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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

252867-5G:
252867-1G:
252867-VAR:
252867-BULK:
252867-25G:

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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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