Citronellsäure

Citronellic acid

HCID 10402CAS 502-47-6
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Grundinformationen

Standard-SMILES
CC(C)=CCCC(C)CC(=O)O
InChIKey
GJWSUKYXUMVMGX-UHFFFAOYSA-N
Summenformel
C10H18O2
Durchschnittliche Molmasse
170,25 g/mol
Monoisotopische Masse
170,13067982

Überblick

Citronellic acid is a monounsaturated fatty acid that is oct-6-enoic acid carrying methyl groups at positions 3 and 7. It has a role as a flavouring agent and a plant metabolite. It is a monoterpenoid, a monounsaturated fatty acid and a medium-chain fatty acid. It is functionally related to a citronellal.

Namen und Bezeichner

Bevorzugter Name
Citronellic acid
IUPAC
3,7-dimethyloct-6-enoic acid
Lokaler Name
Citronellsäure
Englischer Name
CITRONELLIC ACID
Summenformel
C10H18O2
Molmasse
170.25

Namen und Synonyme

Citronellic acid3,7-dimethyloct-6-enoic acid502-47-63,7-Dimethyl-6-octenoic acidRhodinolic acidRhodinic Acid6-OCTENOIC ACID, 3,7-DIMETHYL-FEMA No. 3142DTXSID10471061JJT408R87DTXCID9027106CHEBI:80507
Weitere Namen anzeigen
FEMA 3142TIMTEC-BB SBB006596Citronellic acid 98%Citronellic Acid >(+/-)-CITRONELLIC ACID
RefChem:577476207-939-7Citronellate57030-77-0MFCD00002728EINECS 207-939-7BRN 1722960Callitrol

Datenbank-Bezeichner

CAS
502-47-6
PubChem CID
10402
DTXSID
DTXSID1047106
ChEMBL
CHEMBL2288023
ChEBI
CHEBI:80507
UNII
1JJT408R87
EC Number
207-939-7
Nikkaji
J11.776E

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3
Polarare Oberfläche (TPSA)
37,3 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
5
Schwere Atome
12

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Organic Acids
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Branched fatty acids [FA0102]
FragrancesFragrance Ingredient (3,7-Dimethyl-6-octenoic acid) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.920-0.926 (20 °C)
Flavoring AgentsEU Flavoring substances

Physikochemische Eigenschaften

Siedepunkt
121 · 121-122 °C1 mm Hg(lit.)
Dichte
0.923 g/mL · 0.923 g/mL at 25 °C(lit.)
FEMA
3142 · 3142 | 3,7-DIMETHYL-6-OCTENOIC ACID
Brechungsindex
20 · n20/D 1.454(lit.)
Flammpunkt
230 °F · >230 °F
storage temp.
2 · Storage temp. 2-8°C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H311 (> 99.9%): Toxic in contact with skin [Danger Acute toxicity, dermal]

P262, P264, P270, P280, P302+P352, P316, P321, P361+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1635 reports by companies from 6 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: 6-Octenoic acid, 3,7-dimethyl-

Regulation (EC) No 1831/2003 (amended)

6-Octenoic acid, 3,7-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA moderate skin irritant; [RTECS] Safe when used as a flavoring agent in food; [JECFA] A skin irritant; Toxic by skin absorption; [Sigma-Aldrich MSDS] See Citronellol.
Hazard Classes and CategoriesAcute Tox. 3 (> 99.9%)

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN 2810 6.1/PG 3
hs_code
29161995
RTECS-Nr.
RH3230000
risk_code
21-38

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsExtracellular

Verwendung und Herstellung

UsesUsed as a flavoring agent; [FDA]
Use Classification · 4 Einträge

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information6-Octenoic acid, 3,7-dimethyl-: ACTIVE
Anwendungen · 2 Einträge

OccurrenceThe d-form is reportedly a constituent of Java citronella, geranium, Borosma pulchellum, Xanthoxylum piperitum, bitter-orange leaves, lemongrass, Calytrix virgata and Calytrix tetragona leaves; the l-form has been reportedly identified in cypress oil (Callitirs glauca R. Br.), Callitirs intratropica, in the oil of Chamaecyparis obtusa and of Thujopsis dolabrata; the d,l-form is isolated from camphor oil. Also reported found in mandarin peel oil, swangi (Citrus hystrix D.C.), peppermint oil and black tea.

VerwendenCitronellic acid was used in synthesis of stereoisomers of 3,11- dimethylnonacosan-2-one and 29-hydroxy-3,11-dimethylnonacosan-2-one.

Darstellung

synthetischeBy oxidation of citronellal; also by the conversion of pulegone.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

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梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Hebei Zhuanglai Chemical Trading Co Ltd+86-16264648883 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]

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