4-Nitrophenyl beta-D-glucopyranoside

Basic Information

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CAS Number

2492-87-7

Molecular Formula

C12H15NO8

Molecular Weight

301.25 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

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

164.0 to 168.0 deg-C

Boiling Point

582.2 ℃ at 760 mmHg

Water Solubility

Soluble in water, methanol, warm ethanol, dimethyl sulfoxide and dimethylformamide. Insoluble in ether.

Flash Point

305.9 °C

Refractive Index

-102.5 ° (C=1, H2O)

SMILES

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C1=CC(=CC=C1[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O

InChI

InChI=1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11-,12-/m1/s1

InChIKey

IFBHRQDFSNCLOZ-RMPHRYRLSA-N

LogP

-0.70330

Complexity

354

Safety Information

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GHS Hazard Pictograms

H302

H371

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H371 May cause damage to organs
Specific target organ toxicity, single exposure

Synonyms & References

English

4-nitrophenyl b-d-glucopyranoside
4-nitrophenyl
pNPbetaGlu
p-Nitrophenol beta-D-glucoside
4-Nitrophenyl b-D-glucopyranoside4-Nitrophenyl b-D-glucopyranoside
SCHEMBL78954
BDBM84613
p-Nitrophenyl glucopyranoside
AKOS003631966
AM84833
CHEBI:90259
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol
GS-6255
NS00081700
Glucoside, p-nitrophenyl
PNP-beta-D-Glc
4-Nitrophenyl-beta-D-glucopyranoside
H10200
HY-15927
4-Nitrophenyl beta-D-glucopyranoside, >=98% (TLC)
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)tetrahydropyran-3,4,5-triol
4-Nitrophenyl beta-D-glucoside
p-nitrophenyl-beta-D-glucoside
4-Nitrophenyl beta-D-glucopyranoside monohydrate
4-Nitrophenyl beta-D-glucopyranoside
.beta.-D-glucopyranoside, 4-nitrophenyl
AKOS016015681
para-Nitrophenyl b-D-glucopyranoside
WURCS=2.0/1,1,0/[a2122h-1b_1-5_1*O(C^EC^ZC^EC^EC^ZC^E$3)/6NO/9=O]/1/
p-Nitrophenyl-beta-D-glucopyranoside
MFCD00006593

MDL Number

MFCD09998207

Customs Code

2932999099

FAQ

What are the physical and chemical properties of 4-Nitrophenyl beta-D-glucopyranoside (CAS: 2492-87-7)?

4-Nitrophenyl beta-D-glucopyranoside (CAS: 2492-87-7) is a crystalline solid with a molecular weight of approximately 374.09 g/mol. It is slightly soluble in water and has a melting point around 200°C. This compound is chemically stable but can undergo hydrolysis under basic conditions. It is commonly used as a substrate in enzymatic assays and chemical synthesis.

How is 4-Nitrophenyl beta-D-glucopyranoside (CAS: 2492-87-7) typically synthesized?

4-Nitrophenyl beta-D-glucopyranoside (CAS: 2492-87-7) is typically synthesized via a glycosylation reaction between 4-nitrophenoxyacetaldehyde and glucose in the presence of a suitable catalyst such as sodium hydride. The reaction yields a 95% pure product with good selectivity. This method is widely used in academic and industrial settings for preparing glycosides.

What industries use 4-Nitrophenyl beta-D-glucopyranoside (CAS: 2492-87-7)?

4-Nitrophenyl beta-D-glucopyranoside (CAS: 2492-87-7) is primarily used in the pharmaceutical industry as a substrate for studying glucosidases. It is also used in polymer science for the synthesis of functionalized polymers and in the development of sensors for detecting specific enzymes. Additionally, it has applications in the semiconductor industry for modifying surfaces.

What precautions should be taken when handling 4-Nitrophenyl beta-D-glucopyranoside (CAS: 2492-87-7)?

When handling 4-Nitrophenyl beta-D-glucopyranoside (CAS: 2492-87-7), it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be used in a fume hood to minimize exposure. Spills should be cleaned up carefully using appropriate absorbent materials. Refer to the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.