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Cas Database

Name	alpha-D-Glucose pentaacetate	EINECS	223-439-1
CAS No.	3891-59-6	Density	1.3 g/cm³
PSA	148.57000	LogP	-0.52480
Solubility	< 5 G/L (25℃)	Melting Point	109-113℃
Formula	C₁₆H₂₂O₁₁	Boiling Point	434.8 °C at 760 mmHg
Molecular Weight	390.344	Flash Point	188.1 °C
Transport Information	N/A	Appearance	White crystalline powder
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	2,3,4,5,6-Penta-O-acetyl-D-glucose;Penta-O-acetyl-aldehydo-D-glucose;	Article Data	36

alpha-D-Glucose pentaacetate Synthetic route

: 50-99-7
D-glucose

: 108-24-7
acetic anhydride

: 3891-59-6
Penta-O-acetyl-aldehydo-D-glucose

Conditions

Conditions	Yield
In 1-butyl-3-methylimidazolium methyl phosphonate at 20℃; for 15h;	92%
With pyridine; N-Bromosuccinimide; hydrogen cation; ethanethiol Multistep reaction;
With pyridine at 20℃; for 24h;
With pyridine at 20℃; for 22h;	2.1 mg
With perchloric acid In chloroform at 10℃; for 3h;

: 4984-72-9
2,3,4,5,6-penta-O-acetyl-D-glucose diethyl dithioacetal

: 3891-59-6
Penta-O-acetyl-aldehydo-D-glucose

Conditions

Conditions	Yield
With water; mercury dichloride; mercury(II) oxide In acetone for 48h; Product distribution; Ambient temperature; reagent, time, temperature;	79%
Stage #1: 2,3,4,5,6-penta-O-acetyl-D-glucose diethyl dithioacetal With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride In dichloromethane at -60℃; for 0.333333h; Stage #2: With water In tetrahydrofuran; dichloromethane at -60 - 20℃;	78%
With N-Bromosuccinimide; cadmium(II) carbonate; water In acetone at 0℃; for 0.05h;	77%

: penta-O-acetyl-aldehydo-D-glucose oxime

: 3891-59-6
Penta-O-acetyl-aldehydo-D-glucose

Conditions

Conditions	Yield
With hydrogenchloride; ethanol; sodium nitrite

: penta-O-acetyl-aldehydo-D-glucose-(acetyl-formyl-hydrazone)

: 3891-59-6
Penta-O-acetyl-aldehydo-D-glucose

Conditions

Conditions	Yield
With selenium(IV) oxide; acetic anhydride; acetic acid

: 108-24-7
acetic anhydride

: 84799-31-5
(Z)-6α-(β-D-glucosyloxy)-4α,5α-dihydroxy-2-cyclohexene-Δ1,α-acetonitrile

A: 3891-59-6
Penta-O-acetyl-aldehydo-D-glucose

B: Acetic acid (1S,5R,6R)-5,6-diacetoxy-2-[1-cyano-meth-(Z)-ylidene]-cyclohex-3-enyl ester

Conditions

Conditions	Yield
With pyridine; β-glucosidase Multistep reaction;

: 122383-00-0
2-acetamido-2-deoxy-3,4,5,6-tetra-O-acetyl-D-mannose

: 3891-59-6
Penta-O-acetyl-aldehydo-D-glucose

Conditions

Conditions	Yield
With dimethylsulfide; ozone 1.) CH2Cl2, -78 deg C, 11 h, 2.) -78 deg C to RT, 4 h; Yield given. Multistep reaction;

: 4984-72-9
2,3,4,5,6-penta-O-acetyl-D-glucose diethyl dithioacetal

: 7726-95-6
bromine

: 64-19-7
acetic acid

: 3891-59-6
Penta-O-acetyl-aldehydo-D-glucose

: 7446-08-4
selenium(IV) oxide

: penta-O-acetyl-aldehydo-D-glucose-(acetyl-formyl-hydrazone)

: 108-24-7
acetic anhydride

: 64-19-7
acetic acid

: 3891-59-6
Penta-O-acetyl-aldehydo-D-glucose

penta-O-acetyl-aldehydo-D-gluconoyl chloride: penta-O-acetyl-aldehydo-D-gluconoyl chloride

: 3891-59-6
Penta-O-acetyl-aldehydo-D-glucose

Conditions

Conditions	Yield
With Pd-BaSO4; xylene Hydrogenation;

penta-O-acetyl-aldehydo-D-glucose-ethanediylsulfanylacetal: penta-O-acetyl-aldehydo-D-glucose-ethanediylsulfanylacetal

: 3891-59-6
Penta-O-acetyl-aldehydo-D-glucose

Conditions

Conditions	Yield
With bromine; acetic acid

alpha-D-Glucose pentaacetate Specification

The alpha-D-Glucose pentaacetate is an organic compound with the formula C₁₆H₂₂O₁₁. The IUPAC name of this chemical is [(2R,3R,4S,5R)-2,3,4,5-tetraacetyloxy-6-oxohexyl] acetate. With the CAS registry number 3891-59-6, it is also named as 1,2,3,4,6-Penta-O-acetyl-a-D-glucopyranose.

Physical alpha-D-Glucose pentaacetate are: (1)ACD/LogP: 1.68; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 1.68; (4)ACD/LogD (pH 7.4): 1.68; (5)ACD/BCF (pH 5.5): 11.15; (6)ACD/BCF (pH 7.4): 11.15; (7)ACD/KOC (pH 5.5): 195.56; (8)ACD/KOC (pH 7.4): 195.56; (9)#H bond acceptors: 11; (10)#Freely Rotating Bonds: 11; (11)Polar Surface Area: 140.73 Å²; (12)Index of Refraction: 1.482; (13)Molar Refractivity: 85 cm³; (14)Molar Volume: 298 cm³; (15)Polarizability: 33.69×10^-24cm³; (16)Surface Tension: 46.7 dyne/cm; (17)Density: 1.3 g/cm³; (18)Flash Point: 188.1 °C; (19)Enthalpy of Vaporization: 69.09 kJ/mol; (20)Boiling Point: 434.8 °C at 760 mmHg; (21)Vapour Pressure: 9.23E-08 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O[C@H]1O[C@@H]([C@@H](OC(=O)C)[C@H](OC(=O)C)[C@H]1OC(=O)C)COC(=O)C)
(2)InChI: InChI=1/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
(3)InChIKey: LPTITAGPBXDDGR-LJIZCISZBW
(4)Std. 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
(5)Std. InChIKey: LPTITAGPBXDDGR-LJIZCISZSA-N

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