2-Octyl-2H-1,3,2-benzodioxaborole

Base Information

• Chemical Name: 2-Octyl-2H-1,3,2-benzodioxaborole
• CAS No.: 98875-37-7
• Molecular Formula: C14H21BO2
• Molecular Weight: 232.131
• DSSTox Substance ID: DTXSID20554217
• Wikidata: Q82435115
• Mol file: 98875-37-7.mol

Synonyms:98875-37-7;2-Octyl-2H-1,3,2-benzodioxaborole;DTXSID20554217;2-Octylbenzo[d][1,3,2]dioxaborole

Chemical Property of 2-Octyl-2H-1,3,2-benzodioxaborole

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 232.1634601
• Heavy Atom Count: 17
• Complexity: 196

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC2=CC=CC=C2O1)CCCCCCCC

Technology Process of 2-Octyl-2H-1,3,2-benzodioxaborole

There total 1 articles about 2-Octyl-2H-1,3,2-benzodioxaborole 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:

Wilkinson's catalyst (14694-95-2) + oct-1-ene (111-66-0,25068-25-1) + benzo[1,3,2]dioxaborole (274-07-7) → tris(catecholato)diboron (37737-62-5) + 2-octyl-1,3,2-benzodioxaborole (98875-37-7) + triphenylphosphine borane (2049-55-0)

Guidance literature:

In tetrahydrofuran-d8; byproducts: P(C6H5)3; addn. of soln. of catecholborane to soln. of Rh-complex and oct-1-ene (-78°C, NMR tube), warming (-40°C, (31)P-NMR monitoring), warming to 25°C; (11)B-NMR spectroscopy;

DOI:10.1021/ja00050a015

Reference yield: 93.0%

iodobenzene (591-50-4) + 2-octyl-1,3,2-benzodioxaborole (98875-37-7) → Octylbenzene (2189-60-8)

Guidance literature:

With Ti₂CO₃; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; at 50 ℃; for 16h;

Reference yield: 88.0%

methyl 4-iodobenzoate (619-44-3) + 2-octyl-1,3,2-benzodioxaborole (98875-37-7) → 4-octyl-benzoic acid methyl ester (54256-51-8)

Guidance literature:

With Ti₂CO₃; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; at 50 ℃; for 16h;

upstream raw materials:

Wilkinson's catalyst

oct-1-ene

benzo[1,3,2]dioxaborole

Downstream raw materials:

Octylbenzene

4-octyl-benzoic acid methyl ester

1-phenylnonan-1-ol

2,2,6,6-tetramethyl-1-n-octyloxy-piperidine

Refernces