Basic information
- CAS
19317-11-4- Standard SMILES
CC(C)=CCCC(C)=CCCC(C)=CC=O- InChIKey
YHRUHBBTQZKMEX-UHFFFAOYSA-N- Molecular formula
- C15H24O
- Average molar mass
- 220.35 g/mol
- Monoisotopic mass
- 220.18271539
Names & identifiers
- Preferred name
- Farnesal
- IUPAC
- 3,7,11-trimethyldodeca-2,6,10-trienal
- English name
- FARNESAL
- Molecular formula
- C15H24O
- Molecular weight
- 220.35
Names & synonyms
3,7,11-trimethyldodeca-2,6,10-trienalDTXSID80862062CHEBI:24012R265G157TQRefChem:921468FEMA NO. 4019DTXCID00810883242-957-919317-11-42,6,10-Dodecatrienal, 3,7,11-trimethyl-3,7,11-Trimethyl-2,6,10-dodecatrienalFarnesal
Show more names
Ai3-32959FARNESAL 95%Farnesal, Pract.Einecs 242-957-9TIMTEC-BB SBB0077162,6,10-Farnesatrien-1-alFarnesal (mixed isomers)
Farnesone2,6,10-trimethyl-2,6,10-dodecatrien-12-alSCHEMBL379953SCHEMBL530928DB-087246NS00012479NS000860263,7,11-trimethyldodeca-2,6,10-trien-1-al
Database identifiers
- CAS
19317-11-4- PubChem CID
- 68150
- DTXSID
DTXSID80862062- EC Number
- 242-957-9
Properties
Computed structural properties
- XLogP
- 4.9
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 7
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 289
Experimental & physicochemical properties
Density0.890-0.900
Solubility
Insoluble in water; 50% soluble in heptane, triacetin
soluble (in ethanol)
Boiling Point198-201 °C (8 mm Hg)
Refractive Index1.494-1.504
Physical DescriptionClear yellow liquid; floral or minty aroma
Physicochemical properties
- Boiling point
- 126 · 126-129 °C3.5 mm Hg(lit.)
- Density
- 0.909 g/mL · 0.909 g/mL at 25 °C(lit.)
- FLAVIS Number
- 5.148 · 05.148 | Farnesal
- refractive index
- 20 · n20/D >1.4920(lit.)
- FEMA
- 4019 · 4019 | 3,7,11-TRIMETHYL-2,6,10-DODECATRIENAL
- Flash point
- 230 °F · >230 °F
- storage temp.
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 5.4% (77 of 1439) of reports.
Warning
H315 (94.6%): Causes skin irritation [Warning Skin corrosion/irritation]；H317 (91.9%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P264, P272, P280, P302+P352, P321, P332+P317, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1439 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 77 of 1439 reports by companies.；There are 4 notifications provided by 1362 of 1439 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Chemical: 2,6,10-Dodecatrienal, 3,7,11-trimethyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
2,6,10-Dodecatrienal, 3,7,11-trimethyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Irrit. 2 (94.6%)；Skin Sens. 1B (91.9%)
Regulatory information
Regulatory Information
Chemical: 2,6,10-Dodecatrienal, 3,7,11-trimethyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Chemistry & industry
Uses & manufacturing
IFRA Fragrance Standards
Farnesal
2,6,10-Dodecatrienal, 3,7,11-trimethyl-; 3,7,11-Trimethyl dodecatrien-2,6,10-al-1; 3,7,11-Trimethyl-2,6,10-dodecatrienal; 3,7,11-Trimethyldodeca-2,6,10-trienal
IFRA_STD_202.pdf
49
IFRA 51st Amendment - Guidance for the use of IFRA Standards
Restriction: This material should be used only in the limited quantity as stated in the Standard
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information2,6,10-Dodecatrienal, 3,7,11-trimethyl-: ACTIVE
Restriction Limits in the Finished Product (%)
0.11 [Products applied to the lips]
0.032 [Products applied to the axillae]
0.11 [Products applied to the face/body using fingertips]
0.6 [Products related to fine fragrances]
0.15 [Products applied to the body using the hands (palms), primarily leave-on (Body lotion)]
0.15 [Products applied to the face using the hands (palms), primarily leave-on (Face moisturizer)]
Applications
OccurrenceReportedly present in tomato, ginger and cardamom.
UsesFarnesone is s useful building block for organic synthesis
UsesFarnesal was used in the synthesis of sesquiterpene nanaimoal.
General DescriptionFarnesal has been reported as specific lipid substrate for aldo-keto reductase 1B10 (AKR1B10). The incubation of farnesol with the protoplast of Botryococcus braunii B race strain leads to the formation of farnesal and 3-hydroxy-2,3-dihydrofarnesal.
Related reactions
16 records
Compound notes
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