Basic information
- CAS
7549-37-3- Standard SMILES
COC(C=C(C)CCC=C(C)C)OC- InChIKey
ZSKAJFSSXURRGL-UHFFFAOYSA-N- Molecular formula
- C12H22O2
- Average molar mass
- 198.3 g/mol
- Monoisotopic mass
- 198.16197994
Overview
has antineoplastic activity; increases E2F transcription factor activity; structure in first source
Names & identifiers
- Preferred name
- Citral dimethyl acetal
- IUPAC
- 1,1-dimethoxy-3,7-dimethylocta-2,6-diene
- English name
- 1,1-Dimethoxy-3,7-dimethylocta-2,6-diene
- Molecular formula
- C12H22O2
- Molecular weight
- 198.3
Names & synonyms
7549-37-32,6-Octadiene, 1,1-dimethoxy-3,7-dimethyl-DTXSID8044832DTXCID6024832CHEBI:132331RefChem:5774483,7-DIMETHYL-2,6-OCTADIENYL DIMETHYL ACETAL231-434-01,1-Dimethoxy-3,7-dimethylocta-2,6-diene2,6-Octadiene, 1,1-dimethoxy-3,7-dimethyl-, (cis and trans)3,7-Dimethyl-2,6-octadienal dimethyl acetal6ZOD5NW633
Show more names
FEMA 2305Citral DiMethyl Acetal (cis- and trans- Mixture)Citral DiMethyl Acetal CITRAL DIMETHYL ACETAL 95+%citraldimethylacetal,mixtureofcisandt1,1-dimethoxy-3,7-dimethyl-6-octadiene1,1-Dimethoxy-3,7-dimethylocta-2,6-dien
Citral dimethyl acetalCitral dimethylacetalFEMA No. 23051,1-dimethoxy-3,7-dimethyl-octa-2,6-dieneSCHEMBL234870CHEMBL3181878DB-230123NS00012104
Database identifiers
- CAS
7549-37-3
Properties
Computed structural properties
- XLogP
- 3.4
- Topological polar surface area
- 18.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 6
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 196
Experimental & physicochemical properties
FragrancesFragrance Ingredient (Citral dimethyl acetal) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.881-0.893
Flavoring AgentsEU Flavoring substances
Solubility
insoluble in water; soluble in organic solvents, oils
miscible at room temperature (in ethanol)
Boiling Point105-106 °C (10 mm Hg)
Refractive Index1.450-1.463
Physical Descriptioncolourless to yellowish liquid with a mild, fresh, citrus, herbaceous odour
Physicochemical properties
- Boiling point
- 105 · 105-106 °C10 mm Hg(lit.)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 97.5% (1564 of 1604) of all reports.
Not Classified
Aggregated GHS information provided per 1604 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: 2,6-Octadiene, 1,1-dimethoxy-3,7-dimethyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
2,6-Octadiene, 1,1-dimethoxy-3,7-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 2,6-Octadiene, 1,1-dimethoxy-3,7-dimethyl-: Human health tier I assessment
Hazard Classes and CategoriesNot Classified
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- RG5330000
- hs_code
- 2911.00.5000
- Toxicity
- Both the oral LD50 value in rats and the dermal LD50 value in rabbits exceeded 5 g/kg (Hart, 1971).
- risk_code
- 43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
Chemistry & industry
Uses & manufacturing
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-Octadiene, 1,1-dimethoxy-3,7-dimethyl-: ACTIVE
Applications
DescriptionCitral dimethyl acetal is a colorless liquid. Sp.Gr. 0.89. B.P. slightly lower than that of Citral. Almost insoluble in water, soluble in alcohol and oils.
OccurrenceApparently has not been reported to occur in nature.
UsesCitral dimethyl acetal is used in perfume compositions partly as a mild-green topnote in soap fragrances, and also as a topnote modifier in delicate floral fragrances, green-citrusy types, fresh notes, etc. Used in flavor compositions mainly in Citrus types and generally in fruit flavors to introduce a natural freshness similar to that of unripe fruit or green Lemon peel, Apple peel, etc.
Preparation methods
PreparationFrom citral and methyl alcohol in the presence of a catalyst, or by reacting citral with trimethyl orthoformate.
Upstream & downstream products
Upstream raw materials
Related reactions
2 records
Compound notes
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