ACETOACETIC ACID ISOAMYL ESTER structure

3D Mol Similar

ACETOACETIC ACID ISOAMYL ESTER

: Iupac Name：3-methylbutyl 3-oxobutanoate; CAS No.: 2308-18-1; Molecular Weight：172.22154; Modify Date.: 2022-11-29 09:17; Introduction: Isoamyl acetoacetate has an ethereal, sweet, winey odor and agreen-apple flavor. May be prepared by transesterification of ethyl acetylacetate with isoamyl alcohol in the presence of sodium. View more+

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1. Names and Identifiers

: 1.1 Name; ACETOACETIC ACID ISOAMYL ESTER; 1.2 Synonyms; 3-Methyl-1-butyl 3-oxobutanoate 3-Methylbutyl 3-oxobutanoate 3-Oxobutanoic acid 3-methylbutyl ester 3-oxo-butanoicaci3-methylbutylester Acetoacetic acid 3-methylbutyl ester ACETOACETIC ACID ISOAMYL ESTER Acetoacetic acid, isopentyl ester Butanoic acid, 3-oxo-, 3-methylbutyl ester Isoamyl 3-oxo-butanoate ISOAMYL ACETOACETATE Isoamyl acetylacetate Isopentyl 3-oxobutanoate ISOPENTYL ACETOACETATE Isopentyl alcohol, acetoacetate; View all

1.3 CAS No.: 2308-18-1

1.4 CID: 61296

1.5 EINECS(EC#): 218-991-5

1.6 Molecular Formula: C9H16O3 (isomer)

1.7 Inchi: InChI=1S/C9H16O3/c1-7(2)4-5-12-9(11)6-8(3)10/h7H,4-6H2,1-3H3

1.8 InChIkey: XHRGPLDMNNGHCX-UHFFFAOYSA-N

1.9 Canonical Smiles: CC(C)CCOC(=O)CC(=O)C

1.10 Isomers Smiles: CC(C)CCOC(=O)CC(=O)C

2. Properties

2.1 Density: 0.967

2.1 Boiling point: 213.2°Cat760mmHg

2.1 Refractive index: n20/D 1.429(lit.)

2.1 Flash Point: 82.4°C

2.1 Precise Quality: 172.11000

2.1 PSA: 43.37000

2.1 logP: 1.55480

2.1 Appearance: colourless liquid; ethereal, fruity, somewhat herbaceous, winey, fermented apple-like odour

2.2 Chemical Properties: Isoamyl acetoacetate has an ethereal, sweet, winy odor; green-apple flavor.

2.3 pKa: 10.67±0.46(Predicted)

2.4 Water Solubility: insoluble in water; soluble in alcohol

3. Use and Manufacturing

3.1 Methods of Manufacturing: Derived from the transesterification of ethyl acetoacetate and isoamyl alcohol in the presence of sodium.

3.2 Usage: ACETOACETIC ACID ISOAMYL ESTER is a synthetic flavoring agent that is a stable, colorless liquid of light green leaf-fruity odor. It should be stored in glass or tin containers. It is used in currant and berry flavors for applications in beverages, candy, and ice cream at 5–15 ppm.

4. Safety and Handling

4.1 Risk Statements: 36/37/38

4.1 Safety Statements: 26-36/37/39

4.1 Hazard Declaration: H315

4.1 Caution Statement: P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Skin irritation, Category 2

Eye irritation, Category 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H315 Causes skin irritation H319 Causes serious eye irritation
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P280 Wear protective gloves/protective clothing/eye protection/face protection.
Response	P302+P352 IF ON SKIN: Wash with plenty of water/... P321 Specific treatment (see ... on this label). P332+P313 If skin irritation occurs: Get medical advice/attention. P362+P364 Take off contaminated clothing and wash it before reuse. P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P337+P313 If eye irritation persists: Get medical advice/attention.
Storage	none
Disposal	none

2.3 Other hazards which do not result in classification

none

View all

6. NMR Spectrum

13C NMR : Predict

1H NMR : 90 MHz in CDCl3

1H NMR : Predict

IR : liquid film

Raman : 4880 A,200 M,liquid

Mass

Mass spectrum (electron ionization)

7. Synthesis Route

2308-18-1Total: 9 Synthesis Route

123-92-2 78 Suppliers

2308-18-1 14 Suppliers

Literatures:
Justus Liebigs Annalen der Chemie, , vol. 186, p. 241
Yield: null

123-51-3 165 Suppliers

141-97-9 355 Suppliers

2308-18-1 14 Suppliers

Literatures:
Kondaiah; Reddy, L. Amarnath; Babu, K. Srihari; Gurav; Huge; Bandichhor; Reddy, P. Pratap; Bhattacharya; Anand, R. Vijaya Tetrahedron Letters, 2008 , vol. 49, # 1 p. 106 - 109
Yield: ~84%

123-51-3 165 Suppliers

105-45-3 245 Suppliers

2308-18-1 14 Suppliers

Literatures:
Yang, Jinhui; Ji, Congbin; Zhao, Yanmin; Li, Yunfeng; Jiang, Shizhi; Zhang, Zhiwei; Ji, Yongqiang; Liu, Wanyi Synthetic Communications, 2010 , vol. 40, # 7 p. 957 - 963
Yield: ~82%

View all

8. Precursor and Product

precursor:

2911-21-9

10128-99-1

123-92-2

105-45-3

123-51-3

141-97-9

674-82-8

19533-24-5

10128-60-6

2343-88-6

product :

114915-08-1

114915-09-2

520-45-6

9. Other Information

9.0 Use Classification: Food additives -> Flavoring Agents|Flavoring Agents -> JECFA Flavorings Index

10. Computational chemical data

Molecular Weight: 172.22154g/mol
Molecular Formula: C₉H₁₆O₃
Compound Is Canonicalized: True
XLogP3-AA: null
Exact Mass: 172.109944368
Monoisotopic Mass: 172.109944368
Complexity: 161
Rotatable Bond Count: 6
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 3
Topological Polar Surface Area: 43.4
Heavy Atom Count: 12
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADceBwMAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAGgAAAAAADQSggAICCAAABAAIAICQCAAAAAAAAAAAAAEAAAAAABQIAAACAAAEIAAAAAAAAAAIAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==