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410926

Sigma-Aldrich

Benzyl glycolate

97%

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About This Item

Linear Formula:
HOCH2CO2CH2C6H5
CAS Number:
30379-58-9
Molecular Weight:
166.17
MDL number:
MFCD00191776
UNSPSC Code:
12352100
PubChem Substance ID:
24865715
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.527 (lit.)

bp

136 °C/14 mmHg (lit.)

density

1.171 g/mL at 25 °C (lit.)

SMILES string

OCC(=O)OCc1ccccc1

InChI

1S/C9H10O3/c10-6-9(11)12-7-8-4-2-1-3-5-8/h1-5,10H,6-7H2

InChI key

VPYJBEIOKFRWQZ-UHFFFAOYSA-N

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General description

Benzyl glycolate is a benzyl ester of glycolic acid.

Application

Benzyl glycolate may be used for the synthesis of the methyl [2-(2′-benzyloxy-2′-oxoethyl)-5-acetamido-4,7,8,9- tetra-O-acetyl-3,5-dideoxy-α- and -β-D-glycero-D-galacto-2-nonulopyranosid]onate. It may be used for the preparation of monosaccharide building blocks. It may also be used for the synthesis of the following new polymeric phosphazenes having pendent esters of glycolic or lactic acid as side units:
  • poly[bis(ethyl glycolato)phosphazene]
  • poly[bis(ethyl lactato)phosphazene]
  • poly[bis(benzyl glycolato)phosphazene]
  • poly[bis(benzyl lactato)phosphazene]

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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.

JAN Code

410926-5ML:
410926-BULK:
410926-25ML:
410926-VAR:

Certificates of Analysis (COA)

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Chien-Tai Ren et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 9(5), 1085-1095 (2003-02-22)
A facile synthesis of the sialic acid oligomers alpha-(2-->5)Neu5Gc (1) is presented. Monosaccharides 2-4 with suitable functionality were used as the building blocks. After selective removal of the paired carboxyl and amine protecting groups, the fully protected oligomers were assembled
Chien-Tai Ren et al.
The Journal of organic chemistry, 67(4), 1376-1379 (2002-02-16)
The preparation of a disaccharide 2, Neu5Ac-alpha-(2-->5)Neu5Gc having a alpha-benzyl protecting group at the reducing end, by the coupling of the easily accessible building units 4 and 5 is described. Subsequent deprotection of the coupling adduct led to the isolation
Synthesis of poly (orgnaophosphazenes) with glycolic acid ester and lactic acid ester side groups: Prototypes for new bioerodible polymers.
Allcock HR, et al.
Macromolecules, 27(1), 1-4 (1994)

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