Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

1,2:5,6-Di-O-isopropylidene-Alpha-D-Allofuranose
Related Products

Hot Products

Basic Information Post buying leads Suppliers Cas Database
Name

1,2:5,6-Di-O-isopropylidene-Alpha-D-Allofuranose

 EINECS N/A
CAS No. 2595-05-3 Density 1.214 g/cm3
PSA 66.38000 LogP 0.37520
Solubility N/A Melting Point 73-77oC
Formula C7H9N3O2 Boiling Point 362.753 °C at 760 mmHg
Molecular Weight 260.287 Flash Point 173.187 °C
Transport Information N/A Appearance N/A
Safety 22-24/25-36/37-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 2595-05-3 (1,2:5,6-Di-O-isopropylidene-Alpha-D-Allofuranose) Hazard Symbols Xi
Synonyms

Allofuranose, 1,2:5,6-di-O-isopropylidene-, a-D-(7CI,8CI);1,2:5,6-Di-O-isopropylidene-a-D-allofuranose;1,2:5,6-Diacetone-D-allofuranose;Diacetone-D-allofuranose;(3aR,5S,6R,6aR)-5-[(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (non-preferred name);

Article Data 76

1,2:5,6-Di-O-isopropylidene-Alpha-D-Allofuranose Synthetic route

2,2,2-Trichloro-acetimidic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

2595-05-3

Diacetone D-glucose

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol for 2h; Ambient temperature;100%
2847-00-9

1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

2595-05-3

Diacetone D-glucose

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol at 0 - 20℃; for 2h;96%
With sodium tetrahydroborate In ethanol; water at 0℃; for 1h;90%
With sodium tetrahydroborate In ethanol; water at 20℃; for 3h; stereoselective reaction;84%
226943-46-0

3-O-tetrahydropyranyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

2595-05-3

Diacetone D-glucose

Conditions
ConditionsYield
With water; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In acetonitrile at 75℃; for 0.5h;91%
With iodine In methanol at 20℃; for 1h; acetal cleavage;90%
226943-66-4

3-O-(4,4'-dimethoxytrityl)-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

2595-05-3

Diacetone D-glucose

Conditions
ConditionsYield
With iodine In methanol at 20℃; for 1h; ether cleavage;88%
With water; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In acetonitrile at 75℃; for 0.25h;85%
582-52-5

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

2595-05-3

Diacetone D-glucose

Conditions
ConditionsYield
Stage #1: 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -78℃;
Stage #2: With sodium tetrahydroborate In methanol at 0℃;		85%
Stage #1: 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose With dipyridinium dichromate; acetic anhydride In dichloromethane
Stage #2: With sodium tetrahydroborate In ethanol		83%
Stage #1: 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose With dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride In dichloromethane at -65 - 20℃;
Stage #2: With sodium tetrahydroborate In methanol at 0℃; for 1h;		82%
2847-00-9

1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

A

2595-05-3

Diacetone D-glucose

B

582-52-5

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Conditions
ConditionsYield
With sodium tetrahydroborate In methanolA 4.49 g
B n/a
582-52-5

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

C6H6O2(OBn)3(OPiv)SP(S)(OEt)2

C6H6O2(OBn)3(OPiv)SP(S)(OEt)2

2595-05-3

Diacetone D-glucose

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CrO3; Ac2O; pyridine / CH2Cl2 / 1 h / 0 °C
2: 8.0 g / NaBH4 / ethanol / 0.5 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: CrO3; Ac2O; pyridine / CH2Cl2 / 2.5 h / 0 - 20 °C
2: 4.49 g / NaBH4 / methanol
View Scheme
Multi-step reaction with 2 steps
1: 85 percent / PCC; 3 Angstroem molecular sieves; neutral alumina / CH2Cl2 / 15 h / 20 °C
2: 96 percent / NaBH4 / aq. ethanol / 2 h / 0 - 20 °C
View Scheme
492-62-6

alpha-D-glucopyranose

2595-05-3

Diacetone D-glucose

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 32 percent / ZnCl2; H3PO4 / 30 h / 20 °C
2: 85 percent / PCC; 3 Angstroem molecular sieves; neutral alumina / CH2Cl2 / 15 h / 20 °C
3: 96 percent / NaBH4 / aq. ethanol / 2 h / 0 - 20 °C
View Scheme
2280-44-6

D-Glucose

2595-05-3

Diacetone D-glucose

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 68 percent / ZnCl2; aq. H3PO4 / 36 h / 20 °C
2: 91 percent / pyridinium dichromate; acetic anhydride / CH2Cl2 / 4 h / 75 °C
3: 90 percent / NaBH4 / ethanol; H2O / 1 h / 0 °C
View Scheme
Multi-step reaction with 3 steps
1: phosphoric acid; zinc(II) chloride / 36 h / Reflux
2: dipyridinium dichromate; acetic anhydride / dichloromethane / 2 h
3: sodium tetrahydroborate / ethanol / 2 h
View Scheme
Multi-step reaction with 2 steps
1: zinc(II) chloride; phosphoric acid / acetone
2: acetic anhydride; pyridinium chlorochromate / dichloromethane
View Scheme
Multi-step reaction with 3 steps
1: zinc(II) chloride; phosphoric acid
2: acetic anhydride; dipyridinium dichromate / dichloromethane
3: sodium tetrahydroborate / ethanol
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid
2: chromium(VI) oxide; pyridine; acetic anhydride / dichloromethane / 0.42 h / Cooling with ice
3: sodium tetrahydroborate; ethanol / Cooling with ice
View Scheme
4205-23-6

D-gulose

2595-05-3

Diacetone D-glucose

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: zinc(II) chloride / Inert atmosphere; Schlenk technique
2: chromium(VI) oxide; acetic anhydride; pyridine / Inert atmosphere; Schlenk technique
3: sodium tetrahydroborate / ethanol; water / 3 h / 0 °C / Inert atmosphere; Schlenk technique
View Scheme

1,2:5,6-Di-O-isopropylidene-Alpha-D-Allofuranose Chemical Properties

 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose (2595-05-3) is called for 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranoside ; Diacetone-alpha-D-all ; 5-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-D][1,3]dioxol-6-ol ; Diisopropylideneallofuranose ; Diacetoneglucose ; ZINC04262105 ; CID7157054 ,and so on. 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose (2595-05-3) is white solid.

IUPAC Name: (3aR,5S,6R,6aR)-5-[(4R)-2,2-Dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
CAS: 2595-05-3
Molecular Formula: C12H20O6
Molecular Weight: 260.28
Molecular structure:
Melting point:  73-76 °C(lit.)
Storage temp.:  2-8°C
H bond acceptors: 6 
H bond donors: 1 
Freely Rotating Bonds: 2 
Index of Refraction: 1.483 
Molar Refractivity: 61.24 cm3 
Molar Volume: 214.3 cm3 
Polarizability: 24.28 10-24cm3 
Surface Tension: 43.6 dyne/cm 
Density: 1.214 g/cm3 
Flash Point: 173.2 °C 
Enthalpy of Vaporization: 70.46 kJ/mol 
Boiling Point: 362.8 °C at 760 mmHg 
Vapour Pressure: 9.94E-07 mmHg at 25°C 

1,2:5,6-Di-O-isopropylidene-Alpha-D-Allofuranose Uses

 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose (2595-05-3) is commonly used as chemical reagent.

1,2:5,6-Di-O-isopropylidene-Alpha-D-Allofuranose Safety Profile

Hazard Codes:  Xi
Risk Statements:  36/37/38 (36/37/38:  Irritating to eyes, respiratory system and skin)
Safety Statements:  22-24/25-36/37-26 (22:  Do not breathe dust 24/25:  Avoid contact with skin and eyes 36/37:  Wear suitable protective clothing and gloves 26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice)
WGK Germany:  3
F:  21

1,2:5,6-Di-O-isopropylidene-Alpha-D-Allofuranose Specification

Removal in wastewater treatment of 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose (2595-05-3) can be stated as follows:
Total removal:2.71  percent
Total biodegradation:0.10  percent
Total sludge adsorption:2.62  percent
Total to Air:0.00  percent
(using 10000 hr Bio P,A,S)

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 2595-05-3