ALPHA-PHELLANDRENE

ALPHA-PHELLANDRENE Basic information
Product Name:ALPHA-PHELLANDRENE
Synonyms:1-ISOPROPYL-4-METHYL-2,4-CYCLOHEXADIENE;ALPHA-PHELLANDRENE;5-ISOPROPYL-2-METHYL-1,3-CYCLOHEXADIENE;ALPHA-PHELLANDRENE FCC;P-MENTHA-1,5-DIENE 70%;α-phellandrene,R-(-)-1,5-menthadiene,2-methyl-5-isopropyl-1,3-cyclohexadiene,α-phellandrene;1-ISOPROPYL-4-METHYL-2,4-CYCLOHEXADIENE,70%;D-ALPHA-PHELLANDRENE
CAS:99-83-2
MF:C10H16
MW:136.23
EINECS:202-792-5
Product Categories:Alphabetical Listings;Flavors and Fragrances;O-P
Mol File:99-83-2.mol
ALPHA-PHELLANDRENE Structure
ALPHA-PHELLANDRENE Chemical Properties
Boiling point 185.55°C (rough estimate)
density 0.85 g/mL at 25 °C(lit.)
refractive index n20/D 1.474(lit.)
FEMA 2856 | ALPHA-PHELLANDRENE
Fp 117 °F
storage temp. Store below +30°C.
solubility Benzene: Soluble; Chloroform: Soluble
form An oil
Melting point <25 °C
Odorat 10.00 % in dipropylene glycol. citrus herbal terpene green woody peppery
Odor Typeterpenic
optical activity[α]20/D 139 to 110°, neat
JECFA Number1328
Merck 13,7277
Stability:Light Sensitive, Temperature Sensitive
LogP4.43
CAS DataBase Reference99-83-2(CAS DataBase Reference)
EPA Substance Registry System1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)- (99-83-2)
Safety Information
Hazard Codes Xn,F
Risk Statements 10-22-36/37/38-43
Safety Statements 16-26-36/37
RIDADR UN 2319 3/PG 3
WGK Germany 3
RTECS OS8080000
HS Code 3301 90 10
HazardClass 3.2
PackingGroup III
Hazardous Substances Data99-83-2(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 5700 mg/kg
MSDS Information
ProviderLanguage
SigmaAldrich English
ALPHA-PHELLANDRENE Usage And Synthesis
Chemical Propertiesα-Phellandrene has a pleasant, fresh, citrus, peppery odor with a discrete mint note. This compound is also reported as having a minty, herbaceous odor.
OccurrenceThe d-form has been reported found in the essential oils of bitter fennel, Ceylon cinnamon leaves, star anise, Curcuma longa and other essential oils; the l-form has been reported found in various eucalyptus oils, orange peel oil, angelica, Lantana camara and other oils. Reported found in over 100 foods and beverages including apricot, many citrus peel oils and juices, black currants, papaya, raspberry, strawberry, carrot, celery leaves and seed, bell pepper, tomato, cinnamon, cumin seed, ginger, Mentha oils, nutmeg, pepper, mace, parsley, thyme, Gruyere cheese, cured pork, hop oil, beer, tea, pecan, passion fruit, sweet and wild marjoram, mango, parsnip, cardamom, coriander seed, gin, litchi, dill herb and seed, lovage leaf and seed, caraway, juniper berry, laurel, bitter and sweet fennel, myrtle leaf and berry, sage, nectarine, pimento leaf and berry and mastic gum leaf oil.
Usesα-Phellandrene is an essential oil component, found to have bactericidal activity.
DefinitionChEBI: One of a pair of phellandrene cyclic monoterpene double-bond isomers in which both double bonds are endocyclic (cf. alpha-phellandrene, where one of them is exocyclic).
Aroma threshold valuesDetection: 40 to 200 ppb
Taste threshold valuesTaste characteristics at 20 ppm: terpenic, citrus-lime with a fresh green note.
General Descriptionα-Phellandrene is monoterpene reported to be one of the aroma compounds of black (Piper nigrum) and white ‘‘Ashanti pepper′′ (Piper guineense). It also occurs in the leaves of basil.
Safety ProfileMdly toxic by ingestion. A severe human skin irritant. Incompatible with air. Flammable liquid when exposed to heat, sparks, or flame. When heated to decomposition it emits acrid smoke and irritating fumes.
SynthesisThe l-form by isolation from Eucalyptus numerosa and similar oils; also from the manufacture of synthetic menthol.
FENCHOL Linalyl acetate R-(-)-α-Phellandrene (S)-(+)-alpha-Phellandrene SALOR-INT L165603-1EA PHELLANDRENE, -R-(-)-alpha-(SG) RARECHEM BW GA 0388 GAMMA - TERPINENE 1 - ISOPROPYL -4- METHYL -1,4- CYCLOHEXADIENE GAMMA-TERPINENE 1-ISOPROPYL-4-METHYL-1,3-CYCLOHEXADIENE,4-isopropyl-1-methyl-1,3-cyclohexadien (-)-P-MENTHA-1,5-DIENE Α-PHELLANDRENE RARECHEM BW GA 0389 ALPHA-PHELLANDRENE β-sesquiphellandrene 1,3-CYCLOHEXADIENE 3-Methoxy-1-propanol 1-TRITYL-1H-IMIDAZOLE-4-METHANOL

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