2-(Hydroxymethyl)phenyl 6-O-benzoyl-beta-D-glucopyranoside

Basic Information

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CAS Number

99-17-2

Molecular Formula

C20H22O8

Molecular Weight

390.39 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

180°C

Boiling Point

435.61°C (rough estimate)

Density

1.2662 (rough estimate)

Flash Point

217.2°C

Refractive Index

1.4430 (estimate)

SMILES

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C1=CC=C(C=C1)C(=O)OCC2C(C(C(C(O2)OC3=CC=CC=C3CO)O)O)O

InChI

InChI=1S/C20H22O8/c21-10-13-8-4-5-9-14(13)27-20-18(24)17(23)16(22)15(28-20)11-26-19(25)12-6-2-1-3-7-12/h1-9,15-18,20-24H,10-11H2/t15-,16-,17+,18-,20-/m1/s1

InChIKey

HHSKNLJWHGXWPK-BFMVXSJESA-N

LogP

0.22229999999999983

Topological Polar Surface Area

125.68000000000002 Å²

Hydrogen Bond Donor/Acceptor

4 / 8

Complexity

495

Synonyms & References

English

((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-(hydroxymethyl)phenoxy)tetrahydro-2H-pyran-2-yl)methyl benzoate
NSC-128308
UNII-XC8BY5AX02
Populin (8CI)
SCHEMBL2534979
XC8BY5AX02
SALICIN BENZOATE
2-(Hydroxymethyl)phenyl-beta-D-glucopyranoside 6-benzoate
beta-D-Glucopyranoside, 2-(hydroxymethyl)phenyl, 6-benzoate
NS00041385
99-17-2
Salicin, 6'-benzoate
NSC 128308; Populoside; Salicin 6-benzoate; Salicin 6'-benzoate; Salicin benzoate
SALICIN 6-BENZOATE
.beta.-D-Glucopyranoside, 2-(hydroxymethyl)phenyl, 6-benzoate
SALICIN 6'-BENZOATE
DTXSID90878492
AKOS040733990
2-(HYDROXYMETHYL)PHENYL-.BETA.-D-GLUCOPYRANOSIDE 6-BENZOATE
NSC 128308
CHEBI:8333
Q15424801
Populine
PD163462
EINECS 202-737-5
POPULIN [MI]
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-(hydroxymethyl)phenoxy]oxan-2-yl]methyl benzoate
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-(hydroxymethyl)phenoxy]tetrahydropyran-2-yl]methyl benzoate
Populin
NCGC00385104-01
b-D-Glucopyranoside,2-(hydroxymethyl)phenyl, 6-benzoate

MDL Number

MFCD00023840

FAQ

What are the physical and chemical properties of 2-(Hydroxymethyl)phenyl 6-O-benzoyl-beta-D-glucopyranoside (CAS: 99-17-2)?

2-(Hydroxymethyl)phenyl 6-O-benzoyl-beta-D-glucopyranoside is a white crystalline solid with a molecular weight of approximately 462.47 g/mol. It is slightly soluble in water but more soluble in organic solvents. This compound is highly reactive towards nucleophilic substitution and can undergo hydrolysis under basic conditions.

How is 2-(Hydroxymethyl)phenyl 6-O-benzoyl-beta-D-glucopyranoside (CAS: 99-17-2) typically synthesized?

2-(Hydroxymethyl)phenyl 6-O-benzoyl-beta-D-glucopyranoside is typically synthesized via a multi-step process involving the benzoylation of glucose followed by the condensation with 2-hydroxymethylphenol. The reaction requires a Lewis acid catalyst and proceeds with good selectivity, yielding a pure product in moderate to high yield.

What industries use 2-(Hydroxymethyl)phenyl 6-O-benzoyl-beta-D-glucopyranoside (CAS: 99-17-2)?

2-(Hydroxymethyl)phenyl 6-O-benzoyl-beta-D-glucopyranoside is primarily used in the pharmaceutical industry for producing drug intermediates. It also finds applications in the polymer industry, where it acts as a stabilizer, and in the sensor and semiconductor sectors due to its unique chemical properties.

What precautions should be taken when handling 2-(Hydroxymethyl)phenyl 6-O-benzoyl-beta-D-glucopyranoside (CAS: 99-17-2)?

When handling 2-(Hydroxymethyl)phenyl 6-O-benzoyl-beta-D-glucopyranoside, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. This compound should be stored in a cool, dry place away from direct sunlight. Spills should be handled using appropriate spill kits, and the Material Safety Data Sheet (MSDS) should be consulted for further safety information.