4627-10-5

Basic information

• Product Name: 4,4,6-TRIMETHYL-2-VINYL-1,3,2-DIOXABORINANE
• Synonyms: 4,4,6-TRIMETHYL-2-VINYL-1,3,2-DIOXABORINANE;VINYLBORONIC ACID 2-METHYL-2,4-PENTANEDIOL ESTER;VINYLBORONIC ACID 2-METHYL-2,4-PENTANED&;4,4,6-Trimethyl-2-vinyl-1,3,2-dioxaborinane Stabilized with 5-10% THF;4,4,6-Trimethyl-2-vinyl-1,3,2-dioxaborinane, Vinylboronsä:ure-2-methyl-2,4-pentandiolester;2-Vinyl-4,4,6-trimethyl-2-bora-1,3-dioxane;4,4,6-Trimethyl-2-vinyl-1,3,2-dioxaborinane,98%,stabilized;4,4,6-Trimethyl-2-vinyl-1,3,2-dioxaborinane, stabilized, 98%
• CAS NO: 4627-10-5
• Molecular Formula: C₈H₁₅BO₂
• Molecular Weight: 154.01
• EINECS: 225-039-2
• Product Categories: Organoborons;Vinyl
• Mol File: 4627-10-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 69-70℃ (35 Torr)
• Flash Point: 40 °C
• Appearance: Colorless to yellow/Liquid
• Density: 0.893 g/mL at 25 °C
• Vapor Pressure: 6.4mmHg at 25°C
• Refractive Index: n 20/D 1.429
• Storage Temp.: Refrigerator (+4°C)
• CAS DataBase Reference: 4,4,6-TRIMETHYL-2-VINYL-1,3,2-DIOXABORINANE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,6-TRIMETHYL-2-VINYL-1,3,2-DIOXABORINANE(4627-10-5)
• EPA Substance Registry System: 4,4,6-TRIMETHYL-2-VINYL-1,3,2-DIOXABORINANE(4627-10-5)

Safety Data

• Hazard Codes: Xi
• Statements: 10-43
• Safety Statements: 36/37
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 4627-10-5(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless liquid

InChI:InChI=1/C8H15BO2/c1-5-9-10-7(2)6-8(3,4)11-9/h5,7H,1,6H2,2-4H3

Upstream product

• 7568-01-6 2-butoxy-4,4,6-trimethyl-[1,3,2]dioxaborinane 
• 3536-96-7 vinylmagnesium chloride 
• 13722-63-9 2-ethynyl-4,4,6-trimethyl-[1,3,2]dioxaborinane 
• 107-41-5 2-methyl-2,4-pentanediol 
• 1826-67-1 vinyl magnesium bromide 
• 10199-14-1 4,4,6-trimethyl-1,3,2-dioxaborinane 
• 74-86-2 acetylene 
• 230299-21-5 4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane)bis(hexyleneglycolato)diboron 
• 75927-49-0 pinacol vinylboronate 
• 121-43-7 Trimethyl borate 

Downstream Products

• 100-13-0 4-nitrostyrene 
• 100-69-6 2-vinylpyridine 
• 637-69-4 4-Methoxystyrene 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 826-74-4 1-vinylnaphthalene 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 13343-79-8 (E)-1,4-Diphenylbut-1-en-3-yne 
• 402-50-6 1-trifluoromethyl-4-vinyl-benzene 
• 31915-94-3 (Z)-1-Phenylbuta-1,3-diene 
• 536-74-3 phenylacetylene 
• 26274-73-7 2-(2-triphenylstannylethyl)-4,4,6-trimethyl-1,3,2-dioxaborinan 
• 866539-32-4 4,4,6-trimethyl-2-(4-phenylbuta-1E,3E-dienyl)-1,3,2-dioxaborinane 
• 1202932-32-8 C₁₉H₁₉NO₂ 
• 162365-58-4 N-benzyl-N-(1-phenyl-2-propenyl)hydroxylamine 

Relevant articles and documents

Transborylation of alkenylboranes with diboranes

Exchange of boryl moieties between alkenylboranes and diboron reagents has been postulated as a stereospecific cross-metathesis pathway with concomitant formation of mixed diboron reagents. DFT calculations propose a mechanism for the stereocontrolled C(sp2)-B/B′-B′ cross-metathesis with both symmetric and non-symmetric diboron reagents. This journal is

A stereoselective synthesis of 1,6-diphenyl-1,3,5-hexatrienes utilising 4,4,6-trimethyl-2-vinyl-1,3,2-dioxaborinane as a two-carbon alkenyl building block

A number of 1,6-diphenyl-1,3,5-hexatrienes of varying alkene geometries were stereoselectively prepared from just two starting materials: iodobenzene and 4,4,6-trimethyl-2-vinyl-1,3,2-dioxaborinane via a series of Heck, Suzuki-Miyaura and stereocontrolled iododeboronation reactions. These results demonstrate how 4,4,6-trimethyl-2-vinyl-1,3,2-dioxaborinane can be used as a genuine two-carbon vinyl-dianion building block in stereocontrolled polyene synthesis. The Royal Society of Chemistry 2005.