1-(2,4-Dihydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-3-(4-hydroxyphenyl)propan-1-one dihydrate

Basic Information

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CAS Number

7061-54-3

Molecular Formula

C21H28O12

Molecular Weight

472.44 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

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

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Powder

Melting Point

113-114 °C

Boiling Point

770℃ at 760 mmHg

Density

1.5550

Flash Point

270.7°C

Specific Rotation

-52 º (c=3, EtOH)

SMILES

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C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)O)O)O.O.O

InChI

InChI=1S/C21H24O10.2H2O/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10;;/h1-2,4-5,7-8,16,18-24,26-29H,3,6,9H2;2*1H2/t16-,18-,19+,20-,21-;;/m1../s1

InChIKey

XQWBNXSENPTIDY-YXMARJSJSA-N

LogP

-1.8518000000000003

Topological Polar Surface Area

240.14 Å²

Hydrogen Bond Donor/Acceptor

11 / 12

Complexity

581

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

Phloridzin dihydrate, from apple wood, >=99% (HPLC)
1-PROPANONE, 1-(2-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,6-DIHYDROXYPHENYL)-3-(4-HYDROXYPHENYL)-, DIHYDRATE
1-Propanone,1-[2-(b-D-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-,dihydrate
1-(2,4-Dihydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-3-(4-hydroxyphenyl)propan-1-one dihydrate
7061-54-3
Phlorizin, dihydrate
CRK54BIJ5D
1-(2,4-Dihydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-3-(4-hydroxyphenyl)propan-1-onedihydrate
Phloridzin dihydrate, analytical standard
Phloridzin dihydrate [MI]
AKOS015895414
CS-0018301
HY-N0143A
Phlorizin dihydrate
1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one;dihydrate
SCHEMBL8861774
MFCD00149438
AC-34921
Phloridzin dihydrate, 99%
Phloretin 2'-beta-D-glucopyranoside
Phloridzin dihydrate
1-PROPANONE, 1-(2-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,6-DIHYDROXYPHENYL)-3-(4-HYDROXYPHENYL)-, HYDRATE (1:2)
DS-5771
Q-100786
1-(2,4-dihydroxy-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)phenyl)-3-(4-hydroxyphenyl)propan-1-one dihydrate
Phlorizin (dihydrate)
phlorizin dihydrate
phloridzin dihydrate
phloridzin from apple wood
PHLORIDZIN
Phlorizin

MDL Number

MFCD00149438

FAQ

What are the physical and chemical properties of 1-(2,4-Dihydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5- Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-3-(4-hydroxyphenyl)propan-1-one dihydrate (CAS: 7061-54-3)?

The compound is a dihydrate, meaning it contains two water molecules per molecule. Its molecular weight is approximately 686.4 g/mol. Physically, it is a white crystalline powder. It is soluble in water and ethanol but less so in organic solvents. Chemically, it is stable under neutral conditions but can be sensitive to strong acids and bases. It reacts readily with reducing agents and can undergo hydrogen bond formation with water or other polar solvents.

How is 1-(2,4-Dihydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5- Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-3-(4-hydroxyphenyl)propan-1-one dihydrate (CAS: 7061-54-3) typically synthesized?

The compound is typically synthesized via a multi-step reaction involving the condensation of a 2,4-dihydroxy-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl) alcohol with a 4-hydroxyphenylacetaldehyde derivative. This process often uses a Brønsted acid catalyst, such as trifluoroacetic acid, to promote the condensation reaction with high yield and selectivity. The final step involves the dehydration of the product followed by the addition of water to form the dihydrate.

What industries use 1-(2,4-Dihydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5- Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-3-(4-hydroxyphenyl)propan-1-one dihydrate (CAS: 7061-54-3)?

This compound is primarily used in the pharmaceutical industry as a precursor for the synthesis of active pharmaceutical ingredients. It is also utilized in the polymer industry for the development of functional polymers with specific properties. Additionally, it has applications in sensors for detecting certain molecules and in the semiconductor industry for the fabrication of thin films and other electronic components.

What precautions should be taken when handling 1-(2,4-Dihydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5- Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-3-(4-hydroxyphenyl)propan-1-one dihydrate (CAS: 7061-54-3)?

Handling this compound requires the use of personal protective equipment (PPE) such as gloves, goggles, and a lab coat. It should be performed in a well-ventilated area, preferably under a fume hood, to minimize exposure to vapors. Spills should be cleaned up using absorbent materials and disposed of according to local regulations. Safety data sheets (SDS) should be consulted for detailed information on handling and storage. The compound should be stored in a cool, dry place away from heat sources and incompatible materials.