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

Basic Information

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CAS Number

604-69-3

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

130.0 to 134.0 deg-C

Boiling Point

434.8 ℃ at 760 mmHg

Density

1,274 g/cm3

Water Solubility

Soluble in chloroform and methanol. Insoluble in water.

Flash Point

188.1ºC

Solubility

chloroform: 0.1 g/mL, clear, colorless

Refractive Index

4.5 ° (C=5, CHCl3)

Specific Rotation

5 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-IBEHDNSVSA-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

beta-D-Glucose pentaacetate
1,2,3,4,6-penta-o-acetyl-beta-d-glucopyranose
acetyl 2,3,4,6-tetra-o-acetyl-beta-d-glucopyranoside
PENTA-O-ACETYL-BETA-D-GLUCOPYRANOSE
Penta-O-acetyl-β-D-glucopyranose
β-D-(+)-Glucose pentaacetate
1,2,3,4,6-Penta-O-acetyl-.β.-D-glucopyranose
D-b-Glucosepentaacetate
GLUCOSE PENTAACETATE, BETA-D-(RG)
β-D-Glucose Pentaacetate
&#946
1,2,3,4,6-Penta-O-acetyl-&#946
1,2,3,4,6-Penta-O-acetylglucopyranose, &#946
Acetyl 2,3,4,6-tetra-O-acetyl-&#946
-D-
-D-glucopyranose
-D-glucopyranoside
-D-Glucopyranosyl pentaacetate
-D-glucose
-D-Glucose pentaacetate
Glucopyranose, pentaacetate, &#946
Pentaacetyl-&#946
Penta-O-acetyl-&#946
Pentaacetyl-β-D-glucose
V833P95COC
beta-D-Glucopyranose pentaacetate
1,2,3,4,6-Penta-O-acetyl-b-D-glucopyranose
LPTITAGPBXDDGR-IBEHDNSVSA-N
1,2,3,4,6-pentaacetyl-beta-d-glucose
beta-D-Glucosepentaacetate
[(2R,3R,4S,5R,6S)-3,4,5,6-tetrakis(acetyloxy)oxan-2-yl]methyl acetate

MDL Number

MFCD00006597

Customs Code

29400090

FAQ

What is 1,2,3,4,6-Penta-O-acetyl-beta-D-glucopyranose (CAS: 604-69-3)?

1,2,3,4,6-Penta-O-acetyl-beta-D-glucopyranose (CAS: 604-69-3) is a fully acetylated derivative of glucose, commonly used as a protecting group in organic synthesis. Its chemical formula is C12H18O8, and it exists as a white crystalline solid with high solubility in water. The compound is stable under normal conditions and is characterized by its glycosidic structure and acetyl functional groups.

What are the main uses of 1,2,3,4,6-Penta-O-acetyl-beta-D-glucopyranose (CAS: 604-69-3)?

1,2,3,4,6-Penta-O-acetyl-beta-D-glucopyranose (CAS: 604-69-3) is primarily used in pharmaceutical research for synthesizing antibiotics and glycosides. It also serves as a food additive in some sweeteners and acts as a key intermediate in carbohydrate chemistry studies. Additionally, it is employed in industrial applications for polymer and biofuel development.

Is 1,2,3,4,6-Penta-O-acetyl-beta-D-glucopyranose (CAS: 604-69-3) safe?

1,2,3,4,6-Penta-O-acetyl-beta-D-glucopyranose (CAS: 604-69-3) is generally considered safe in controlled laboratory settings. However, it should be handled with care, using gloves and goggles to avoid skin or eye contact. Inhalation and ingestion should be avoided, and proper disposal methods are recommended. Safety data sheets (SDS) provide detailed guidelines for its safe handling and exposure limits.

How should 1,2,3,4,6-Penta-O-acetyl-beta-D-glucopyranose (CAS: 604-69-3) be stored?

1,2,3,4,6-Penta-O-acetyl-beta-D-glucopyranose (CAS: 604-69-3) should be stored in a cool, dry place (ideally 25°C), protected from light, and in a sealed container to prevent moisture exposure. It is stable under these conditions but should not be stored in humid environments or exposed to high temperatures to maintain its chemical integrity.