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252867

Sigma-Aldrich

2-(Benzyloxy)ethanol

98%

Synonym(s):

Ethylene glycol monobenzyl ether

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About This Item

Linear Formula:
C6H5CH2OCH2CH2OH
CAS Number:
622-08-2
Molecular Weight:
152.19
Beilstein:
2043566
EC Number:
210-719-3
MDL number:
MFCD00002868
UNSPSC Code:
12352100
PubChem Substance ID:
24855245
NACRES:
NA.22

Assay

98%

refractive index

n20/D 1.521 (lit.)

bp

265 °C (lit.)

density

1.071 g/mL at 25 °C (lit.)

SMILES string

OCCOCc1ccccc1

InChI

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

InChI key

CUZKCNWZBXLAJX-UHFFFAOYSA-N

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Application

2-(Benzyloxy)ethanol has been used in:
  • 9-(2-hydroxyethyl)-linked synthesis of 2,6-diaminopurines
  • synthesis of benzyloxy ethyl methacrylate monomer by esterification with methacryloyl chloride
  • a base-free iridium-catalyzed direct alkylation of active methylene compounds with alcohols

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

230.0 °F

Flash Point(C)

110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Masao Morita et al.
Chemical communications (Cambridge, England), (27), 2850-2852 (2007-07-05)
Base-free catalytic alpha-alkylation of active methylene compounds with primary alcohols was successfully achieved using an [IrCl(cod)](2) complex in the presence of PPh(3) to afford the corresponding saturated alpha-alkylated products in good yields.
A structure-based library approach to kinase inhibitors.
Norman TC, et al.
Journal of the American Chemical Society, 118(31), 7430-7431 (1996)
Poly (benzyloxy ethyl methacrylate): preparation by free radical polymerization and by group transfer polymerization; with subsequent debenzylation to form poly (2-hydroxyethyl methacrylate).
Dyakonov TA, et al.
Eur. Polymer J., 36(9), 1779-1793 (2000)
Ugo Sidoli et al.
International journal of molecular sciences, 20(24) (2019-12-19)
During the last few decades, wet adhesives have been developed for applications in various fields. Nonetheless, key questions such as the most suitable polymer architecture as well as the most suitable chemical composition remain open. In this article, we investigate
Tsunehisa Hirose et al.
Molecules (Basel, Switzerland), 24(13) (2019-07-05)
The retention behavior of a wide variety of stationary phases was compared in supercritical fluid chromatography (SFC) and normal-phase high-performance liquid chromatography (NP-HPLC). We also attempted to elucidate the retention behavior in SFC by investigating the selectivity of the different

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