Dipenten
D-LIMONENE · Dipentene · L-LIMONENE · Cinene · (-)-LIMONENE · alpha-Limonene · 1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene · FEMA 2633

Identifikatoren & physikalische Daten
| CAS No. | 138-86-3 |
|---|---|
| Summenformel | C10H16 |
| Durchschnittliche Molmasse | 136,23 g/mol |
| Monoisotopische Masse | 136,12520051 g/mol |
| SMILES | C=C(C)C1CC=C(C)CC1 |
| InChIKey | XMGQYMWWDOXHJM-UHFFFAOYSA-N |
| PubChem CID | 22311 |
| ChEMBL | CHEMBL15799 |
| ChEBI | CHEBI:15384 |
| EC No. | 205-341-0 |
| DTXSID | DTXSID2029612 |
| Lokaler Name | Dipenten |
Chemische & physikalische Eigenschaften
| XLogP | 3,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 0 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 163 |
| Stoffklassen | Biological Agents -> TerpenesFlammable agents - 2nd degree |
| Kosmetika | Cosmetics ingredient -> BaseColorantConditioning/EmollientEmulsifierFlavorFragranceMoisturizing/HumectantOpacifying AgentOther (Specify)Preservative/StabilizerSolvent |
| Duftstoffe | Fragrance Ingredient (d,l-Limonene (isomer unspecified)) -> IFRA transparency ListFragrance Ingredient (dl-Limonene (racemic)) -> IFRA transparency List |
| LogP (Verteilungskoeffizient) | log Kow = 4.574.4 |
| Geruch | Pleasant lemon-like |
| Geschmack | Sweet, citrus taste |
| Lebensmittelzusatzstoffe | Use unspecified -> FDA Substance added to food |
| Dichte | 0.842 at 69.8 °F (USCG, 1999) - Less dense than waterwill float0.8402 at 20.85 °C/4 °C0.86 g/mL at 20 °C (lit.) |
| Aromastoffe | EU Flavoring substances |
| Color/Form | Colorless liquidColorless mobile liquidClear to light yellow liquid |
| Löslichkeit | In water, 7.57 mg/L at 25 °CMiscible with alcoholMiscible with alcohol, ether.Chloroform: Slightly Soluble<1 g/100mL |
| Flammpunkt | 115 °F (USCG, 1999)45 °C113 °F (45 °C) (Close cup)119 °F |
| Schmelzpunkt | -84--104 °C |
| Siedepunkt | 170-180 °C (lit.) |
| Dampfdichte | 4.7 (vs air) |
| Dampfdruck | <3 mm Hg ( 14.4 °C) |
| Brechungsindex | n20/D 1.473(lit.) |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless to pale yellow |
| Geruch | Pleasant, pine-likelemon-like. |
| Biologische Quelle | synthetic |
| Geruchsart | citrus |
| Geruchsschwelle | 0.038ppm |
| Explosionsgrenze | 0.7-6.1%, 150°F |
| Spezifische Wärmekapazität | Cp(liquid): 1.83 J/(g·K), at 25℃ |
| Merck | 14,5493 |
| BRN | 3587825 |
| Henry-Konstante | 4.7×10-4 mol/(m3Pa) at 25℃, Plyasunov and Shock (2000) |
| Dielektrizitätskonstante | 2.3(20℃) |
| Stabilität | Stable. Flammable. Incompatible with strong oxidizing agents. |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMINGSOLVENTDEODORANT |
| InChI | 1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3 |
| InChIKey | AJSJXSBFZDIRIS-UHFFFAOYSA-N |
| SMILES | CC(=C)C1CCC(C)=CC1 |
| LogP (Verteilungskoeffizient) | 4.57 |
| CAS Datenbank | 138-86-3(CAS DataBase Reference) |
| NIST chemische Informationen | Limonene(138-86-3) |
| EPA chemische Informationen | Limonene (138-86-3) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH226: Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P272, P273, P280, P302+P352, P303+P361+P353, P321, P332+P317, P333+P317, P362+P364, P370+P378, P391, P403+P235, and P501 (click each P-code to see the statement) |
|---|---|
| Regulatorische Informationen | Chemical: Cyclohexene, 1-methyl-4-(1-methylethenyl)-Hazard Traits - Fragrance AllergenCommission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Cyclohexene, 1-methyl-4-(1-methylethenyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclohexene, 1-methyl-4-(1-methylethenyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Cease Manufacture Update: 15-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24067Cyclohexene, 1-methyl-4-(1-methylethenyl)-: HSNO Approval: HSR001142 Approved with controls |
| Weitere Sicherheitsinformationen | PEC / SN / Other assessments - Limonene: Health and Environment |
| DOT-Kennzeichnung | Flammable Liquid |
| Brandgefahren | Behavior in Fire: Containers may explode. (USCG, 1999)· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. |
| Brandpotenzial | Flammable when exposed to heat or flame. |
| Gesundheitsgefahren | Liquid irritates eyesprolonged contact with skin causes irritation. Ingestion causes irritation of gastrointestinal tract. (USCG, 1999)CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas. |
| Gefahrenübersicht | Skin and eye irritantA skin sensitizer[HSDB] Danger of skin sensitization[MAK] An irritantMay cause skin sensitization[MSDSonline] The racemic mixture of d-limonene and l-limonene is called dipentene (138-86-3).[Kanerva, p. 1789] See l-Limonene and d-Limonene. |
Anwendungen & Verwendung
Beschreibung
D-limonene, which is a volatile oil, constitutes approximately 98% of orange peel oil by weight and has moderately good knockdown activity against ectoparasites of companion animals. The insecticidal activity of both d-limonene and linalool is enhanced when synergized by piperonyl butoxide. Apart from toxicoses reported in cats (65), d-limonene generally has a high margin of safety.
Occurrence
It has been reported found in more than 300 essential oils in amounts ranging from 90 to 95% (lemon, orange, mandarin) to as low as 1% (palmarosa); the most widespread form is the d-limonene, followed by the racemic form and then l-limo nene. Also reported found in ginger, nutmeg, pepper, mace, hop oil, coriander seed, calamus, dill herb, caraway seed and rosemary.
Verwenden
d-Limonene is a flavoring agent that is a liquid, colorless with a pleasant odor resembling mild citrus. It is miscible in alcohol, most fixed oils, and mineral oil; soluble in glycerin; and insoluble in water and propylene glycol. It is obtained from citrus oil. It is also termed d-p-mentha-1,8,diene and cinene.
Herstellung & Synthese
synthetische
d-Limonene may be obtained by steam distillation of citrus peels and pulp resulting from the production of juice and cold pressed oils, or from deterpenation of citrus oils; it is sometimes redistilled.