(1R)-(-)-CAMPHORQUINONE

(1R)-(-)-CAMPHORQUINONE Basic information
Uses
Product Name:(1R)-(-)-CAMPHORQUINONE
Synonyms:CAMPHORQUINONE, -R-(-)-;(-)-CAMPHORQUINONE;D-2,3-BORNANEDIONE;D-CAMPHOROQUINONE;D-(-)-CAMPHORQUINONE;D-CAMPHORQUINONE;(-)-2,3-BORNANEDIONE;2,3-BORNANEDIONE
CAS:10334-26-6
MF:C10H14O2
MW:166.22
EINECS:626-988-9
Product Categories:Anthraquinones, Hydroquinones and Quinones;Bicyclic Monoterpenes;Biochemistry;Terpenes
Mol File:10334-26-6.mol
(1R)-(-)-CAMPHORQUINONE Structure
(1R)-(-)-CAMPHORQUINONE Chemical Properties
Melting point 200-203 °C(lit.)
Boiling point 254.44°C (rough estimate)
alpha -101° (20/D)(c=2, C6H5CH3)
density 1.0060 (rough estimate)
refractive index 1.5200 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility almost transparency in Methanol
form powder to crystal
color Light yellow to Yellow
optical activity[α]20/D 101°, c = 2 in toluene
BRN 2327696
CAS DataBase Reference10334-26-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22-43
Safety Statements 36/37
WGK Germany 3
HS Code 2914.29.5000
MSDS Information
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SigmaAldrich English
ACROS English
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(1R)-(-)-CAMPHORQUINONE Usage And Synthesis
Uses(1R)-(-)Camphorquinone are used as visible light photoinitiator for biomedical applications such as in dental surgery.
Uses(1R)-(-)Camphorquinone are used as visible light photoinitiator for biomedical applications such as in dental surgery.
Uses(1R)-(?)-Camphorquinone can be used as a chiral starting material for the preparation of:
  • α-Hydroxycamphors by selective reduction of keto groups using various vegetables.
  • Camphor-1,2-diamine platinum(II) complexes for DNA interaction studies.
  • Camphoric anhydride by unsensitized photo-oxidation in the presence of oxygen and polar solvents.
  • Camphorquinone-based chiral homoallylic amine, which is reacted with aldehydes to produce homoallylic primary amines via imine formation followed by 2-azonia-Cope rearrangement.
Uses(1R)-(-)-Camphorquinone may be used as an analytical standard for the determination of the analyte in dental resin composite restorations in the oral environment in contact with food and beverages, and biological samples by analytical techniques.
DefinitionChEBI: (1R)-bornane-2,3-dione is a bornane-2,3-dione. It is an enantiomer of a (1S)-bornane-2,3-dione.
General DescriptionCamphorquinone, a 1,2-diketone, is a photoinitiator that finds wide use in the curing of resin composites. It functions by initiating the chain polymerization by free radical generation; typically with the aid of co-initiator amines.
Purification MethodsIt can be purified by steam distillation, recrystallisation (yellow prisms) from EtOH, *C6H6 or Et2O/pet ether and it can be sublimed in a vacuum. The (±)-quinone forms needles from EtOH, m 197-198o, 203o. [Buxtorf & Flatt Helv Chim Acta 13 1026 1930, Asahena et al. Chem Ber 67 1432 1934, Beiltein 7 I 325.]
(1R)-(-)-CAMPHORQUINONE Preparation Products And Raw materials
Preparation Products3-Hydroxy-2-bornanone
CAMPHORQUINONE, -R-(-)-(RG) Camphorquinone-10-sulfonyl Chloride CAMPHORQUINONE-1-SULPHONIC ACID, HYDRATE CAMPHORQUINONE, -S-(+)-(RG) ANTI-(1S)-(-)-CAMPHORQUINONE 3-OXIME,(-)-CAMPHORQUINONE-3-MONOXIME ANTI-(1R)-(+)-CAMPHORQUINONE 3-OXIME,(1R,E)-(+)-CAMPHORQUINONE 3-OXIME,camphorquinone 3-oxime ANTI-(1S)-(-)-CAMPHORQUINONE 3-OXIME 9&,ANTI-(1S)-(-)-CAMPHORQUINONE 3-OXIME, 99 % CAMPHORQUINONE-10-SULFONIC ACID CAMPHORQUINONE-1-SULPHONYLNORLEUCINE,CAMPHORQUINONE-10-SULFONYLNORLEUCINE (1S,E)-(-)-CAMPHORQUINONE 3-OXIME (1R)-(-)-CAMPHORQUINONE DL-CAMPHORQUINONE ANTI-(1R)-(+)-CAMPHORQUINONE 3-OXIME L-CAMPHORQUINONE,L-(+)-CAMPHORQUINONE,S-(+)-CAMPHORQUINONE,CAMPHORQUINONE, -S-(+)-,(1S)-(+)-CAMPHORQUINONE,(+)-CAMPHORQUINONE DL-CAMPHORQUINONE, (2,3-BORNANEDIONE) AKOS BBS-00002008 CAMPHORQUINONE-10-SULFONIC ACID, HYDRATE,CAMPHORQUINONE-1-SULFONIC ACID, HYDRATE,Camphorquinone-10-sulfonic Acid, Hydrate Technical Grade 7-(IODOMETHYL)-1,7-DIMETHYLBICYCLO[2.2.1]HEPTANE-2,3-DIONE

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