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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:
Molecular Weight:
182.22
Beilstein:
3199937
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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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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
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)
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
Sean T Zuckerman et al.
Biomaterials, 30(23-24), 3825-3833 (2009-05-16)
Mass spectrometry is a powerful proteomic tool enabling researchers to survey the global proteome of a cell. This technique has only recently been employed to investigate cell-material interactions. We had previously identified material scarcity and limited adherent cells as challenges
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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