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Terpinene information


Terpinenes
α-Terpinene
β-Terpinene
γ-Terpinene
δ-Terpinene
(terpinolene)
Names
IUPAC names
α: 4-Methyl-1-(1-methylethyl)-1,3-cyclohexadiene
β: 4-Methylene-1-(1-methylethyl)cyclohexene
γ: 4-Methyl-1-(1-methylethyl)-1,4-cyclohexadiene
δ: 1-Methyl-4-(propan-2-ylidene)cyclohex-1-ene
Identifiers
CAS Number
  • (α): 99-86-5 checkY
  • (β): 99-84-3 checkY
  • (γ): 99-85-4 checkY
  • (δ): 586-62-9 checkY
3D model (JSmol)
  • (α): Interactive image
  • (β): Interactive image
  • (γ): Interactive image
  • (δ): Interactive image
ChEBI
  • (α): CHEBI:10334 checkY
  • (β): CHEBI:59159
  • (γ): CHEBI:10577
  • (δ): CHEBI:9457
ChemSpider
  • (α): 7182 ☒N
  • (β): 60205
  • (γ): 7181
ECHA InfoCard 100.029.440 Edit this at Wikidata
EC Number
  • (α): 202-795-1
  • (β): 202-793-0
  • (γ): 202-794-6
  • (δ): 209-578-0
KEGG
  • (α): C09898
  • (γ): C09900
  • (δ): C06075
PubChem CID
  • (α): 7462
  • (β): 66841
  • (γ): 7461
  • (δ): 11463
UNII
  • (α): I24X278AP1 checkY
  • (β): DV74J5RW4Y checkY
  • (γ): 4YGF4PQP49 checkY
  • (δ): N9830X5KSL checkY
InChI
  • InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h6,8H,3-5,7H2,1-2H3 checkY
    Key: SCWPFSIZUZUCCE-UHFFFAOYSA-N checkY
  • (β): InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h6,8H,3-5,7H2,1-2H3
    Key: SCWPFSIZUZUCCE-UHFFFAOYSA-N
  • (γ): InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,7-8H,5-6H2,1-3H3
    Key: YKFLAYDHMOASIY-UHFFFAOYSA-N
  • (δ): InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4H,5-7H2,1-3H3
    Key: MOYAFQVGZZPNRA-UHFFFAOYSA-N
SMILES
  • (α): CC1=CC=C(C(C)C)CC1
  • (β): C=C1CC=C(C(C)C)CC1
  • (γ): CC1=CCC(C(C)C)=CC1
  • (δ): C/C(C)=C1CCC(C)=CC/1
Properties
Chemical formula
C10H16
Molar mass 136.238 g·mol−1
Density α: 0.8375 g/cm3
β: 0.838 g/cm3
γ: 0.853 g/cm3
Melting point α: 60-61 °C
Boiling point α: 173.5-174.8 °C
β: 173-174 °C
γ: 183 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

The terpinenes are a group of isomeric hydrocarbons that are classified as monoterpenes. They each have the same molecular formula and carbon framework, but they differ in the position of carbon-carbon double bonds. α-Terpinene has been isolated from cardamom and marjoram oils, and from other natural sources. β-Terpinene has no known natural source but has been prepared from sabinene. γ-Terpinene and δ-terpinene (also known as terpinolene) have been isolated from a variety of plant sources. They are all colorless liquids with a turpentine-like odor.[1]

  1. ^ M. Eggersdorfer (2005). "Terpenes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a26_205. ISBN 3-527-30673-0.

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Limonene

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Ajwain

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Bergamot essential oil

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main compounds in the oil are limonene, linalyl acetate, linalool, γ-terpinene and β-pinene, and in smaller quantities geranial and β-bisabolene. The...

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Tea tree oil

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Caraway

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Phytochemicals identified in caraway seed oil include thymol, o-cymene, γ‑terpinene, trimethylene dichloride, β-pinene, 2-(1-cyclohexenyl), cyclohexanone...

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Monarda fistulosa

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variable. It can have thymol, geraniol, carvacrol, p-cymene, γ-terpinene, α-terpinene, and α-thujene in different amounts with the exact cause of this...

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Oregano

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ranging to over 80%, while lesser abundant compounds include p-cymene, γ-terpinene, caryophyllene, spathulenol, germacrene D, β-fenchyl alcohol and δ-terpineol...

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Thymus serpyllum

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of T. serpyllum contain thymol, carvacrol, limonene, paracymene, gamma-terpinene and beta-caryophyllene. Creeping and mounding variants of T. serpyllum...

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Summer savory

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extracted from summer savory are carvacrol, thymol, γ-terpinene, and ρ-cymene, while α-terpinene, β-caryophyllene and β-bisabolene are found in smaller...

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Gin

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Citric and berry flavours come from chemicals such as limonene and gamma-terpinene linalool found in limes, blueberries and hops amongst others. Floral notes...

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Natural rubber

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Acyclic Ocimene Myrcenes Monocyclic Limonene Terpinene Phellandrene Bicyclic Pinene (α and β) Camphene Thujene Sabinene Carene...

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Cumin

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and 2-methoxy-3-methylpyrazine. Other components include γ-terpinene, safranal, p-cymene, and β-pinene. In a reference amount of 100 grams...

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C10H16

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Steroid

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Coleus amboinicus

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carvacrol (28.65%), thymol (21.66%), α-humulene (9.67%), undecanal (8.29%), γ-terpinene (7.76%), p-cymene (6.46%), caryophyllene oxide (5.85%), α-terpineol (3...

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Dysphania ambrosioides

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numerous other monoterpenes and monoterpene derivatives (α-pinene, myrcene, terpinene, thymol, camphor and trans-isocarveol). Ascaridole (1,4-peroxido-p-menth-2-ene)...

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Essential oil

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limonene, (Z)-linalool oxide, α-pinene, p-cymene, (E)-caryophyllene, γ-terpinene. Some essential oils are effective antimicrobials and have been evaluated...

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Dietary fiber

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Capsaicin

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Menthol

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Chamaecyparis obtusa

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α-terpinyl acetate, α-terpinolene, α-terpineol, 3-carene, α-pinene, γ-terpinene, camphene, bornyl acetate, 1-methyladamantane, cuminol, eucarvone, 2-cyclopenten-1-one...

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Thymus pannonicus

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Sichuan pepper

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