Dichloromethyldiisopropoxyborane

Base Information

• Chemical Name: Dichloromethyldiisopropoxyborane
• CAS No.: 62260-99-5
• Molecular Formula: C7H15BCl2O2
• Molecular Weight: 212.91000
• Hs Code.: 2931900090
• European Community (EC) Number: 625-625-1
• DSSTox Substance ID: DTXSID60400688
• Wikidata: Q82203704
• Mol file: 62260-99-5.mol

Synonyms:Dichloromethyldiisopropoxyborane;62260-99-5;dichloromethyl-di(propan-2-yloxy)borane;Diisopropyl dichloromethaneboronate;Diisopropyl (dichloromethyl)boronate;bis(propan-2-yl) (dichloromethyl)boronate;diisopropyl dichloromethyboronate;SCHEMBL6358676;DTXSID60400688;XHOSKSMGPJTTSE-UHFFFAOYSA-N;DICHLORMETHYL-DIISOPROPOXYBORAN;AKOS015916210;DIISOPROPYL DICHLOROMETHYLBORONATE;FT-0640817;D71895

Chemical Property of Dichloromethyldiisopropoxyborane

Chemical Property:

• Vapor Pressure: 6.88mmHg at 25°C
• Boiling Point: 142.9oC at 760 mmHg
• Flash Point: 104 °F
• PSA: 18.46000
• Density: 1.019 g/mL at 25oC(lit.)
• LogP: 3.08740
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 212.0542153
• Heavy Atom Count: 12
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

Dichloromethyldiisopropoxyborane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: B(C(Cl)Cl)(OC(C)C)OC(C)C
• Uses: Reactant for:Formation of carbon-carbon and carbon-heteroatom bondsSolid phase synthesis of aminoboronic acids as potent inhibitors of the hepatitis C virus NS3 proteinase

Technology Process of Dichloromethyldiisopropoxyborane

There total 4 articles about Dichloromethyldiisopropoxyborane 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: 84.0%

Triisopropyl borate (5419-55-6) + (dichloromethyl)lithium (2146-67-0) → diisopropyl (dichloromethyl)-boronate (62260-99-5)

Guidance literature:

With hydrogenchloride; In diethyl ether; under N2; to cold (-98 °C) soln. of boron compd. in Et2O slowly added Cl2HCLi, stirred for 1 h, warmed to room temp., stirred for 3 h, cooled to 0 °C, added soln. of anhyd. HCl in Et2O, stirred for 0.5 h; decanted and combined with ether washes of solid, evapd. in air, distd.; elem. anal.;

DOI:10.1021/om50004a009

Reference yield: 70.0%

Triisopropyl borate (5419-55-6) + dichloromethane (75-09-2) → diisopropyl (dichloromethyl)-boronate (62260-99-5)

Guidance literature:

With hydrogenchloride; n-butyllithium; diisopropylamine; In tetrahydrofuran; Ar-atmosphere; dropwise addn. of BuLi to diisopropylamine (-78°C), addn. to B(O-iPr)3 and CH2Cl2, stirring (15 min, -78°C), bubbling of HCl to methyl orange endpoint; filtration off of iPr2NH*HCl, washing (ether), evapn. of solvents (vac., below 45°C), distn. (vac.);

Reference yield:

dichloromethane (75-09-2) + isopropyl alcohol (67-63-0,8013-70-5) → diisopropyl (dichloromethyl)-boronate (62260-99-5)

Guidance literature:

Multistep reaction;

DOI:10.1016/S0022-328X(00)80606-3

upstream raw materials:

dichloromethane

isopropyl alcohol

Triisopropyl borate

(dichloromethyl)lithium

Downstream raw materials:

(4S,5S)-2-dichloromethyl-4,5-dicyclohexyl-1,3,2-dioxaborolane