D-CAMPHOR

D-CAMPHOR Basic information
Product Name:D-CAMPHOR
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,98%;CAMPHOR FLAKE, USP24;CAMPHOR, (+)-(SG);(1R,4R)-(+)-Camphor
CAS:464-49-3
MF:C10H16O
MW:152.23
EINECS:207-355-2
Product Categories:Inhibitors;Alphabetical Listings;Bicyclic Monoterpenes;Biochemistry;C-D;Flavors and Fragrances;Food and Feed Additive;Camphor, etc. (Plasticizer);Functional Materials;Plasticizer;Terpenes
Mol File:464-49-3.mol
D-CAMPHOR Structure
D-CAMPHOR Chemical Properties
Melting point 178-182 °C (lit.)
alpha D25 +41 to +43° (c = 10 in U.S.P. alcohol) according to U.S.P. specif
Boiling point 204 °C
density 0,99 g/cm3
vapor density 5.24 (vs air)
vapor pressure 4 mm Hg ( 70 °C)
refractive index 44.5 ° (C=20, EtOH)
FEMA 2230 | D-CAMPHOR
Fp 148 °F
storage temp. 2-8°C
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
Odorat 10.00 % in dipropylene glycol. camphor minty phenolic herbal woody
Odor Typecamphoreous
optical activity[α]25/D +44°, c = 10 in ethanol
explosive limit3.5%
Water Solubility Soluble in water (0.1 g/L at 20°C).
Merck 14,1732
JECFA Number1395
BRN 2042745
Stability:Stable. Incompatible with strong reducing agents, strong oxidizing agents, chlorinated solvents. Protect from direct sunlight.
LogP2.3 at 20℃
CAS DataBase Reference464-49-3(CAS DataBase Reference)
EPA Substance Registry SystemD-Camphor (464-49-3)
Safety Information
Hazard Codes F,Xn,Xi
Risk Statements 11-22-36/37/38-20/21/22-36
Safety Statements 16-26-36-37/39
RIDADR UN 2717 4.1/PG 3
WGK Germany 1
RTECS EX1260000
Autoignition Temperature870 °F
TSCA Yes
HazardClass 4.1
PackingGroup III
HS Code 29142910
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
D-CAMPHOR Usage And Synthesis
Description(1R)-(+)-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.
Chemical Propertiesd-Camphor has a warm, minty, almost ethereal diffusive aroma. For other details of description, see Camphor Tree.
Chemical Propertieswhite crystals
OccurrenceFrequently 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(1R)-(+)-Camphor is used as a chiral intermediate and auxiliary. It is also used as a skin antipruritic and as an anti-infective agent.
UsesD-Camphor may be used as reference material for the quantification of the analyte in Saraca asoca and coriander using chromatography techniques.
Uses(R)-(+)-Camphor is a terpenoid with a wide variety of use. (R)-(+)-Camphor has insecticidal activity and is also used as an antimicrobial agent. (R)-(+)-Camphor is used as a culinary flavouring agent in parts of asia.
Usesanalgesic, antiinfective, antipruritic
DefinitionChEBI: The (R)- enantiomer of camphor.
Aroma threshold valuesDetection at 1 to 1.29 ppm
Taste threshold valuesTaste characteristics at 20 ppm: medicinal, camphoraceous, mentholic and woody.
General DescriptionColorless or white crystals. Sublimes. Flash point 149°F. Burns readily with a bright, smoky flame. Penetrating aromatic odor. Pungent, aromatic taste followed by a sensation of cold.
Air & Water ReactionsFlammable. Insoluble in water.
Reactivity ProfileD-CAMPHOR is incompatible with strong oxidizing agents, strong reducing agents and chlorinated solvents.
Fire HazardD-CAMPHOR is combustible.
Flammability and ExplosibilityFlammable
SynthesisNatural 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.
Purification MethodsCrystallise it from EtOH, 50% EtOH/water, MeOH, or pet ether or from glacial acetic acid by addition of water. It can be sublimed (50o/14mm) and also fractionally crystallised from its own melt. It is steam volatile. It should be stored in tight containers as it is appreciably volatile at room temperature. The solubility is 0.1% (H2O), 100% (EtOH), 173% (Et2O) and 300%
(1S)-(+)-Camphor-10-sulphonic acid CAMPHOR NATURAL = 1,7,7-TRIMETHYL-BICYCLO[2.2.1]HEPTAN-2-ON Camphor tree, Cinnamomum camphora linalooliferum, ext. EUROPIUM D-3-TRIFLUOROACETYLCAMPHORATE CAMPHOR SYNTHETIC BP (1S)-(-)-3-Bromo Camphor, 98% min Camphor tree, ext.,sulfurized, palladium salt cis-O-Coumarinic acid lactoneCoumarinic acid lactone Tonka bean camphor CAMPHOR POWDER SYNTHETIC ISOSAFROLE DL-CAMPHORIC ACID CAMPHOR OIL WHITE 86/88 EUCALYPTUS OIL EX CAMPHOR L-(-)-CAMPHOR = 1,7,7-TRIMETHYL-BICYCLO[2.2.1]HEPTAN-2-ON = L-CAMPHOR (1R)-(-)-THIOCAMPHOR White camphor oil (1s)-(+)-3-Bromo Camphor-10-Sulfonic Acid 3-(4-METHYLBENZYLIDENE)CAMPHOR 

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