Cinnamic Acid Isopropyl Ester
Isopropyl cinnamate · ISOPRO · Cinnamic acid isopropyl ester · Isopropylester kyseliny skoricove · Isopropylcinnamat · ISPROPYLCINNAMATE · Isopropyl ciamate · Isopropyl cinmate
Identifiers & Physical Properties
| CAS No. | 7780-06-5 |
|---|---|
| Molecular formula | C12H14O2 |
| Average molar mass | 190.24 g/mol |
| Monoisotopic mass | 190.09937969 g/mol |
| SMILES | CC(C)OC(=O)C=Cc1ccccc1 |
| InChIKey | RGACABDFLVLVCT-UHFFFAOYSA-N |
| PubChem CID | 24521 |
| DTXSID | DTXSID3064809 |
Chemical & Physical Properties
| XLogP | 3.4 |
|---|---|
| Topological polar surface area | 26.3 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 4 |
| Heavy atoms | 14 |
| Formal charge | 0 |
| Complexity | 200 |
| Melting point | 39 °C |
| Boiling point | 273 °C(lit.) |
| Density | 1.02 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.546(lit.) |
| FEMA | 2939 | ISOPROPYL CINNAMATE |
| FLAVIS Number | 09.732 | Isopropyl cinnamate |
| Flash point | >230 °F |
| Storage conditions | Store at room temperature |
| Physical state | Liquid |
| Color | Clear yellow |
| Odor | at 100.00 %. balsam fruity tropical cinnamyl berry strawberry peach |
| Odor type | balsamic |
| Biological source | synthetic |
| JECFA Number | 661 |
| BRN | 1908938 |
| Major applications | flavors and fragrances |
| Cosmetics Ingredients Functions | PERFUMING |
| InChI | 1S/C12H14O2/c1-10(2)14-12(13)9-8-11-6-4-3-5-7-11/h3-10H,1-2H3/b9-8+ |
| InChIKey | RGACABDFLVLVCT-CMDGGOBGSA-N |
| SMILES | CC(C)OC(=O)\C=C\c1ccccc1 |
| LogP (partition coefficient) | 3.06 |
| CAS DataBase Reference | 7780-06-5(CAS DataBase Reference) |
| Substances Added to Food (formerly EAFUS) | ISOPROPYL CINNAMATE |
| FDA 21 CFR | 172.515 |
| EWG's Food Scores | 1 |
| FDA UNII | 6RWC10BDD7 |
| NIST Chemistry Reference | 2-Propenoic acid, 3-phenyl-, 1-methylethyl ester(7780-06-5) |
| EPA Substance Registry System | 2-Propenoic acid, 3-phenyl-, 1-methylethyl ester (7780-06-5) |
| UNSPSC Code | 12164502 |
| NACRES | NA.21 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302-H315-H319-H335 |
| GHS precautionary statements | P261-P280-P301+P312-P302+P352-P305+P351+P338 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, multi-purpose combination respirator cartridge (US) |
| Safety statements (S) | 24/25-22 |
| Water hazard class (WGK) | 2 |
| RTECS number | GD9625000 |
| TSCA inventory status | TSCA listed |
| Customs code | 29163990 |
| Storage class | 10 - Combustible liquids |
Safety & Regulations
| Personal protective equipment (PPE) | Eyeshields, Gloves, multi-purpose combination respirator cartridge (US) |
|---|---|
| Water hazard class (WGK) | 2 |
| TSCA inventory status | TSCA listed |
| RTECS number | GD9625000 |
| Customs code | 29163990 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Safety statements (S) | 24/25-22 |
| Storage class | 10 - Combustible liquids |
| GHS hazard statements | H302-H315-H319-H335 |
| GHS precautionary statements | P261-P280-P301+P312-P302+P352-P305+P351+P338 |
Applications & Uses
Description
Isopropyl cinnamate has a balsamic, sweet, dry amber-like odor and a fresh, fruity flavor. May be synthesized by esterification of isopropanol with cinnamic acid.
Uses
Isopropyl cinnamate can be used as a perfuming agent in cosmetics and as a flavoring ingredient in food industries.
General Description
Isopropyl cinnamate can be used as a flavoring and fragrance ingredient. It is one of the key constituents of the essential oil of Fortunella crassifolia peel. Isopropyl cinnamate shows promising potential as a mosquito repellant and as antifeedant for the pine weevil.
Preparation & Synthesis
Preparation
By esterification of isopropanol with cinnamic acid