Borinic acid, diphenyl-, 3-hydroxypropyl ester

Base Information

• Chemical Name: Borinic acid, diphenyl-, 3-hydroxypropyl ester
• CAS No.: 74666-84-5
• Molecular Formula: C₁₅H₁₇BO₂
• Molecular Weight: 240.11
• DSSTox Substance ID: DTXSID30396943
• Wikidata: Q82197918

Synonyms:Borinic acid, diphenyl-, 3-hydroxypropyl ester;74666-84-5;DTXSID30396943;1-diphenylboryloxy-3-hydroxypropane

Chemical Property of Borinic acid, diphenyl-, 3-hydroxypropyl ester

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 240.1321599
• Heavy Atom Count: 18
• Complexity: 193

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=CC=C1)(C2=CC=CC=C2)OCCCO

Technology Process of Borinic acid, diphenyl-, 3-hydroxypropyl ester

There total 1 articles about Borinic acid, diphenyl-, 3-hydroxypropyl ester 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: 89.0%

2-Phenyl-1,3,2-dioxaborinane (4406-77-3) + phenyllithium (591-51-5) → diphenyl(3-hydroxypropoxy)borane (74666-84-5)

Guidance literature:

In diethyl ether; byproducts: LiCl; 1 equiv of PhLi slowly adding to a soln. of the boronic ester at -78°C, stirring for 3 h at the same temp., 1 equiv of anhydrous HCl in ether adding, warming to room temp., stirring for 15 min; product content detd. by (11)B NMR spectrum;

DOI:10.1021/om00129a019

Reference yield: 80.0%

piperidine (110-89-4) + diphenyl(3-hydroxypropoxy)borane (74666-84-5) → (OCH2CH2CH2OB(C6H5)2)(1-)*(CH2)5NH2(1+) = (OCH2CH2CH2OB(C6H5)2)((CH2)5NH2)

Guidance literature:

In neat (no solvent); B-compound disssolved in piperidine, 5 h; filtered; washed; elem. anal.;

DOI:10.1007/BF00954711

Reference yield: 75.0%

morpholine (110-91-8,99108-56-2) + diphenyl(3-hydroxypropoxy)borane (74666-84-5) → (OCH2CH2CH2OB(C6H5)2)(1-)*O(CH2CH2)2NH2(1+) = (OCH2CH2CH2OB(C6H5)2)(O(CH2CH2)2NH2)

Guidance literature:

In neat (no solvent); B-compound dissolved in morpholine, 5 h; filtered; washed; elem. anal.;

DOI:10.1007/BF00954711

upstream raw materials:

2-Phenyl-1,3,2-dioxaborinane

phenyllithium

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