622-08-2

Basic information

• Product Name: 2-Benzyloxyethanol
• Synonyms: RARECHEM AL BD 0628;2-(benzyloxy)-ethano;2-(phenylmethoxy)-ethano;Benzylcelosolv;Ethanol, 2-(benzyloxy)-;Glycol benzyl ether;Glycol monobenzyl ether;glycolmonobenzylether
• CAS NO: 622-08-2
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.19
• EINECS: 210-719-3
• Product Categories: Ethylene Glycols & Monofunctional Ethylene Glycols;Monofunctional Ethylene Glycols;Alcohols;Building Blocks;C9 to C10;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 622-08-2.mol
• Article Data: 110

Chemical Properties

• Melting Point: <-75 °C
• Boiling Point: 265 °C(lit.)
• Flash Point: 110 °C
• Appearance: Clear colorless/Liquid
• Density: 1.071 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00895mmHg at 25°C
• Refractive Index: n20/D 1.521(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 14.40±0.10(Predicted)
• Water Solubility: 4.282g/L(23 oC)
• BRN: 2043566
• CAS DataBase Reference: 2-Benzyloxyethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzyloxyethanol(622-08-2)
• EPA Substance Registry System: 2-Benzyloxyethanol(622-08-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• RTECS: KJ7550000
• Hazardous Substances Data: 622-08-2(Hazardous Substances Data)

Usage

Description

Benzyl-PEG2-alcohol is a PEG linker with an acid labile, benzyl protecting group and a reactive primary alcohol. The primary alcohol can react and further derivatize the compound. The hydrophilic PEG linker increases the water solubility of the compound in aqueous media.

Chemical Properties

Ethylene glycol monobenzyl ether is a Colorless to light yellow liquid which will dissolve a large number of organic substances among which are oils, fats, greases, some vinyl resins, dewaxed damar, rosin, ester gum, etc. It is used principally as a high boiling solvent in lacquers, inks, and textile dyeing.

Uses

Different sources of media describe the Uses of 622-08-2 differently. You can refer to the following data:
1. 2-Benzyloxyethanol is used in a base-free iridium-catalyzed direct alkylation of active methylene compounds with alcohols.
2. 2-(Benzyloxy)ethanol has been used in:9-(2-hydroxyethyl)-linked synthesis of 2,6-diaminopurinessynthesis of benzyloxy ethyl methacrylate monomer by esterification with methacryloyl chloridea base-free iridium-catalyzed direct alkylation of active methylene compounds with alcohols

Synthesis Reference(s)

Tetrahedron Letters, 31, p. 389, 1990 DOI: 10.1016/S0040-4039(00)94562-3

Hazard

Toxic by ingestion.

InChI:InChI=1/C9H12O2/c10-6-7-11-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2

Upstream product

• 75-21-8 oxirane 
• 100-51-6 benzyl alcohol 
• 100-44-7 benzyl chloride 
• 107-21-1 ethylene glycol 
• 107-07-3 2-chloro-ethanol 
• 936-51-6 2-phenyl-1,3-dioxolane 
• 100-99-2 triisobutylaluminum 
• 7446-70-0 aluminium trichloride 
• 60-29-7 diethyl ether 
• 2403-54-5 2-(4-chlorophenyl)-1,3-dioxolane 
• 100-39-0 benzyl bromide 
• 946-80-5 (benzyloxy)benzene 
• 103-50-4 dibenzyl ether 
• 6272-38-4 O-benzylcatechol 

Downstream Products

• 5312-10-7 2-(benzyloxy)ethyl acetate 
• 123455-81-2 Pyridine-2-sulfonic acid 2-benzyloxy-ethyl ester 
• 98627-26-0 2-(2-Benzyloxy-ethoxy)-tetradecanoic acid ethyl ester 
• 112882-05-0 2-Methyl-propane-2-sulfonic acid 2-benzyloxy-ethyl ester 
• 152949-17-2 2-<(phenylmethyl)oxy>ethyl (methylsulfonyl)methanesulfonate 
• 128702-30-7 O-(4-Nitrobenzyl)-2-benzyloxyethanol 
• 91352-34-0 Methyloxymethyloxyaethyl-benzyl-aether 
• 93206-09-8 <2-(benzyloxy)ethoxy>acetic acid 
• 206650-13-7 (2R,3R,5R)-3-(2-Benzyloxy-ethoxymethyl)-2-hydroxymethyl-5-methoxy-tetrahydro-furan-3-ol 
• 287970-26-7 (2-pent-4-enyloxy-ethoxymethyl)-benzene 
• 374600-24-5 1-(2-benzyloxyethoxy)-2-chloro-3-nitrobenzene 
• 61911-33-9 benzyl cellosolve 
• 252060-79-0 (2-benzyloxyethyl) 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside 
• 67099-42-7 3,3-Dimethyl-5-benzyloxy-1-pentin 

Relevant articles and documents

4-Acyl Pyrrole Capped HDAC Inhibitors: A New Scaffold for Hybrid Inhibitors of BET Proteins and Histone Deacetylases as Antileukemia Drug Leads

Multitarget drugs are an emerging alternative to combination therapies. In three iterative cycles of design, synthesis, and biological evaluation, we developed a novel type of potent hybrid inhibitors of bromodomain, and extra-terminal (BET) proteins and histone deacetylases (HDACs) based on the BET inhibitor XD14 and well-established HDAC inhibitors. The most promising new hybrids, 49 and 61, displayed submicromolar inhibitory activity against HDAC1-3 and 6, and BRD4(1), and possess potent antileukemia activity. 49 induced apoptosis more effectively than the combination of ricolinostat and birabresib (1:1). The most balanced dual inhibitor, 61, induced significantly more apoptosis than the related control compounds 62 (no BRD4(1) affinity) and 63 (no HDAC inhibition) as well as the 1:1 combination of both. Additionally, 61 was well tolerated in an in vivo zebrafish toxicity model. Overall, our data suggest an advantage of dual HDAC/BET inhibitors over the combination of two single targeted compounds.

Composition for controlling pine wood nematode containing benzyloxyalcohol

The present invention relates to a composition for controlling pine nematode comprising a benzyloxyalcohol compound and a method for controlling pine nematode using the same.

Protein degradation targeting chimera for degrading androgen receptor

The invention relates to a novel difunctional molecule compound based on VHL ligand induction and application of the difunctional molecule compound in synthesis of the compounds and pharmaceutical compositions thereof. The compound is shown as a formula I. The compound can selectively induce AR protein degradation and can be used for treating cancers such as prostatic cancer and breast cancer.