2,3:4,5-Di-o-isopropylidene-beta-D-fructopyranose
Basic information
- CAS
20880-92-6- Standard SMILES
CC1(C)O[C@@H]2[C@@H](CO[C@@]3(CO)OC(C)(C)O[C@@H]23)O1- InChIKey
PSSHGMIAIUYOJF-XBWDGYHZSA-N- Molecular formula
- C12H20O6
- Average molar mass
- 260.28 g/mol
- Monoisotopic mass
- 260.12598835
Overview
See other relationships...
Names & identifiers
- Preferred name
- 2,3:4,5-Di-o-isopropylidene-beta-D-fructopyranose
- IUPAC
- [(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methanol
- English name
- Diacetonefructose
- Molecular formula
- C12H20O6
- Molecular weight
- 260.28
Names & synonyms
20880-92-6D-Fructopyranose diacetonideDiacetone-D-fructose2,3:4,5-Di-O-isopropylidene-beta-D-fructopyranosebeta-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-SQ9F5005S8UNII-SQ9F5005S8.beta.-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-2,3:4,5-DI-O-ISOPROPYLIDENE-.BETA.-D-FRUCTOPYRANOSERefChem:81951DTXCID5014746572,3:4,5-BIS-O-(1-METHYLETHYLIDINE)-B-D-FRUCTOPYRANOSE
Show more names
2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose2,3:4,5-Bis-O-(1-Methylethylidene)-β-D-fructopyranoseTopiramate Related Compound A (25 mg) (2,3:4,5-Bis-O-(1-methylethylidene)-beta-D-fructopyranose)NSC 407023FructodiacetoneDiacetonefruCLoseDiacetone frucoseFructose diacetone
606-663-8DIACETONE FRUCTOSEDiacetone-beta-D-fructoseDTXSID601016466DiacetonefructoseTopiramate EP Impurity A2,3:4,5-Bis-O-(1-methylethylidene)-beta-D-fructopyranoseDiacetone-ss-D-fructose
Properties
Computed structural properties
- XLogP
- -0.3
- Topological polar surface area
- 66.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 1
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 354
Physicochemical properties
- Melting point
- 94 · 94-95°C
- Boiling point
- 332.6 · 332.6±37.0 °C(Predicted)
- Density
- 1.181 · 1.181±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- solubility
- Soluble in chloroform, ethyl acetate, methanol.
- pka
- 14.63 · 14.63±0.10(Predicted)
- form
- Powder
- color
- White
- Major Application
- pharmaceutical (small molecule)
- InChI
- InChI=1/C12H20O6/c1-10(2)15-7-5-14-12(6-13)9(8(7)16-10)17-11(3,4)18-12/h7-9,13H,5-6H2,1-4H3/t7-,8-,9+,12+/s3
- InChIKey
- PSSHGMIAIUYOJF-APOZVJGGSA-N
- SMILES
- [C@]12(CO)OC(C)(C)O[C@H]1[C@@H]1OC(C)(C)O[C@@H]1CO2 |&1:0,8,9,15,r|
- CAS DataBase Reference
- 20880 · 20880-92-6(CAS DataBase Reference)
- FDA UNII
- 9 F5005S8 · SQ9F5005S8
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.
Warning
H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationREACH registered substance: 2,3:4,5-Di-O-isopropylidene-beta -D-fructopyranose (EC: 606-663-8)
Safety data
- wgk
- 3
- hs_code
- 29400090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36/37
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Active
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
Uses2,3:4,5-Di-O-isopropylidene-beta-D-fructopyranose is used as chiral auxiliaries in Michael and Aldol addition reactions.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
6 records
Compound notes
Loading…