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13742

Sigma-Aldrich

(±)-3-Benzyloxy-1,2-propanediol

≥97.0% (HPLC)

Synonym(s):

(±)-1-Benzylglycerol, (±)-Glycerol 1-benzyl ether

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About This Item

Linear Formula:
C6H5CH2OCH2CHOHCH2OH
CAS Number:
4799-67-1
Molecular Weight:
182.22
Beilstein:
3199937
EC Number:
225-358-7
MDL number:
MFCD00016633
UNSPSC Code:
12352100
PubChem Substance ID:
57647113
NACRES:
NA.22

Quality Level

100

Assay

≥97.0% (HPLC)

refractive index

n20/D 1.533

density

1.140 g/mL at 20 °C (lit.)

SMILES string

OCC(O)COCc1ccccc1

InChI

1S/C10H14O3/c11-6-10(12)8-13-7-9-4-2-1-3-5-9/h1-5,10-12H,6-8H2

InChI key

LWCIBYRXSHRIAP-UHFFFAOYSA-N

General description

(±)-3-Benzyloxy-1,2-propanediol undergoes enantioseparation by ligand exchange micellar electrokinetic chromatography using borate anion as a central ion.

Application

(±)-3-Benzyloxy-1,2-propanediol was used in capillary electrophoretic enantioseparation of vicinol diols using different β-cyclodextrin derivatives and borate. It was used in the synthesis and immobilization of 2,3-di-O-phytanyl-sn-glycerol-1-tetraethylene glycol-(3-trichloropropyl-silane) ether lipid (DPTTC) and 2,3-di-O-phytanyl-sn-glycerol-1-tetraethylene glycol-(3-chloro-dimethylpropyl-silane) ether lipid(DPTDC).

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

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Certificates of Analysis (COA)

Lot/Batch Number
1290262V
1268829
1290262
1268829V
1290262

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Vladimir Atanasov et al.
Biophysical journal, 89(3), 1780-1788 (2005-08-30)
Tethered membranes have been proven during recent years to be a powerful and flexible biomimetic platform. We reported in a previous article on the design of a new architecture based on the self-assembly of a thiolipid on ultrasmooth gold substrates
Capillary electrophoretic chiral resolution of vicinal diols by complexation with borate and cyclodextrin: Comparative studies on different cyclodextrin derivatives.
Schmid MG, et al.
Chirality, 9(2), 153-156 (1997)
Shuji Kodama et al.
Electrophoresis, 26(20), 3884-3889 (2005-09-17)
Three compounds having 1,2-diol structure (1-phenyl-1,2-ethanediol, 3-phenoxy-1,2-propanediol, and 3-benzyloxy-1,2-propanediol) were enantioseparated by ligand exchange MEKC using (5S)-pinanediol (SPD) as a chiral selector and borate anion as a central ion together with SDS. When (S)-1,2-propanediol, (S)-1,2,4-butanetriol, or (S)-3-tert-butylamino-1,2-propanediol were used as
Vincent J Huber et al.
Bioorganic & medicinal chemistry, 17(1), 411-417 (2008-01-10)
The in vitro inhibitory effects and in silico docking energies of 18 compounds with respect to aquaporin 4 (AQP4) were investigated. More than half of the compounds tested showed inhibitory activity in the in vitro functional assay and included the

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