464-49-3

  • Product Name:D-Camphor
  • Molecular Formula:C10H16O
  • Purity:99%
  • Molecular Weight:152.23
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Product Details:

CasNo: 464-49-3

Molecular Formula: C10H16O

Purity: 99%

Synonyms: 7,7-trimethyl-(1r)-bicyclo(2.2.1)heptan-2-on; 7,7-trimethyl-(1theta)-bicyclo[2.2.1]heptan-2-on; Bicyclo[2.2.1]heptan-2-one,1,7,7-trimethyl-,(1R)-; R-(+)-Camphor; D-(+)-Camphor; CAMPHOR FLAKE,; CAMPHOR,(+)-(SG); (1R,4R)-(+)-Camphor

Melting point: 178-182°C

Boiling point: 204 °C

Density: 0.99 g/cm3

Vapor density: 5.24 (vs air)

Vapor pressure: 4 mm Hg ( 70 °C)

Fp: 148 °F

Solubility: Slightly soluble in water, very soluble in alcohol and in light petroleum, freely soluble in fatty oils, very slightly soluble in glycerol.

Form: Crystals
Color: White

Odor: at 10.00 % in dipropylene glycol. camphor minty phenolic herbal woody

Odor Type: camphoreous

Optical activity: [α]25/D +44°, c = 10 in ethanol

Water Solubility: Soluble in water (0.1 g/L at 20°C)

Stability: Stable. Incompatible with strong reducing agents, strong oxidizing agents, chlorinated solvents. Protect from direct sunlight.

 

Description:

D-Camphor is a terpene that has been found in C. sativa, C. indica, and C. sativa/C. indica hybrid strains as well as the essential oils from a variety of herbs including rosemary, lavender, and sage and has diverse biological activities. It inhibits norepinephrine secretion and cytosolic calcium and sodium increases induced by the nicotinic acetylcholine receptor (nAChR) agonist 1,1-dimethyl-4-phenylpiperazinium iodide (DMPP) in chromaffin cells (IC50s = 70, 88, and 19 μM, respectively). (1R)-(+)-Camphor (65-260 μM) induces proliferation of and increases expression of collagen IA, collagen IIIA, collagen IVA, and elastin in human primary dermal fibroblasts. In vivo, (1R)-(+)-camphor increases expression of collagen IA, collagen IIIA, collagen IVA, and elastin in skin in UV-exposed mice when administered at doses of 26 and 55 mM in drinking water post UV-exposure. It reduces cough frequency in citric acid-challenged guinea pigs. (1R)-(+)-Camphor is insecticidal, reducing digging activity and inducing mortality of fire ant workers. It has also been used as a building block in the synthesis of cannabinergic ligands.

 

Occurrence:

Frequently occurring in nature as the d- or l-form; the optically inactive form is seldom encountered. The d-form has been reported found in Cinnamomum camphora Ness. (Laurus camphora L.) from China, Japan and the East Indies; in Sassafras officinale, Lavandula spica and in other Labiatae. The l-form is reported found in the essential oils of Salvia grandiflora, Matricaria parthenium, Artemisia herba alba; the optically inactive form is found in Chrysanthemum japonicum sinense. Also reported found in orange peel oil, lemon peel oil, apricot, raspberry, anise, cinnamon root bark, ginger, pepper, coriander, calamus, sweet fennel and rosemary.

 

Uses: analgesic, antiinfective, antipruritic

D-Camphor is used as a chiral intermediate and auxiliary. It is also used as a skin antipruritic and as an anti-infective agent.

D-Camphor is a terpenoid with a wide variety of use. D-Camphor has insecticidal activity and is also used as an antimicrobial agent. D-Camphor is used as a culinary flavouring agent in parts of asia.

 

Synthesis:

Natural camphor is obtained by distillation from the plants of Cinnamomum or Laurus camphora from China and Japan, together with the corresponding essential oils; the raw camphor contains several impurities. It is separated from the water and the essential oil by pressure or by centrifugation and subsequently purified by sublimation or crystallization. Synthetic camphor is prepared from pinene isolated by fractional distillation of turpentine oil; pinene is reacted to bornyl chloride with gaseous HCl under pressure and then to camphene. The distilled and purified camphene is then oxidized to camphor with Na+ or K+ bichromate in the presence of H2SO4.

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