Isoamyl isovalerate
ISOAMYL ISOVALERATE · AMYL VALERATE · ISOPENTYL ISOVALERATE · FEMA 2085 · Appleoil · ISOPENTYL ISOPENTANOATE · 3-METHYLBUTYL ISOVALERATE · Isopentyl 3-methylbutanoate
Identifiers & Physical Properties
| CAS No. | 659-70-1 |
|---|---|
| Molecular formula | C10H20O2 |
| Average molar mass | 172.26 g/mol |
| Monoisotopic mass | 172.14632988 g/mol |
| SMILES | CC(C)CCOC(=O)CC(C)C |
| InChIKey | XINCECQTMHSORG-UHFFFAOYSA-N |
| PubChem CID | 12613 |
| ChEMBL | CHEMBL3189076 |
| ChEBI | CHEBI:31727 |
| EC No. | 211-536-1 |
| DTXSID | DTXSID8044757 |
Chemical & Physical Properties
| XLogP | 3.1 |
|---|---|
| Topological polar surface area | 26.3 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 6 |
| Heavy atoms | 12 |
| Formal charge | 0 |
| Complexity | 128 |
| Lipids | Fatty Acyls [FA] -> Fatty esters [FA07] -> Wax monoesters [FA0701] |
| SpringerMaterials Properties | Boiling point |
| Fragrances | Fragrance Ingredient (Isoamyl isovalerate) -> IFRA transparency List |
| Food additives | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Density | 0.851 - 0.8570.854 g/mL at 25 °C (lit.) |
| Flavoring agents | EU Flavoring substances |
| Solubility | Soluble in most fixed oils, slightly soluble in propylene glycol, insoluble in water1ml in 6ml 70% ethanol (in ethanol)0.016g/l48.1mg/L at 20℃ |
| Boiling point | 190.00 to 191.00 °C. @ 760.00 mm Hg192 °C192-193 °C (lit.) |
| Refractive index | 1.411 - 1.414n20/D 1.412(lit.) |
| Physical Description | LiquidColourless liquid with a fruity apple-like odour |
| Melting point | -58.15°C |
| Vapor pressure | 0.8 hPa (20 °C) |
| FEMA | 2085 | ISOAMYL ISOVALERATE |
| FLAVIS Number | 09.463 | 3-Methylbutyl 3-methylbutyrate |
| Flash point | 152 °F |
| Storage conditions | Sealed in dry,Room Temperature |
| Physical state | clear liquid |
| Color | Colorless to Almost colorless |
| Odor | at 100.00 %. sweet fruity green ripe apple jammy tropical |
| Odor type | fruity |
| Biological source | synthetic |
| Merck | 14,5121 |
| JECFA Number | 50 |
| Henry's law constant | 4.0×10-3 mol/(m3Pa) at 25℃, Yaws (1999) |
| Major applications | flavors and fragrances |
| Cosmetics Ingredients Functions | PERFUMING |
| InChI | 1S/C10H20O2/c1-8(2)5-6-12-10(11)7-9(3)4/h8-9H,5-7H2,1-4H3 |
| InChIKey | XINCECQTMHSORG-UHFFFAOYSA-N |
| SMILES | CC(C)CCOC(=O)CC(C)C |
| LogP (partition coefficient) | 3.8 at 35℃ |
| CAS DataBase Reference | 659-70-1(CAS DataBase Reference) |
| Substances Added to Food (formerly EAFUS) | ISOAMYL ISOVALERATE |
| FDA 21 CFR | 172.515 |
| EWG's Food Scores | 1 |
| FDA UNII | 16M1VA1FJY |
| NIST Chemistry Reference | Butanoic acid, 3-methyl-, 3-methylbutyl ester(659-70-1) |
| EPA Substance Registry System | 3-Methylbutyl isovalerate (659-70-1) |
| UNSPSC Code | 12352108 |
| NACRES | NA.22 |
| GHS pictogram | GHS09 |
| Signal word | Warning |
| GHS hazard statements | H411 |
| GHS precautionary statements | P273-P391-P501 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36/37/39 |
| Water hazard class (WGK) | 2 |
| RTECS number | NY1508000 |
| TSCA inventory status | TSCA listed |
| Customs code | 2915 60 90 |
| Storage class | 10 - Combustible liquids |
| Hazard class | Aquatic Chronic 2 |
| Toxicity | LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 0.7% (12 of 1739) of reports.H411 (97.1%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P273, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1739 reports by companies from 6 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatory information | Chemical: Butanoic acid, 3-methyl-, 3-methylbutyl esterRegulation (EC) No 1831/2003 (amended)REACH registered substance: 3-methylbutyl isovalerate (EC: 211-536-1)Butanoic acid, 3-methyl-, 3-methylbutyl ester: Does not have an individual approval but may be used under an appropriate group standard |
| Other safety information | IMAP assessments - Butanoic acid, 3-methyl-, 3-methylbutyl ester: Human health tier I assessment |
| Hazard Classes and Categories | Aquatic Chronic 2 (97.1%) |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 2 |
| TSCA inventory status | TSCA listed |
| RTECS number | NY1508000 |
| Customs code | 2915 60 90 |
| Toxicity | LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg |
| Risk statements (R) | 36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS09 |
| Hazard symbols | Xi |
| Safety statements (S) | 26-36/37/39 |
| Storage class | 10 - Combustible liquids |
| GHS hazard statements | H411 |
| REACH registrations | Active |
| Hazard class | Aquatic Chronic 2 |
| GHS precautionary statements | P273-P391-P501 |
Applications & Uses
Description
Isoamyl isovalerate has a characteristic fruity odor and a sweet apple-like flavor. May be prepared by passing vapors of isoamyl alcohol and isovaleric aldehyde over a copper uranium based catalyst at 240 - 280°C in the presence of hydrogen.
Occurrence
Reported found in the ether oil from leaves of Eucalyptus microcorys, angelica root oil and mastic gum leaf and fruit oils. Also reported in wine, oil of hop, olive oil, banana, tomato, peppermint and spearmint oil, beer, rum, whiskies, cider, sherry, plum, quince, cherimoya and lamb’s lettuce.
Uses
Isopentyl 3-Methylbutanoate is used in method for preparing essence compound of olfactory recognition book suitable for olfactory sense of Chines.
Uses
As apple essence for flavoring liqueurs and candy.
General Description
Isoamyl isovalerate is an apple flavor volatile compound mainly found in apple and banana. It is used as a flavoring agent in chewing gums, candies and baked goods.
Preparation & Synthesis
Preparation
By passing vapors of isoamyl alcohol and isovaleric aldehyde over a copper–uranium-based catalyst at 240 to 280°C in the presence of hydrogen