7397-46-8

Basic information

• Product Name: Methoxydiethylborane
• Synonyms: DiethylMethoxyborane tertahydrofuransolution;DiethylMethoxyborane, 10% in THF;Butyl(Methoxy)borane;DiethylMethoxyborane solution 1.0 M in THF;DiethylMethoxyborane, 50% solution in THF, SpcSeal;Diethylmethoxyborane in THF;Diethylmethoxyborane, 4M solution in THF;METHYL DIETHYLBORINATE
• CAS NO: 7397-46-8
• Molecular Formula: C₅H₁₃BO
• Molecular Weight: 99.97
• EINECS: -0
• Product Categories: MDEB;Pharmaceutical Intermediates;Boranes;Reduction;Synthetic Reagents
• Mol File: 7397-46-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 83.2 °C at 760 mmHg
• Flash Point: 20 °F
• Appearance: Clear colorless to slightly amber/Solution
• Density: 0.868 g/mL at 25 °C
• Vapor Pressure: 84.8mmHg at 25°C
• Refractive Index: n20/D 1.387(lit.)
• Sensitive: Moisture Sensitive
• BRN: 2231225
• CAS DataBase Reference: Methoxydiethylborane(CAS DataBase Reference)
• NIST Chemistry Reference: Methoxydiethylborane(7397-46-8)
• EPA Substance Registry System: Methoxydiethylborane(7397-46-8)

Safety Data

• Hazard Codes: F,Xn,Xi,C
• Statements: 11-36/37/38-22-19-48/22-43-40-37-34-17-53-20/21/22
• Safety Statements: 16-26-27-36/37/39-45-61-43-6
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 2
• RTECS: ED6151000
• TSCA: Yes
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 7397-46-8(Hazardous Substances Data)

Usage

Chemical Properties

Transparent to light yellow liquid

Uses

Different sources of media describe the Uses of 7397-46-8 differently. You can refer to the following data:
1. Methoxydiethylborane is used in analytical studies as a way to identify functional groups in protonated oxygen-containing monofunctional compounds through mass spectrometry.
2. Reactant involved in: Studying a catalyst for ring-opening metathesis polymerization / vinyl insertion polymerizationReformatsky / quaternary Claisen condensationsEnantioselective synthesis of carba-furanose sugarsBorane-mediated control radical polymerization for synthesis of fluoropolymersHomologation reactions with sulfonium ylidesTrialkylborane promoted adhesion to low surface energy plastics

InChI:InChI=1/C5H13BO/c1-4-6(5-2)7-3/h4-5H2,1-3H3

Upstream product

• 97-94-9 triethyl borane 
• 7318-81-2 bis(methoxy)methylborane 
• 7397-53-7 bis(diethylboryl)amine 
• 67-56-1 methanol 
• 617-86-7 triethylsilane 
• 74-85-1 ethene 
• 10294-34-5 boron trichloride 
• 12081-54-8 tetraethyldiborane⁽⁶⁾ 
• 124-41-4 sodium methylate 
• 4426-31-7 diethylboric acid 
• 223105-51-9 Li₂(C₄H₈O)4(B₂C₂₀H₃₂N₂O₂) 
• 92810-16-7 (C₆H₅)2P(O)OB(C₂H₅)2 
• 17527-44-5 dimethyl(methylperoxy)borane 
• 4023-39-6 diethyl-diethylamino-borane 

Downstream Products

• 93830-58-1 diethyl (pyridin-4-yl)borane 
• 121-98-2 methyl 4-methoxybenzoate 
• 121-97-1 4-Methoxypropiophenone 
• 89878-14-8 3-Diethylboranylpyridine 
• 124655-07-8 (3R,5S)-tert-butyl 6-(tert-butyldiphenylsilyloxy)-3,5-dihydroxyhexanoate 
• 156051-78-4 [R-(R*,R*)]-6-cyano-3,5-dihydroxy-N,N-diphenylhexanamide 
• 125971-93-9 (3R,5R)-tert-butyl-6-cyano-3,5-dihydroxyhexanoate 
• 125971-94-0 2-((4R, 6R)-6-cyanomethyl-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid tert-butyl ester 
• 56797-48-9 diethyl(phenyl)borane 
• 745818-83-1 (4R,5R)-5-{(1S)-2-[(4R,5R,6S)-2-ethyl-6-{(1R)-2-[(4-methoxybenzyl)oxy-1-methylethyl]-5-methyl-1,3,2-dioxaborinan-4-yl}-1-methoxyethyl]}-4-[(2-methoxyethoxy)methoxy]-3,3-dimethyldihydrofuran-2(3H)-one 

Relevant articles and documents

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Syntheses, structures, and coordination of diborylbipyridines and bipyridinediborates

6,6'-Bis(diethylboryl)-2,2'-bipyridine (1a) was obtained in low yield by in situ deprotonation of 2,2'-bipyridine in the presence of diethyl(methoxy)borane. 6,6'-Dilithio-2,2'-bipyridine reacts with various alkoxyboranes leading to bipyridinediborates 2 in good yields. The derivatives 2b and 2c allow the formation of the free diborylbipyridines 1b and 1c. The coordination properties of the diboryl-bipyridines as tetra- functional donor-acceptor compounds have been used for the formation of the copper complex 4 and of the adduct 5 which is built from diborylbipyridine and a dihydroxydiboroxan derivative. The composition of the products follows from spectroscopic data and from X-ray structure analyses for 2f, 4, and 5.

A Novel Method for the In Situ Generation of Alkoxydialkylboranes and Their Use in the Selective Preparation of 1,3-Syn Diols

An in situ method for generating Et2BOCH3 from triethylborane and methanol without using any other catalysts is described.Using the Et2BOCH3 thus generated as a chelating agent, syn 1,3-diols are prepared in > 98 percent stereochemical purity by reducing β-hydroxy-ketones with sodium borohydride