methyl diethylborinate

• ChemBase ID: 138674
• Molecular Formular: C5H13BO
• Molecular Mass: 99.96712
• Monoisotopic Mass: 100.10594544
• SMILES: B(CC)(CC)OC
• Canonical SMILES: CCB(OC)CC
• InChI: InChI=1S/C5H13BO/c1-4-6(5-2)7-3/h4-5H2,1-3H3
• InChIKey: FESAXEDIWWXCNG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl diethylborinate
• IUPAC Traditional name: methyl diethylborinate
• Synonyms: Diethylborinic acid methyl ester; Diethylmethoxyborane; Methyl diethylborinate; Diethylmethoxyborane solution; diethyl(methoxy)borane; Diethylmethoxyborane, 1M soln in THF; 二乙基甲氧基硼烷; 二乙基甲氧基硼烷 溶液; 二乙基甲氧基硼烷, 1M THF溶液

Database IDs

• CAS Number: 7397-46-8
• EC Number: 425-380-9
• MDL Number: MFCD00013240
• Beilstein Number: 2231225
• PubChem SID: 24861321; 162232925; 24859752
• PubChem CID: 522516

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.2923
• LogD (pH = 7.4): 2.2923
• Log P: 2.2923
• Molar Refractivity: 27.5867 cm^3
• Polarizability: 12.63785 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: -.4 °F; -18 °C; 19.4 °F; -6°C(21°F); -7 °C
• Density: 0.761 g/mL at 25 °C(lit.); 0.868; 0.868 g/mL at 25 °C
• Refractive Index: 1.4040; n20/D 1.387(lit.)
• Hydrophobicity(logP): 1.237

Safety Information

• Storage Warning: Air & Moisture Sensitive
• RTECS: ED6151000
• European Hazard Symbols: Corrosive (C); Flammable (F); X
• UN Number: 1993; UN2924
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-17-19-34-37-43-48/22; 11-19-22-34; 17-20/21/22-34-43-48/22-53
• Safety Statements: 16-26-36/37/39-45; 6-26-36/37/39-43-61
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H250; H225-H301-H314-H318; H225-H319-H335
• GHS Precautionary statements: P210-P222-P231-P422; P210-P261-P305 + P351 + P338; P210-P280-P305+P351+P338-P309-P310
• RID/ADR: UN 1993 3/PG 2
• Supplemental Hazard Statements: May form explosive peroxides.

Product Information

• Purity: 95%; 97%
• Concentration: 1.0 M in THF; 1M soln in THF
• Linear Formula: (C2H5)2BOCH3

DETAILS

Sigma Aldrich - 328839

Packaging
100, 500 mL in Sure/Seal™
Application
Reactant involved in:
• Studying a catalyst for ring-opening metathesis polymerization / vinyl insertion polymerization1
• Reformatsky / quaternary Claisen condensations2
• Enantioselective synthesis of carba-furanose sugars3
• Borane-mediated control radical polymerization for synthesis of fluoropolymers4
• Homologation reactions with sulfonium ylides5
• Trialkylborane promoted adhesion to low surface energy plastics6

Sigma Aldrich - 347205

Packaging
10, 50 g in Sure/Seal™
Application
Reactant involved in:
• Studying a catalyst for ring-opening metathesis polymerization / vinyl insertion polymerization1
• Reformatsky / quaternary Claisen condensations2
• Enantioselective synthesis of carba-furanose sugars3
• Borane-mediated control radical polymerization for synthesis of fluoropolymers4
• Homologation reactions with sulfonium ylides5
• Trialkylborane promoted adhesion to low surface energy plastics6

REFERENCES

• Has been used in combination with sodium borohydride for selective reductions: ?-hydroxy ketones are reduced with high diastereoselectivity to syn-diols: Tetrahedron Lett., 28, 155 (1987); ? δ-diketo esters are reduced to ? δ-dihydroxy esters without reduction of a conjugated olefinic double bond: Tetrahedron Lett., 29, 6467 (1988).