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138-52-3

Basic Information
CAS No.: 138-52-3
Name: 2-(Hydroxymethyl)phenyl-beta-D-glucopyranoside
Article Data: 11
Molecular Structure:
Molecular Structure of 138-52-3 (2-(Hydroxymethyl)phenyl-beta-D-glucopyranoside)
Formula: C13H18O7
Molecular Weight: 286.282
Synonyms: Salicyl alcohol glucoside;Salicine;Salicoside;a-D-Glucopyranoside,2-(hydroxymethyl)phenyl;Benzyl alcohol, o-hydroxy-, o-glucoside;2-(Hydroxymethyl)-phenyl-beta-D-glucopyranoside;Saligenin-.beta.-D-glucopyranoside;(2R,3R,4R,5S,6S)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol;2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol;White willow bark P. E.;α-hydroxy-o-tolyl β-D-glucopyranoside;Salicylaldehyde glycosides;Salicin;White Willow Bark Extract;
EINECS: 205-331-6
Density: 1.504 g/cm3
Melting Point: 197-200 °C
Boiling Point: 549.1 °C at 760 mmHg
Flash Point: 285.9 °C
Solubility: 36 g/L (15°C), 250 g/L (60 °C) in water
Appearance: white crystals or powder
Hazard Symbols: IrritantXi
Risk Codes: 43
Safety: 36/37-24/25
PSA: 119.61000
LogP: -1.64240
Synthetic route

2-(hydroxymethyl)phenyl-2-O-acetyl-β-D-glucopyranoside

138-52-3

D-(-)-salicin

Conditions
ConditionsYield
With sodium methylate In methanol at 20℃; for 2h;99%
19764-02-4

2-(hydroxymethyl)phenyl-6-O-acetyl-β-D-glucopyranoside

138-52-3

D-(-)-salicin

Conditions
ConditionsYield
With sodium methylate In methanol at 20℃; for 2h;99%
29836-40-6

2-({[(1-hydroxy-6-oxocyclohex-2-en-1-yl)carbonyl]oxy}methyl)phenyl β-D-glucopyranoside 2-benzoate

138-52-3

D-(-)-salicin

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 7h;46%
2280-44-6

D-Glucose

90-01-7

salicylic alcohol

A

7724-09-6, 10367-12-1, 138128-00-4

2-hydroxybenzyl alcohol-7-O-β-D-glucopyranoside

B

138-52-3

D-(-)-salicin

Conditions
ConditionsYield
With almond β-D-glucosidase In water; acetonitrile at 40℃; for 48h; Enzymatic reaction;A 9%
B 6%
Conditions
ConditionsYield
With 1,4-dioxane; lithium aluminium tetrahydride; diethyl ether anschl. mit Methanol;
29836-41-7

2-[[[(1-hydroxy-6-oxo-2-cyclohexen-1-yl)carbonyl]hydroxy]methyl]phenyl-β-D-glucopyranoside

A

10316-66-2

2-hydroxy-2-cyclohexen-1-one

(+)-6-hydroxycyclohexen-2-one

C

138-52-3

D-(-)-salicin

Conditions
ConditionsYield
enzyme from Populus balsamifera at 27℃; incubation;

pruyanaside A

A

virgaureoside A

B

138-52-3

D-(-)-salicin

C

10019-60-0

o-methoxycarbonylphenyl β-D-glucopyranoside

Conditions
ConditionsYield
With sodium methylate In methanol for 1h; Ambient temperature;

pruyanaside B

A

108124-75-0

methyl 2-β-D-glucopyranosyloxy-6-hydroxybenzoate

B

populine

C

henryoside

D

138-52-3

D-(-)-salicin

Conditions
ConditionsYield
With sodium methylate In methanol for 1h; Ambient temperature;
89-95-2

2-methyl-benzyl alcohol

57-50-1

Sucrose

A

7724-09-6, 10367-12-1, 138128-00-4

2-hydroxybenzyl alcohol-7-O-β-D-glucopyranoside

B

138-52-3

D-(-)-salicin

Conditions
ConditionsYield
With Agrobacterium rhizogenes-induced Pharbitis nil hairy roots; MS medium for 120h;A 50 mg
B 35 mg
16643-37-1

salicin pentaacetate

138-52-3

D-(-)-salicin

Conditions
ConditionsYield
With sodium methylate In methanol at 20℃; for 1h; Inert atmosphere;80 mg
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    138-52-3

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  • Casno:

    138-52-3

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Chemistry

IUPAC Name: (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol
Synonyms of D(-)-Salicin (CAS NO.138-52-3): 2-(Hydroxymethyl)phenyl beta-D-glucopyranoside ; Benzyl alcohol, o-hydroxy-, o-glucoside ; Salicine ; Salicoside ; Salicyl alcohol glucoside ; o-(Hydroxymethyl)phenyl beta-D-glucopyranoside ; B-D-Glucopyranoside, 2-(hydroxymethyl)phenyl ; Salicin (6CI,8CI)
CAS NO: 138-52-3
Molecular Formula: C13H18O7
Molecular Weight: 286.28
Molecular Structure:
EINECS: 205-331-6
H bond acceptors: 7
H bond donors: 5
Freely Rotating Bonds: 9
Polar Surface Area: 64.61 Å2
Index of Refraction: 1.638
Molar Refractivity: 68.41 cm3
Molar Volume: 190.3 cm3
Surface Tension: 70.1 dyne/cm
Density: 1.504 g/cm3
Flash Point: 285.9 °C
Enthalpy of Vaporization: 87.22 kJ/mol
Boiling Point: 549.1 °C at 760 mmHg
Vapour Pressure: 6.85E-13 mmHg at 25°C
Melting point 197-200°C
Alpha: -61.5 º (c=5, water)
Water solubility: 36 g/L (15°C), 250 g/L (60 °C)
Storage temp: Store at RT.
Appearance: white crystals or powder
Stability: Stability Stable, but light sensitive. Incompatible with strong oxidizing agents.
Product Categories of D(-)-Salicin (CAS NO.138-52-3): Sugars, Carbohydrates & Glucosides;Biochemistry;Glucose;Glycosides;Sugars;Natural Plant Extract;Herbs & Natural Remedies

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD intraperitoneal > 500mg/kg (500mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 63, 1954.

Safety Profile

Safety Information of  D(-)-Salicin (CAS NO.138-52-3):
The Hazard Codes: Xi
The Risk Statements: 43
43:  May cause sensitization by skin contact 
The Safety Statements: 36/37-24/25
24/25: Avoid contact with skin and eyes 
36/37: Wear suitable protective clothing and gloves
WGK Germany: 3
RTECS: LZ5901700
F: 3-10
HS Code: 29389090  

Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Store in a tightly closed container.

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