Diisopropoxymethylborane

Base Information

• Chemical Name: Diisopropoxymethylborane
• CAS No.: 86595-27-9
• Molecular Formula: C7H17BO2
• Molecular Weight: 144.022
• Hs Code.: 2931900090
• European Community (EC) Number: 624-614-9
• DSSTox Substance ID: DTXSID20392090
• Nikkaji Number: J267.472F
• Wikidata: Q82190025
• Mol file: 86595-27-9.mol

Synonyms:Diisopropoxymethylborane;86595-27-9;methyl-di(propan-2-yloxy)borane;DIISOPROPYL METHYLBORONATE;Boronic acid, methyl-, bis(1-methylethyl) ester;methyldiisopropoxyborane;Diisopropoxy(methyl)borane;Dipropan-2-yl methylboronate;Diisopropoxymethylborane, 97%;SCHEMBL564758;DTXSID20392090;BHOFOFKBMGVFSG-UHFFFAOYSA-N;FT-0642050

Chemical Property of Diisopropoxymethylborane

Chemical Property:

• Vapor Pressure: 33mmHg at 25°C
• Refractive Index: n20/D 1.376(lit.)
• Boiling Point: 105-107oC751 mm Hg(lit.)
• Flash Point: 45 °F
• PSA: 18.46000
• Density: 0.781 g/mL at 25oC(lit.)
• LogP: 1.95440
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 144.1321599
• Heavy Atom Count: 10
• Complexity: 73.7

Purity/Quality:

98%Min ^*data from raw suppliers

Diisoproxymethylbora?ne ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36/37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Diisopropoxymethylborane

There total 5 articles about Diisopropoxymethylborane 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: 75.8%

Triisopropyl borate (5419-55-6) + Trimethylboroxine (823-96-1) → triisopropoxyboroxin (10298-87-0) + isopropyl alcohol (67-63-0,8013-70-5) + diisopropoxymethylborane (86595-27-9)

Guidance literature:

In tetrahydrofuran; for 0.0833333h;

Reference yield: 70.0%

Triisopropyl borate (5419-55-6) + Trimethylboroxine (823-96-1) → trimethylborane (593-90-8) + diisopropoxymethylborane (86595-27-9)

Guidance literature:

In tetrahydrofuran;

Reference yield:

methyllithium (917-54-4) + (E)-1-hexenyldiisopropoxyborane (91083-27-1) → dimethylisopropoxyborane + Triisopropyl borate (5419-55-6) + methyl-1-hexenylisopropoxyborane (148058-10-0) + diisopropoxymethylborane (86595-27-9)

Guidance literature:

With CH₃SO₃H or HCl or CH₃COCl or ClCH₂COCl or Cl₃CCOCl; In diethyl ether; addn. of CH3Li to soln. of C6H11B(OCH(CH3)2)2 (2.5 mmol) in ether at -78°C via syringe; stirring at -78°C for 3 h; addn. of acid (further acids investigated: ClCH2COCl, (CH3)3SiCl); warming slowly to room temp.; stirring at room temp.;; not isolated; product distribution is determined by 11B-NMR for various conditions (temp. at which acid is added, amt. of CH3Li, amt. of acid);;

DOI:10.1021/om00028a021

upstream raw materials:

Triisopropyl borate

Trimethylboroxine

methyllithium

(E)-1-hexenyldiisopropoxyborane

Downstream raw materials:

Li[MeB(3-mesityl-pz)(5-mesityl-pz)H]

Li[MeB(3-mesityl-pz)2H]

Li[MeB(5-Ms-pz)H₂]

Li[MeB(3-Ms-pz)H₂]

Refernces

• 1、 Brown, Herbert C.,Vasumathi, Nagarajan,Joshi, Navalkishore N.. "Organoboranes. 56. Systematic study of the reactions of 1-alkenylboronic esters with representative organolithium and grignard reagents to provide an efficient, selective synthesis of organyl-1-alkenylborinic esters". . p. 1058 - 1067. Retrieved 2008/10/08.