2930-05-4

Basic information

• Product Name: BENZYL GLYCIDYL ETHER
• Synonyms: ((phenylmethoxy)methyl)oxirane;(Benzyloxymethyl)oxirane;1-(benzyloxy)-2,3-epoxy-propan;Propane, 1-(benzyloxy)-2,3-epoxy-;BENZYL GLYCIDYL ETHER;2-(BENZYLOXYMETHYL)OXIRANE;1-BENZYLOXY-2,3-EPOXYPROPANE;VITAS-BB TBB000194
• CAS NO: 2930-05-4
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• EINECS: 220-899-5
• Product Categories: Oxiranes;Simple 3-Membered Ring Compounds;Epoxides;Organic Building Blocks;Oxygen Compounds
• Mol File: 2930-05-4.mol
• Article Data: 134

Chemical Properties

• Melting Point: 89.5-90.1 °C
• Boiling Point: 70-73 °C11 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.077 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.5170(lit.)
• Storage Temp.: Refrigerator
• CAS DataBase Reference: BENZYL GLYCIDYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL GLYCIDYL ETHER(2930-05-4)
• EPA Substance Registry System: BENZYL GLYCIDYL ETHER(2930-05-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: TX2860000
• Hazardous Substances Data: 2930-05-4(Hazardous Substances Data)

Usage

Uses

[(Phenylmethoxy)methyl]oxirane, is a Glycidol (G615700) derivative. It is also shown that analougues of Phenyl Glycidyl Ether has in Vivo skin sensitizing potency, and is able to induce Nrf2-Dependent Luciferase Activity in the KeratinoSens.

General Description

Benzyl glycidyl ether is a glycidyl derivative. Rac-/(R)-benzyl glycidyl ether participates in the synthesis of atactic and isotactic linear poly(benzyl 1,2-glycerol carbonate)s. Biocatalytic resolution of racemic benzyl glycidyl ether by Talaromyces flavus has been described. Resolution of benzyl glycidyl ether to (S)-benzyl glycidyl ether with 30% ee and (R)-3-benzyloxypropane-1,2-diol with 40% ee by whole Bacillus alcalophilus cells has been reported. It reacts with K-, K+(15-crown-5)2 to afford potassium glycidoxide and bibenzyl.

InChI:InChI=1S/C10H12O2/c1-2-4-9(5-3-1)6-11-7-10-8-12-10/h1-5,10H,6-8H2

Upstream product

• 118712-54-2 glycidyl p-toluenesulfonate 
• 20194-18-7 sodium phenyl-methanolate 
• 13991-52-1 1-chloro-2-hydroxy-3-phenylmethoxypropane 
• 372-20-3 3-fluorophenol 
• 3132-64-7 1,2-Epoxy-3-bromopropane 
• 56552-80-8 (R)-3-benzyloxy-1,2-propanediol 
• 67-56-1 methanol 
• 14593-43-2 benzyl allyl ether 
• 106-92-3 Allyl glycidyl ether 
• 33100-27-5 15-crown-5 
• 100-39-0 benzyl bromide 
• 106-89-8 epichlorohydrin 
• 100-51-6 benzyl alcohol 
• 556-52-5 oxiranyl-methanol 

Downstream Products

• 130291-41-7 1,7-bis(benzyloxy)-4-benzenesulfonyl-(2R,6R)-heptanediol 
• 81309-78-6 (R)-5-Benzyloxy-2-(3,4-dimethoxy-phenyl)-4-hydroxy-pentanenitrile 
• 139242-76-5 (2S)-1-(Phenylmethoxy)-4-(phenylsulfonyl)-5-(trimethylsilyl)-2-pentanol 
• 130052-32-3 (R)-1-benzyloxy-2-methoxyhexadecane 
• 124662-61-9 (S)-5-Benzyloxy-4-hydroxy-1-pentyne 
• 162744-90-3 1-Benzyloxy-5-cyclohexyloxy-pent-4-yn-2-ol 
• 162745-18-8 1-Benzyloxy-5-(3-phenyl-propoxy)-pent-4-yn-2-ol 
• 88981-35-5 (2S)-1-(benzyloxy)pent-4-en-2-ol 
• 162745-12-2 (S)-1-Benzyloxy-5-[(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-pent-4-yn-2-ol 
• 63474-10-2 1-(benzyloxy)-3-(cyclohexylamino)propan-2-ol 
• 72786-40-4 1-Benzyloxy-3-cyclopentylamino-propan-2-ol 
• 63473-97-2 2-hydroxy-3-benzyloxy-N-benzyl-1-propanamine 
• 175030-57-6 1-benzyloxy-3-[2-(2-methyl[1,3]dithian-2-ylmethyl)[1,3]dithian-2-yl]-(2R)-propan-2-ol 
• 116060-83-4 (3S,5R)-5-Benzyloxymethyl-3-methyl-dihydro-furan-2-one 

Relevant articles and documents

Synthesis of N-lost derivatives, II: Reaction of n,n-bis(2-chloroethyl)phosphoramide dichloride with 1-aminopropane-2,3-diol

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Diastereoselective Alkene Hydroesterification Enabling the Synthesis of Chiral Fused Bicyclic Lactones

Palladium-catalysed diastereoselective hydroesterification of alkenes assisted by the coordinative hydroxyl group in the substrate afforded a variety of chiral γ-butyrolactones bearing two stereocenters. Employing the carbonylation-lactonization products as the key intermediates, the route from the alkenes with single chiral center to chiral THF-fused bicyclic γ-lactones containing three stereocenters was developed.

Stereoselective total synthesis of (?)-galantinic acid and 1-deoxy-5-hydroxysphingolipids via prins cyclization

The stereoselective total synthesis of (?)-galantinic acid 1 and 1-deoxy-5-hydroxysphingolipids 4 is described via Prins cyclization protocol followed by reductive ring opening sequence of substituted pyrenol derivative 6. The target molecules were synthesized using a common synthetic intermediate epoxide 5. Besides, we also proposed synthetic pathways to achieve other structural analogues using common intermediates.