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

2-Benzyloxyethanol, also known as Benzyl-PEG2-alcohol, is a PEG linker with an acid-labile benzyl protecting group and a reactive primary alcohol. The primary alcohol allows for further derivatization of the compound, while the hydrophilic PEG linker enhances its water solubility in aqueous media.

Uses

Used in Chemical Synthesis:
2-Benzyloxyethanol is used as a reagent in the base-free iridium-catalyzed direct alkylation of active methylene compounds with alcohols, enabling the formation of new chemical bonds and the synthesis of various organic compounds.
Used in Pharmaceutical Industry:
2-Benzyloxyethanol is used as a building block in the synthesis of 9-(2-hydroxyethyl)-linked 2,6-diaminopurines, which are important for the development of pharmaceutical compounds with potential therapeutic applications.
Used in Polymer Science:
2-Benzyloxyethanol is used in the synthesis of benzyloxy ethyl methacrylate monomer by esterification with methacryloyl chloride. This monomer can be polymerized to form polymers with specific properties, such as hydrophilicity and biocompatibility, for use in various applications, including drug delivery systems and biomaterials.
Used in Organic Chemistry Research:
2-Benzyloxyethanol serves as a versatile intermediate in organic chemistry, allowing for the development of new synthetic methods and the exploration of novel chemical reactions. Its acid-labile benzyl protecting group and reactive primary alcohol make it a valuable tool for researchers in the field of organic chemistry.

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 
• 936-51-6 2-phenyl-1,3-dioxolane 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 107-21-1 ethylene glycol 
• 97-93-8 triethylaluminum 
• 30379-55-6 benzyloxyacetic acid 
• 136057-07-3 1-Azido-4-(2-benzyloxy-ethoxymethyl)-benzene 
• 128702-30-7 O-(4-Nitrobenzyl)-2-benzyloxyethanol 
• 7446-70-0 aluminium trichloride 
• 60-29-7 diethyl ether 
• 766-77-8 Dimethylphenylsilane 
• 60656-87-3 benzyloxyacetoaldehyde 

Downstream Products

• 13808-07-6 lactic acid-(2-benzyloxy-ethyl ester) 
• 5312-10-7 2-(benzyloxy)ethyl acetate 
• 4995-22-6 acrylic acid-(2-benzyloxy-ethyl ester) 
• 58841-52-4 2-(benzyloxy)ethyl methanesulfonate 
• 4981-83-3 2-(Benzyloxy)ethyl p-toluenesulfonate 
• 58235-68-0 Phosphoric acid 2-benzyloxy-ethyl ester methyl ester 1,2,2,2-tetrachloro-ethyl ester 
• 1462-37-9 bromoethyl-2-benzyl ether 
• 53256-85-2 1-(1,1,1-Trichlor-2-hydroxyethoxy)-2-benzyloxy-ethan 
• 123455-81-2 Pyridine-2-sulfonic acid 2-benzyloxy-ethyl ester 
• 146860-52-8 4-(2-benzyloxyethoxy)-pyridine-2,6-dimethanol 
• 96922-86-0 1,21-diphenyl-2,5,8,11,14,17,20-heptaoxahenicosane 
• 98627-26-0 2-(2-Benzyloxy-ethoxy)-tetradecanoic acid ethyl ester 
• 112882-05-0 2-Methyl-propane-2-sulfonic acid 2-benzyloxy-ethyl ester 
• 136057-07-3 1-Azido-4-(2-benzyloxy-ethoxymethyl)-benzene 

Relevant articles and documents

3-(5-METHOXY-1-OXOISOINDOLIN-2-YL)PIPERIDINE-2,6-DIONE DERIVATIVES AND USES THEREOF

The present disclosure relates to compounds of formula (I') and pharmaceutical compositions and their use in reducing Widely Interspaced Zinc Finger Motifs (WIZ) expression levels, or inducing fetal hemoglobin (HbF) expression, and in the treatment of inherited blood disorders (e.g., hemoglobinopathies, e.g., beta-hemoglobinopathies), such as sickle cell disease and beta-thalassemia.

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.