ChemicalBook > CAS DataBase List > alpha-D-Glucose pentaacetate

alpha-D-Glucose pentaacetate

Product Name
alpha-D-Glucose pentaacetate
CAS No.
3891-59-6
Chemical Name
alpha-D-Glucose pentaacetate
Synonyms
D-GLUCOSE PENTAACETATE;Pentaacetylglucose;1,2,3,4,6-PENTA-O-ACETYL-D-GLUCOPYRANOSE;Glucose acetate;EINECS 223-439-1;Gulose pentaacetate;A,B-D-GLUCOSE PENTAACETATE;alpha-D-Glucose pentaacetate;d-Allose, pentaacetate(ester);Beta-D-GlucosePentaacetate98%
CBNumber
CB6739582
Molecular Formula
C16H22O11
Formula Weight
390.34
MOL File
3891-59-6.mol
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alpha-D-Glucose pentaacetate Property

Melting point:
110°C
Boiling point:
435.58°C (rough estimate)
Density 
1.3984 (rough estimate)
refractive index 
1.5376 (estimate)
FEMA 
2524 | GLUCOSE PENTAACETATE
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
Appearance
White to off-white Solid
Odor Type
odorless
Water Solubility 
1.5g/L(18 ºC)
InChI
InChI=1S/C16H22O11/c1-8(18)23-7-14(25-10(3)20)16(27-12(5)22)15(26-11(4)21)13(6-17)24-9(2)19/h6,13-16H,7H2,1-5H3/t13-,14+,15+,16+/m0/s1
InChIKey
UAOKXEHOENRFMP-ZJIFWQFVSA-N
SMILES
O=C[C@H](OC(=O)C)[C@@H](OC(=O)C)[C@H](OC(=O)C)[C@H](OC(=O)C)COC(=O)C
LogP
1.27
CAS DataBase Reference
3891-59-6(CAS DataBase Reference)
NIST Chemistry Reference
D-Glucose, 2,3,4,5,6-pentaacetate(3891-59-6)
EPA Substance Registry System
Glucose 2,3,4,5,6-pentaacetate (3891-59-6)
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Safety

HS Code 
29400090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Usbiological
Product number
294399
Product name
1,2,3,4,6-Penta-O-acetyl-D-glucopyranose
Packaging
25g
Price
$360
Updated
2021/12/16
Usbiological
Product number
012835
Product name
α-D-Glucose Pentaacetate
Packaging
5g
Price
$418
Updated
2021/12/16
AK Scientific
Product number
P313
Product name
D-Glucose2,3,4,5,6-pentaacetate,Anomericmixture
Packaging
1g
Price
$14
Updated
2021/12/16
AK Scientific
Product number
P313
Product name
D-Glucose2,3,4,5,6-pentaacetate,Anomericmixture
Packaging
5g
Price
$21
Updated
2021/12/16
Matrix Scientific
Product number
099808
Product name
(2R,3R,4S,5R)-6-Oxohexane-1,2,3,4,5-pentayl pentaacetate
Purity
95+%
Packaging
10g
Price
$30
Updated
2021/12/16
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alpha-D-Glucose pentaacetate Chemical Properties,Usage,Production

Chemical Properties

White solid

Chemical Properties

Glucose pentaacetate is odorless, but has a bitter favor.

Preparation

By acetylation of glucose using any number of techniques, including ZnCl2 and pyridine, sodium acetate, and acetic anhydride and pyridine.

Taste threshold values

Taste characteristics at 100 ppm: bitter-like with a citrus tonic favor.

Synthesis

50-99-7

108-24-7

3891-59-6

General procedure for the synthesis of 2,3,4,5,6-D-glucose pentaacetate from D-anhydrous glucose and acetic anhydride: D-glucose (0.36 g; 2 mmol) was dissolved in N,N'-dimethylimidazolium or N,N'-butylmethyl H-phosphonate methyl ester (1 g) at room temperature, followed by slow addition of acetic anhydride (1.02 g; 10 mmol). Continuous stirring is required during the reaction, noting that the reaction is exothermic and the mixture will gradually become homogeneous. The reaction can be continued at room temperature for 15 hours or accelerated at 50 °C to completion in 5 hours. At the end of the reaction, the target product 2,3,4,5,6-D-glucose pentaacetate is precipitated by the addition of water (0.72 g) to give a final yield of 92%.

References

[1] Patent: US2010/121075, 2010, A1. Location in patent: Page/Page column 8
[2] Heterocycles, 1987, vol. 26, # 6, p. 1549 - 1556
[3] Bulletin of the Chemical Society of Japan, 2010, vol. 83, # 7, p. 799 - 801
[4] Journal of Natural Products, 2011, vol. 74, # 8, p. 1812 - 1816

alpha-D-Glucose pentaacetate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from alpha-D-Glucose pentaacetate manufacturers

Shenzhen Nexcon Pharmatechs Ltd.
Product
alpha-D-Glucose pentaacetate 3891-59-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
2000
Release date
2025-06-05
WUHAN FORTUNA CHEMICAL CO., LTD
Product
alpha-D-Glucose pentaacetate 3891-59-6
Price
US $0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
500kg/month
Release date
2023-01-09
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Alpha-D-Glucose Pentaacetate 3891-59-6
Price
US $79.00-38.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-11-19

3891-59-6, alpha-D-Glucose pentaacetateRelated Search:

Vinyl acetate D(+)-Glucose Linalyl acetate Isobornyl acetate Amyl acetate POLY(VINYL ACETATE) PHENYL ACETATE Triacetin Benzyl acetate D-Glucose monohydrate B-D-GLUCOPYRANOSE ALPHA-D-GLUCOPYRANOSE PENTABENZOATE Tannic acid ALPHA-D-GLUCOSE PENTAACETATE, FOR MICROB IOLOGY,alpha-D-Glucose pentaacetate 1,2,3,4,6-PENTA-O-GALLOYL-BETA-D-GLUCOPYRANOSE Chebulinic acid D-(+)-ALLOSE β-D-Glucose pentaacetate

  • 2,3,4,5,6-Penta-O-acetylhexose
  • alpha-d-Glucose 2,3,4,5,6-pentaacetate
  • d-Allose, pentaacetate(ester)
  • Glucose acetate
  • Gulose pentaacetate
  • Pentaacetylglucose
  • A,B-D-GLUCOSE PENTAACETATE
  • ALPHA, BETA-D-GLUCOSE PENTAACETATE
  • ALPHA, BETA-D-(+)-GLUCOSE PENTAACETATE (HIGH BETA)
  • Beta-D-GlucosePentaacetate98%
  • Beta-D-Glucose Pentaacetate 98%
  • ALPHA,BETA-D-GLUCOSEPENTAACETATE(HIGHALPHA)
  • EINECS 223-439-1
  • D-GLUCOSE PENTAACETATE
  • 1,2,3,4,6-PENTA-O-ACETYL-D-GLUCOPYRANOSE
  • alpha-D-Glucose pentaacetate
  • D-Glucose 2,3,4,5,6-pentaacetate
  • D-Glucose pentaacetate ,98% [Sum of α, β enantiomers]
  • (2R,3R,4S,5R)-6-Oxohexane-1,2,3,4,5-pentayl pentaacetate
  • D-Glucose pentaacetate, SuM of α, β enantioMers
  • N-ethylcarbamic acid [(7R,8R)-7-(ethylcarbamoyloxy)-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl ester
  • Alpha, ss-d-glucose-pentaacetate
  • alpha-D-Glucose pentaacetate USP/EP/BP
  • 2,3,4,5,6-Penta-O-acetyl-D-glucopyranose
  • (2R,3R,4S,5R)-1,2,4,5-tetrakis(acetyloxy)-6-oxohexan-3-yl acetate
  • 3891-59-6
  • 604-68-9