beta-Pinene

beta-Pinene Basic information
Product Name:beta-Pinene
Synonyms:6,6-dimethyl-2-methylene-bicyclo(3.1.1)heptan;BICYCLO [3.1.1] HEPTANE, 6,6-DIMETHYL-2-METHYLENE;6,6-dimethyl-2-methylene-bicyclo[3.1.1]heptan;SS-PINENE;β-Pinene laevo;β-pinene,6,6-dimethyl-2-methylene-bicyclo[3.1.1]heptane;2,2,6-Trimethylbicyclo(3.1.1)hept-2-ene;PINENE BETA R AND S
CAS:127-91-3
MF:C10H16
MW:136.23
EINECS:204-872-5
Product Categories:Flavor;Bicyclic Monoterpenes;Biochemistry;Terpenes;Pharmaceutical Intermediates
Mol File:127-91-3.mol
beta-Pinene Structure
beta-Pinene Chemical Properties
Melting point -61°C
Boiling point 167°C
density 0.859
refractive index 1.4782
FEMA 2903 | BETA-PINENE
Fp 43°C
Odorat 10.00 % in dipropylene glycol. dry woody resinous pine hay green eucalyptus camphoreous
Odor Typeherbal
Water Solubility 12mg/L(25 ºC)
JECFA Number1330
Merck 7446
Stability:Stable. Flammable. Incompatible with strong oxidizing agents.
LogP4.37
CAS DataBase Reference127-91-3(CAS DataBase Reference)
NIST Chemistry ReferenceBeta-pinene(127-91-3)
EPA Substance Registry System.beta.-Pinene (127-91-3)
Safety Information
Risk Statements 10
Safety Statements 16
RIDADR 2368
RTECS DT5077000
Hazardous Substances Data127-91-3(Hazardous Substances Data)
MSDS Information
ProviderLanguage
2(10)-Pinene English
beta-Pinene Usage And Synthesis
DescriptionBeta-pinene is a component of turpentine. Concentrations vary depending on the source and seem to be high er in European (Portuguese) than in Asian (Indonesian) turpentines.
Chemical Propertiesβ-Pinene has a characteristic turpentine odor with a dry, woody or resinous aroma.
Chemical Propertiesβ-Pinene occurs in many essential oils. Optically active and racemic β-pinenes are present in turpentine oils, although in smaller quantities than αα-pinene. (+)-β-Pinene, (1R,5R)-6,6-dimethyl-2-methylenebicyclo(3.1.1)heptane,; (?)-β-Pinene, (1S,5S)-6,6-dimethyl-2-methylenebicyclo(3.1.1)heptane,. β-Pinene is similar to α-pinene in its reactions. Pyrolytic cleavage to myrcene, the startingmaterial for acyclic terpenes, is used on an industrial scale.Addition of formaldehyde results in the formation of nopol; nopyl acetate is used as a fragrance material. β-Pinene is produced in large quantities by distillation of turpentine oils. It is used as a fragrance material in household perfumery.However,most β-pinene is used in the production of myrcene.
Chemical Propertiesliquid
OccurrenceUsually occurring together with α-pinene but in smaller amounts; the d- and l-forms are reported found in the essential oils of various Artemisae and several Cupressaceae, in coriander and cumin; the l-form is a constituent of several citrus oils. β-Pinene is reported found in over 190 natural products including apple, apricot, many citrus juices and peel oils, bilberry, cranberry, lingonberry, blackberry, currants, guava, raspberry, strawberry, basil, carrot, celery, cooked potato, bell pepper, tomato, anise seed oil, cinnamon, cassia leaf, clove, cumin, ginger, Mentha oils, nutmeg, mace, pepper, parsley, thyme, Swiss and cheddar cheese, cream, fatty fish, fried chicken, beef fat, hop oil, rum, bourbon whiskey, tea, roasted filberts, pecans, oats, soybean, plum, mushroom, sweet and wild marjoram, starfruit, mango, tamarind, cardamom, coriander, gin, rice, litchi, calamus, dill, lovage, caraway seed, buckwheat, laurel, fennel, kiwifruit, myrtle leaf and berry, rosemary, buchu oil, Bourbon vanilla, Spanish and clary sage, nectarine, crayfish, clam, cape gooseberry, anise hyssop, angelica root oil, Roman and German chamomile oil, eucalyptus oil, bullock’s heart and mastic gum leaf and fruit oil.
PreparationIsolated from American turpentine; also by conversion from α-pinene; as an intermediate extremely important for the manufacture of citral, citronellol, hydroxycitronellal, geraniol, citronellal, linalool, ionones, methylionones and menthol.
DefinitionChEBI: An isomer of pinene with an exocyclic double bond. It is a component of essential oils from many plants.
Aroma threshold valuesDetection: 140 ppb. Aroma characteristics at 10%: cooling, woody, piney and turpentine-like with a fresh minty, eucalyptus and camphoraceous note with a spicy peppery and nutmeg nuance.
Taste threshold valuesTaste characteristics at 15 to 100 ppm: fresh, piney and woody, terpy and resinous with a slight minty, spicy and camphoraceous nuance.
Contact allergensBeta-pinene is a component of turpentine. Concentrations vary with the source and seem higher in European (Portuguese) than in Asian (Indonesian) turpentine.
Safety ProfileMddly toxic by ingestion. A skin irritant. Flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
beta-Pinene Preparation Products And Raw materials
Raw materialsTurpentine oil-->ALPHA-PINENE
Dacthal D-BETA-PINENE N,N-Dimethylformamide Acetic acid, reaction products with formaldehyde and beta-pinene (1R)-(+)-ALPHA-PINENE (7R,9R)-7,9-Methano-3,8,8-trimethyl-4a,5,8,9-tetrahydro-1H,7H-pyrano[4,3-b]benzopyran-1-one alpha-pinene/ beta-pinene copolymer ALPHA-PINENE (+)-BETA-PINENE OXIDE,(+)-beta-Pinene oxide,(+)-beta-Pinene oxide, tech., 75% alpha-pinene/ beta-pinene/ phenol copolymer (+)-BETA-PINENE TERPENE STANDARD beta-Pinene PINENE 1G [R] Terpenes and Terpenoids, turpentine-oil, beta-pinene fraction alpha-pinene/ beta-pinene/ dipentene/ beta-phellandrene (6R,8R)-7,7-DIMETHYL-6,8-METHANO-2,3,4,5,6,7,8,10A-OCTAHYDRO-XANTHEN-1-ONE beta-pinene, polymerised,poly-beta-pinen BETA-PINENE-BETA-CYCLODEXTRIN COMPLEX

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