Basic information
- CAS
7452-79-1- Standard SMILES
CCOC(=O)C(C)CC- InChIKey
HCRBXQFHJMCTLF-UHFFFAOYSA-N- Molecular formula
- C7H14O2
- Average molar mass
- 130.18 g/mol
- Monoisotopic mass
- 130.09937969
Overview
Ethyl-2-methyl butyrate appears as a colorless oily liquid with a fruity odor. Insoluble in water and less dense than water. Contact may irritate skin, eyes and mucous membranes.
Names & identifiers
- Preferred name
- Ethyl 2-methylbutyrate
- IUPAC
- ethyl 2-methylbutanoate
- English name
- Ethyl 2-methylbutyrate
- Molecular formula
- C7H14O2
- Molecular weight
- 130.18
Names & synonyms
Show more names
Database identifiers
- CAS
7452-79-1- PubChem CID
- 24020
- DTXSID
DTXSID3052488- ChEBI
CHEBI:88452- UNII
- L1T4AB29DS
- EC Number
- 231-225-4
- Nikkaji
- J124.069B
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 4
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 88.9
Experimental & physicochemical properties
Solubility
soluble in alcohol, propylene glycol; very slightly soluble in water; miscible with most fixed oils
(in ethanol)
Boiling Point
132.00 to 133.00 °C. @ 760.00 mm Hg
133 °C
Physical Description
Ethyl-2-methyl butyrate appears as a colorless oily liquid with a fruity odor. Insoluble in water and less dense than water. Contact may irritate skin, eyes and mucous membranes.
Dry Powder; Liquid; Liquid; CBI
colourless liquid/strong, green-fruity, apple-like odour
Physicochemical properties
- Melting point
- -93.23 °C · -93.23°C (estimate)
- Boiling point
- 133 °C · 133 °C (lit.)
- Density
- 0.865 g/mL · 0.865 g/mL at 25 °C (lit.)
- vapor pressure
- 11.73 hPa · 11.73hPa at 20℃
- FEMA
- 2443 · 2443 | ETHYL 2-METHYLBUTYRATE
- refractive index
- 20 · n20/D 1.397(lit.)
- FLAVIS Number
- 9.409 · 09.409 | Ethyl 2-methylbutyrate
- Flash point
- 79 °F · 79 °F
- storage temp.
- Sealed in dry,Room Temperature
- form
- Liquid
- color
- Clear colorless
- PH
- 7 · 7 (H2O)
- Odor
- 10 % · at 10.00 % in dipropylene glycol. sharp sweet green apple fruity
- Odor Type
- fruity
- biological source
- synthetic
- optical activity
- Consistent with structure
- Water Solubility
- 600 mg/L · 600mg/L at 20℃
- JECFA Number
- 206 · 206
- BRN
- 1720887 · 1720887
- Henry's Law Constant
- 1.4 · 1.4×10-2 mol/(m3Pa) at 25℃, Plyasunov et al. (2004)
- Major Application
- flavors and fragrances
- Cosmetics Ingredients Functions
- PERFUMING
- InChI
- 1S/C7H14O2/c1-4-6(3)7(8)9-5-2/h6H,4-5H2,1-3H3
- InChIKey
- HCRBXQFHJMCTLF-UHFFFAOYSA-N
- SMILES
- CCOC(=O)C(C)CC
- LogP
- 2 at · 2 at 20℃
- CAS DataBase Reference
- 7452 · 7452-79-1(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- 2 · ETHYL 2-METHYLBUTYRATE
- FDA 21 CFR
- 172.515 · 172.515
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 1 T4AB29DS · L1T4AB29DS
- NIST Chemistry Reference
- 2 · Butanoic acid, 2-methyl-, ethyl ester(7452-79-1)
- EPA Substance Registry System
- 2 · Ethyl 2-methylbutyrate (7452-79-1)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02
- Signal word
- Warning
- Hazard statements
- 226 · H226
- Precautionary statements
- 210 · P210
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Risk Statements
- 10 · 10
- Safety Statements
- 16 · 16-24/25
- RIDADR
- 3272 · UN 3272 3/PG 3
- WGK Germany
- 1 · 1
- TSCA
- TSCA listed
- HazardClass
- 3 · 3
- PackingGroup
- III
- HS Code
- 29159080 · 29159080
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 3 · Flam. Liq. 3
- REACH Registrations
- Active
- Limited Quantities
- 5 L · 5.0 L (1.3 gallons) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Safety & regulation
GHS classification
GHS Classification
Warning
H226 (> 99.9%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1873 reports by companies from 5 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Butanoic acid, 2-methyl-, ethyl ester
Regulation (EC) No 1831/2003 (amended)
Butanoic acid, 2-methyl-, ethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanoic acid, 2-methyl-, ethyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: Ethyl 2-methylbutyrate (EC: 231-225-4)
Ethyl 2-methylbutyrate: Does not have an individual approval but may be used under an appropriate group standard
Reactivity Profile
ETHYL-2-METHYL BUTYRATE is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
Safety & protection
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 1
- tsca
- TSCA listed
- ridadr
- UN 3272 3/PG 3
- hs_code
- 29159080
- risk_code
- 10
- Signal word
- Warning
- Symbol(GHS)
- GHS02
- safety_code
- 16-24/25
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
- Hazard statements
- H226
- Limited Quantities
- 5.0 L (1.3 gallons) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- REACH Registrations
- Active
- Hazard Classifications
- Flam. Liq. 3
- Precautionary statements
- P210
Chemistry & industry
Pharmacology
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information
Soap, Cleaning Compound, and Toilet Preparation Manufacturing
Butanoic acid, 2-methyl-, ethyl ester: ACTIVE
Applications
DescriptionEthyl 2-methylbutyrate is the ethyl ester form of the 2-methylbutyrate with pleasant sweet aroma. It is a naturally occurring ester which is found in apple, wine, orange, strawberry, cheese, milk, mango, cognac, etc. It is a highly valuable flavoring agent used in flavoring in foods and beverages as well as fragrance in perfume and perfumed products. It is generally prepared through the esterification between alcohol and 2-methylbutyrate.
OccurrenceReported found in nature; the ethyl l-methylbutyrate has been identified in strawberry juice; because of the presence of the asymmetric carbon, the compound should exhibit optically active forms as well as the racemic form; however, only the d-form and the racemic form are known. Reported found in apple juice, orange and grapefruit juice, bilberry, pineapple, strawberry, cheeses, milk, cognac, rum, whiskey, cider, mango, mountain papaya, spineless monkey orange (Strychnos madagasc.), Chinese quince and German chamomile oil.
UsesEthyl 2-Methylbutyrate-d9 is deuterium labelled ethyl 2-methylbutyrate, which is an ester that has a sweet, apple-like aroma. Ethyl 2-methylbutyrate is naturally found in apples, cherries and orange juice.
General DescriptionA colorless oily liquid with a fruity odor. Insoluble in water and less dense than water. Flash point 73°F. Contact may irritate skin, eyes and mucous membranes.
Preparation methods
PreparationThe racemic form can be prepared catalytically by several methods: from butene and Ni(CO)4 under nitrogen in ethyl alcohol/acetic acid solution, or from ethylene and CO under pressure using HBF4 and HF as catalysts.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
Additional notes
DefinitionChEBI: Ethyl 2-methylbutyrate is a fatty acid ethyl ester obtained by the formal condensation of 2-methylbutyric acid with ethanol. It is a constituent of the aroma of wines, strawberries, blueberries, and apples. It has a role as a flavouring agent, a plant metabolite, a human metabolite and a fragrance. It is a volatile organic compound and a fatty acid ethyl ester. It is functionally related to an ethanol and a 2-methylbutyric acid.
Related reactions
No reaction records under the current filter.
Compound notes
Loading…