2-(3-Bromopropenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

Base Information

• Chemical Name: 2-(3-Bromopropenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
• CAS No.: 870777-31-4
• Molecular Formula: C₉H₁₆BBrO₂
• Molecular Weight: 246.94
• Hs Code.: 2931900090
• European Community (EC) Number: 626-529-2
• Wikidata: Q76423272
• Mol file: 870777-31-4.mol

Synonyms:2-(3-Bromopropenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;102787-30-4;870777-31-4;2-[(E)-3-bromoprop-1-enyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;(E)-2-(3-Bromoprop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(3-BROMOPROP-1-EN-1-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;AKOS024328943;EN300-7252992;2-[(1E)-3-BROMOPROP-1-EN-1-YL]-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE

Chemical Property of 2-(3-Bromopropenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

Chemical Property:

• Refractive Index: n20/D 1.4830(lit.)
• Flash Point: 110 °C
• PSA: 18.46000
• Density: 1.214 g/mL at 25 °C(lit.)
• LogP: 2.56890
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 246.04267
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

98%min ^*data from raw suppliers

TRANS-3-BROMO-1-PROPEN-1-YLBORONIC ACID PINACOL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C=CCBr
• Isomeric SMILES: B1(OC(C(O1)(C)C)(C)C)/C=C/CBr

Technology Process of 2-(3-Bromopropenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

There total 4 articles about 2-(3-Bromopropenyl)-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: 50.0%

1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-hydroxy-1-propene (608534-39-0) → 2-(3-bromo-1-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (870777-31-4)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1002/chem.201001629

Reference yield: 24.0%

2-(1-bromo-2-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (87921-49-1) → 2-(3-bromo-1-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (870777-31-4)

Guidance literature:

In neat (no solvent); heated over 1 h at 140°C; distilled at 110°C/14 Torr;

Reference yield:

C12H25BO3Si (180516-86-3) → 2-(3-bromo-1-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (870777-31-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

2: carbon tetrabromide; triphenylphosphine / dichloromethane / 3 h / 0 °C / Inert atmosphere

With carbon tetrabromide; tetrabutyl ammonium fluoride; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/chem.201001629

upstream raw materials:

2-(1-bromo-2-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-hydroxy-1-propene

C₁₂H₂₅BO₃Si

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