Diiodobenzene (626-00-6) → (3-iodophenyl)boronic acid (221037-98-5)

Guidance literature:

With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 21h;

Reference yield:

boric acid tributyl ester (688-74-4) + 1,3-Diiodobenzene (626-00-6) → (3-iodophenyl)boronic acid (221037-98-5)

Guidance literature:

With magnesium;

DOI:10.1021/ja01623a044

Reference yield:

phenylene-1,3-diammonium sulfate (25723-55-1,541-70-8) → (3-iodophenyl)boronic acid (221037-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium nitrite; potassium iodide; hydrogenchloride / water / 2 h / 0 - 20 °C

2: n-butyllithium; Triisopropyl borate / tetrahydrofuran; diethyl ether / 21 h / -78 - 20 °C

With hydrogenchloride; n-butyllithium; Triisopropyl borate; potassium iodide; sodium nitrite; In tetrahydrofuran; diethyl ether; water;

upstream raw materials:

boric acid tributyl ester

1,3-Diiodobenzene

phenylene-1,3-diammonium sulfate

Downstream raw materials:

trans-3-iodostilbene

bis(3-iodophenyl)iodonium tetrafluoroborate

3-iodo-N-methylaniline

3-Iodobenzoic acid

Refernces

• 1、 -. "NEW COMPOUND". . . Retrieved 2019/11/26.