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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.)

functional group

ether
hydroxyl
phenyl

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BGBB2264V
BGBC2282V
14314EJ
01926BJ
11905BJ

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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)
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)
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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