3-Methylbutanoic acid 3-phenyl-2-propenyl ester
Basic information
- CAS
140-27-2- Standard SMILES
CC(C)CC(=O)OCC=Cc1ccccc1- InChIKey
FOCMOGKCPPTERB-UHFFFAOYSA-N- Molecular formula
- C14H18O2
- Average molar mass
- 218.29 g/mol
- Monoisotopic mass
- 218.13067981
Overview
3-phenylprop-2-en-1-yl 3-methylbutanoate has been reported in Juniperus thurifera with data available.
Names & identifiers
- Preferred name
- 3-Methylbutanoic acid 3-phenyl-2-propenyl ester
- IUPAC
- 3-phenylprop-2-enyl 3-methylbutanoate
- English name
- FEMA 2302
- Molecular formula
- C14H18O2
- Molecular weight
- 218.29
Names & synonyms
Cinnamyl 3-methylbutanoate3-phenylprop-2-en-1-yl 3-methylbutanoate3-Methylbutanoic acid 3-phenyl-2-propenyl ester3-phenylprop-2-enyl 3-methylbutanoate(E)-cinnamyl isovalerateSCHEMBL382512orb3023332CINNAMYL ISOVALERATEFEMA 2302CinnamylisovaleratFEMA 2302 USP/EP/BPCINNAMYLISOVALERIANAT
Show more names
Isovalerate ester GuiCINNAMYL ISOVALERIANATECinnamyl Isovalerate >3-PHENYLALLYL ISOVALERATECINNAMYL-3-METHYLBUTYRATE
Database identifiers
- CAS
140-27-2- PubChem CID
- 61091
- DTXSID
DTXSID7059694
Properties
Computed structural properties
- XLogP
- 3.9
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 6
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 225
Physicochemical properties
- Boiling point
- 313 °C · 313 °C(lit.)
- Density
- 0.992 g/mL · 0.992 g/mL at 25 °C(lit.)
- FEMA
- 2302 · 2302 | CINNAMYL ISOVALERATE
- refractive index
- 20 · n20/D 1.52(lit.)
- FLAVIS Number
- 9.459 · 09.459 | Cinnamyl isovalerate
- Flash point
- 230 °F · >230 °F
- solubility
- Insoluble in water, soluble in alcohol, miscible with most perfume oils. Poorly soluble in Propylene glycol
- color
- Colorless liquid
- Odor
- 100 % · at 100.00 %. sweet spice melon cherry green apple
- Odor Type
- spicy
- JECFA Number
- 654 · 654
- Cosmetics Ingredients Functions
- PERFUMING
- LogP
- 4.03 · 4.03
- Substances Added to Food (formerly EAFUS)
- CINNAMYL ISOVALERATE
- FDA 21 CFR
- 172.515 · 172.515
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- EK7902515
- Toxicity
- LD50 orl-rat: 5 g/kg FCTXAV 12,857,74
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319
- Precautionary statements
- P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
Chemistry & industry
Applications
OccurrenceHas apparently not been reported to occur in nature.
UsesUsed quite frequently in flavor compositions for imitation Apple, Apricot, Cherry, Chocolate, Grape, Maple, Nut, Peach, Pineapple, Plum, Spice, Strawberry, etc. Also, in tobacco flavorings.
Preparation methods
PreparationBy esterification of cinnamic alcohol with isovaleric acid.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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