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ChemicalBook >  Product Catalog >  Organic Chemistry >  Quinones >  (1R)-(-)-CAMPHORQUINONE

(1R)-(-)-CAMPHORQUINONE

Basic information Uses Safety Supplier Related

(1R)-(-)-CAMPHORQUINONE Basic information

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
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(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 Reference
10334-26-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-43
Safety Statements 
36/37
WGK Germany 
3
HS Code 
2914.29.5000

MSDS

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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.

Definition

ChEBI: (1R)-bornane-2,3-dione is a bornane-2,3-dione. It is an enantiomer of a (1S)-bornane-2,3-dione.

General Description

Camphorquinone, 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 Methods

It 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.]

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