β-Cadinene
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β-Cadinene
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CAS No:
523-47-7
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Formula:
C15H24
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Chemical Name:
β-Cadinene
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Synonyms:
Naphthalene,1,2,4a,5,8,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-,(1S,4aR,8aS)-;Cadina-3,9-diene;Naphthalene,1,2,4a,5,8,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-,[1S-(1α,4aβ,8aα)]-;β-Cadinene;(1S,4aR,8aS)-1,2,4a,5,8,8a-Hexahydro-4,7-dimethyl-1-(1-methylethyl)naphthalene;(-)-β-Cadinene;1389-14-6;1389-22-6;3858-53-5;5743-03-3
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CAS No:
Description
PHYSICAL DESCRIPTION: Colorless viscous oil. A constituent of various wood oils such as cade oil, cedarleaf oil.
Beta-cadinene is a colorless viscous oil. A constituent of various wood oils such as cade oil, cedarleaf oil.|Colourless, slightly viscous liquid; usually bearing the aroma of the oil from which it is derived
Beta-cadinene is a colorless viscous oil. A constituent of various wood oils such as cade oil, cedarleaf oil.|Beta-cadinene is a cadinene.
Characteristics
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Beta-cadinene is a colorless viscous oil. A constituent of various wood oils such as cade oil, cedarleaf oil.
0.9239 g/cm3 @ Temp: 20 °C
124 °C @ Press: 9 Torr
greater than 230° F (NTP, 1992)
INDEX OF REFRACTION: 1.5059 AT 20 °C/D; SPECIFIC OPTICAL ROTATION: -251 DEG AT 20 °C/D|1.506-1.512
INsoluble IN WATER; SLIGHTLY soluble IN ALCOHOL; soluble IN ACETONE, PETROLEUM ETHER, HOT CHLOROFORM
SLIGHT PLEASANT ODOR
WOODY, RESINOUS, BURNT ODOR WITH LITTLE TASTE /CADINENE/
Insoluble in water.
Hydrocarbons, Aliphatic Unsaturated
BETA-CADINENE is a sesquiterpene. May react vigorously with strong oxidizing agents. Can react exothermically with reducing agents to release gaseous hydrogen.
Safety Information
This compound is combustible. (NTP, 1992)
Fires involving this compound should be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Toxicity
/CADINENES ARE/ SESQUITERPENES OCCURRING IN ESSENTIAL OILS FROM JUNIPER SPECIES AND CEDARS (OIL OF CADE). /THERE ARE/ NINE POSSIBLE ISOMERS DIFFERING IN STEREOCHEMISTRY AND POSITION OF THE DOUBLE BONDS, THE PRINCIPAL ISOMER BEING BETA-CADINENE. /CADINENES/|BETA CADINENE /IS PRESENT/ IN THE OIL OF DACRYDIUM COLENSOI.
Drug Information
ACUTE/CHRONIC HAZARDS: This compound is an eye irritant. (NTP, 1992)
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
CADINENE TESTED AT A CONCENTRATION OF 10% IN PETROLATUM PRODUCED NO IRRITATION IN A 48-HOUR CLOSED-PATCH TEST IN 25 HUMAN SUBJECTS. A MAXIMIZATION TEST WAS CARRIED OUT ON 25 VOLUNTEERS. THE MATERIAL WAS TESTED AT A CONCENTRATION OF 10% PETROLATUM AND PRODUCED NO SENSITIZATION REACTIONS. /CADINENE/
β-Cadinene Use and Manufacturing
CAMPBELL, SOFFER; J AM CHEM SOC 64: 417 (1942); CAMPBELL ET AL; J AM CHEM SOC 64: 425 (1942); RAO ET AL, TETRAHEDRON LETTERS 27: 27 (1960); HEROUT ET AL; COLL CZECH CHEM COMMUN 31: 3012 (1966). SYNTHESIS: SOFFER, GUNAY; TETRAHEDRON LETTERS 1355 (1965). /CADINENES/
IN FRAGRANCES /CADINENE/|SYNTHETIC FLAVOR INGREDIENT /CADINENE/
IN PUBLIC USE SINCE THE 1950S. USE IN FRAGRANCES IN THE USA AMOUNTS TO LESS THAN 4000 POUNDS/YEAR. /CADINENE/|CONCENTRATION IN FINAL PRODUCT (%): SOAP: USUAL 0.01, MAX 0.05; DETERGENT: USUAL 0.001, MAX 0.005; CREAMS, LOTIONS: USUAL 0.01, MAX 0.05; PERFUME: USUAL 0.04, MAX 0.5 /CADINENE/
Flavoring Agents -> JECFA Flavorings Index|Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C15 isoprenoids (sesquiterpenes) [PR0103]
Flavoring Agents