Diisopropyl Allylboronate

Base Information

• Chemical Name: Diisopropyl Allylboronate
• CAS No.: 51851-79-7
• Molecular Formula: C9H19BO2
• Molecular Weight: 170.06
• Hs Code.: 2931900090
• European Community (EC) Number: 679-763-2
• DSSTox Substance ID: DTXSID60465712
• Nikkaji Number: J306.400J
• Wikidata: Q82291890
• Mol file: 51851-79-7.mol

Synonyms:Diisopropyl Allylboronate;51851-79-7;di(propan-2-yloxy)-prop-2-enylborane;Allylboronic Acid Diisopropyl Ester;Boronic acid, 2-propenyl-, bis(1-methylethyl) ester;bis(propan-2-yl) (prop-2-en-1-yl)boronate;SCHEMBL838617;DTXSID60465712;BCA85179;MFCD15072157;AKOS015838926;AS-55613;CS-0175105;D3738;T70994

Chemical Property of Diisopropyl Allylboronate

Chemical Property:

• Vapor Pressure: 10.447mmHg at 25°C
• Refractive Index: 1.4000-1.4040
• Boiling Point: 133.382°C at 760 mmHg
• Flash Point: 34.469°C
• PSA: 18.46000
• Density: 0.819g/cm³
• LogP: 2.51060
• Storage Temp.: 0-10°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 170.1478100
• Heavy Atom Count: 12
• Complexity: 114

Purity/Quality:

97% ^*data from raw suppliers

Diisopropyl Allylboronate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(CC=C)(OC(C)C)OC(C)C

Technology Process of Diisopropyl Allylboronate

There total 2 articles about Diisopropyl Allylboronate 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: 75.0%

Triisopropyl borate (5419-55-6) + allylmagnesium bromide (1730-25-2) → diisopropyl allylboronate (51851-79-7)

Guidance literature:

In diethyl ether; at -78 - 0 ℃; for 4h; Inert atmosphere;

Reference yield:

allylboronic acid (6336-44-3,7547-96-8,7547-97-9,88982-39-2) + isopropyl alcohol (67-63-0,8013-70-5) → Triisopropyl borate (5419-55-6) + diisopropyl allylboronate (51851-79-7)

Guidance literature:

In benzene; byproducts: H2O; under Ar, soln. of allylboronic acid in C6H6 treated with 2-propanol (2 equiv), heated to reflux until evolution of H2O completed (Dean-Stark trap); fractionally distd. (bp 62-64°C, 40 mmHg);

DOI:10.1021/ja00312a062

Reference yield: 97.0%

3-nitrobenzaldoxime (3431-62-7,20747-39-1) + diisopropyl allylboronate (51851-79-7) → N-(1-(3-nitrophenyl)but-3-en-1-yl)hydroxylamine

Guidance literature:

With 3,5-difluorophenylboronic acid; In 1,2-dichloro-ethane; at 50 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00727

upstream raw materials:

Triisopropyl borate

allylmagnesium bromide

allylboronic acid

isopropyl alcohol

Downstream raw materials:

(1RS,2SR)-1,2-diphenyl-pent-4-ene-1,2-diol

Benzyl-{1-[(1S,2R)-3,3,3-trifluoro-2-(4-methoxy-benzyloxy)-1-methoxymethoxy-propyl]-but-3-enyl}-amine

(+/-)-2-hydroxy-2-phenylpent-4-enoic acid

(4R,5S)-1,5-Dimethyl-3-((R)-3-methyl-hex-5-enoyl)-4-phenyl-imidazolidin-2-one