PHENYL-BETA-D-GLUCOPYRANOSIDE Chemical Properties

Melting point:

176-178 °C(lit.)

Boiling point:

359.49°C (rough estimate)

Density 

1.2993 (rough estimate)

refractive index 

-70.5 ° (C=2, H2O)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Methanol (Slightly), Water (Slightly, Sonicated)

pka

12.70±0.70(Predicted)

form 

Powder

color 

White to Off-white

optical activity

[α]25/D 70°, c = 1 in H2O

Water Solubility 

Soluble in water

BRN 

87517

Stability:

Stable. Incompatible with strong oxidizing agents.

CAS DataBase Reference

1464-44-4(CAS DataBase Reference)

EPA Substance Registry System

.beta.-D-Glucopyranoside, phenyl (1464-44-4)

Safety Information

Hazard Codes 

F,C

Safety Statements 

16-26-36/37/39-45-24/25

WGK Germany 

3

RTECS 

LZ5985510

F 

3-10-21

TSCA 

Yes

HS Code 

29400090

Toxicity

LD50 ipr-mus: 980 mg/kg NYKZAU49,84,53

MSDS

• Language:English Provider:SigmaAldrich

PHENYL-BETA-D-GLUCOPYRANOSIDE Usage And Synthesis

Chemical Properties

white powder

Uses

Phenyl β-D-glucopyranoside can be used:

• As a starting material for the synthesis of various derivatives of β-D-glucopyranosides with potential application as anti-HIV agents.
• As a model for glycosides in the gas phase for their spectroscopic investigation.
• As an internal standard in GC and GC-MS quantitative analyses.

Definition

ChEBI: Phenyl beta-D-glucopyranoside is a glycoside.

Safety Profile

Moderately toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating vapors.

Purification Methods

Phenyl--D-glucopyranoside recrystallises from H2O with 2H2O and can be dried in vacuo at 100o/P2O5. The dry preparation has [] 25D -70.7o (c 2, H2O). [Robertson & Waters J Chem Soc 2729 1930, IR: Bunton et al. J Chem Soc 4419 1955, Takahashi Yakugaku Zasshi (J Pharm Soc Jpn) 74 7436 1954, Whixtler & House Anal Chem 25 1463 1953, UV: Lewis J Am Chem Soc 57 898 1935.] It is a substrate for D-glucosidase [deBryne Eur J Biochem 102 257 1979]. [Beilstein 17 III/V 2946.]

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