1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranose | CAS No. 604-68-2

Q: What is 1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranose (CAS: 604-68-2)?

1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranose is a fully acetylated derivative of glucose, commonly used as a protecting group in organic synthesis. Its chemical formula is C14H22O11, and it is a white crystalline solid with high solubility in organic solvents. This compound is known for its stability and is often employed in carbohydrate chemistry to prevent unwanted reactions during synthesis or analysis.

Q: What are the main uses of 1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranose (CAS: 604-68-2)?

This compound is primarily used in pharmaceutical research for the synthesis of glycosides and other glucose-based molecules. It also finds applications in analytical chemistry for structure elucidation and in the food industry as a flavor enhancer. Additionally, it is used in research related to carbohydrate metabolism and in the development of new drugs and biochemical compounds.

Q: Is 1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranose (CAS: 604-68-2) safe?

1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranose is generally considered safe when handled properly. It has low toxicity and is non-hazardous under normal conditions. However, standard laboratory safety protocols should be followed, including the use of gloves and goggles to prevent skin or eye contact. Proper ventilation is recommended to avoid inhalation of vapors.

Q: How should 1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranose (CAS: 604-68-2) be stored?

This compound should be stored in a cool, dry place away from direct light. It is best kept in a sealed container at temperatures below 25°C and in a humidity-controlled environment. Due to its sensitivity to moisture and heat, storage in a refrigerator is recommended for long-term stability. Always ensure the container is airtight to prevent degradation.

1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranose

Basic Information

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CAS Number

604-68-2

Molecular Formula

C16H22O11

Molecular Weight

390.34 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 Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

110.0 to 114.0 deg-C

Boiling Point

435.58°C (rough estimate)

Density

1.3984 (rough estimate)

Water Solubility

< 5 G/L (25 ºC)

Flash Point

196

Solubility

chloroform: 0.1 g/mL, clear, colorless

Refractive Index

105.5 ° (C=1.5, MeOH)

Specific Rotation

97 º (c=1, CHCl3)

SMILES

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CC(=O)OC[C@H]1O[C@H](OC(=O)C)[C@H](OC(=O)C)[C@@H](OC(=O)C)[C@@H]1OC(=O)C

InChI

InChI=1S/C16H22O11/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21/h12-16H,6H2,1-5H3/t12-,13-,14+,15-,16+/m1/s1

InChIKey

LPTITAGPBXDDGR-LJIZCISZSA-N

LogP

-0.3673999999999986

Topological Polar Surface Area

140.73000000000002 Å²

Hydrogen Bond Donor/Acceptor

0 / 11

Complexity

599

Safety Information

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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

Penta-O-acetyl-α-D-glucopyranose
1,2,3,4,6-Penta-O-acetyl-alpha-D-glucose
alpha-D-Glucopyranose, pentaacetate
Glucopyranose pentaacetate
Glucose pentaacetate
Glucopyranose, pentaacetate, alpha-D-
1,2,3,4,6-PENTA-O-ACETYL-A-D-GLUCOPYRANOSE
1,2,3,4,6-PENTA-O-ACETYL-A-GLUCOPYRANOSE
1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-GLUCOPYRANOSE
1,2,3,4,6-PENTA-O-ACETYL-ALPHA-GLUCOPYRANOSE
1,2,3,4,6-PENTAACETYL-ALPHA-D-GLUCOSE
ALPHA-D-GLUCOPYRANOSE-PENTAACETATE
ALPHA-GLUCOSE PENTAACETATE
alpha-D-Glucose pentaacetate
α-D(+)-Glucose pentaacetate
Penta-O-acetyl-alpha-D-glucopyranose
[(2R,3R,4S,5R,6R)-3,4,5,6-tetraacetyloxyoxan-2-yl]methyl acetate
GLUCOSE PENTAACETATE, a-D-(RG)
α-D-Glucopyranose pentaacetate
Α-D-GLUCOSE PENTAACETATE
D-alpha-glucose pentaacetate
D-α-Glucose pentaacetate
Glucopyranose, pentaacetate, α-D-
Pentaacetyl-α-D-glucose
a-D-Glucopyranose pentaacetate
Pentaacetyl-alpha-D-glucose
alpha-D-Glucopyranose pentaacetate
LPTITAGPBXDDGR-LJIZCISZSA-N
1CS424NS93
(2R,3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate
Glucopyranose, pentaacetate, .alpha.-D-

MDL Number

MFCD00064071

Customs Code

29400000

FAQ

What is 1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranose (CAS: 604-68-2)?

1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranose is a fully acetylated derivative of glucose, commonly used as a protecting group in organic synthesis. Its chemical formula is C14H22O11, and it is a white crystalline solid with high solubility in organic solvents. This compound is known for its stability and is often employed in carbohydrate chemistry to prevent unwanted reactions during synthesis or analysis.

What are the main uses of 1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranose (CAS: 604-68-2)?

This compound is primarily used in pharmaceutical research for the synthesis of glycosides and other glucose-based molecules. It also finds applications in analytical chemistry for structure elucidation and in the food industry as a flavor enhancer. Additionally, it is used in research related to carbohydrate metabolism and in the development of new drugs and biochemical compounds.

Is 1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranose (CAS: 604-68-2) safe?

1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranose is generally considered safe when handled properly. It has low toxicity and is non-hazardous under normal conditions. However, standard laboratory safety protocols should be followed, including the use of gloves and goggles to prevent skin or eye contact. Proper ventilation is recommended to avoid inhalation of vapors.

How should 1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranose (CAS: 604-68-2) be stored?

This compound should be stored in a cool, dry place away from direct light. It is best kept in a sealed container at temperatures below 25°C and in a humidity-controlled environment. Due to its sensitivity to moisture and heat, storage in a refrigerator is recommended for long-term stability. Always ensure the container is airtight to prevent degradation.