PRODUCTS

ALLYL 3-OXOBUTANOATE

Allyl 3-oxobutanoate is a versatile organic compound with a range of applications in chemical synthesis, polymer production, and occasionally in the flavor and fragrance industry.
As a colorless liquid with a potent fragrance, Allyl 3-oxobutanoate effortlessly dissolves in various organic solvents, making it a valuable asset in the synthesis of numerous compounds.
The reaction involving allyl alcohol and acetic anhydride in the presence of a catalyst results in Allyl 3-oxobutanoate as one of the primary products, along with acetic acid.

CAS Number: 1118-84-9
EC Number: 214-269-9
Molecular Formula: C7H10O3
Molar Mass: 142.16 g/mol

Synonyms: Allyl acetoacetate, 1118-84-9, Allyl 3-oxobutanoate, Allylacetoacetate, (2-Propenyl) 3-oxobutanoate, Allyl acetylacetate, Acetoacetic acid, allyl ester, Butanoic acid, 3-oxo-, 2-propenyl ester, prop-2-en-1-yl 3-oxobutanoate, prop-2-enyl 3-oxobutanoate, Acetoacetic Acid Allyl Ester, (2-Propenyl)3-oxobutanoate, 8HX066J62P, NSC-24280, 2-propenyl acetoacetate, UNII-8HX066J62P, AI3-04977, allyl aceto-acetate, EINECS 214-269-9, Allyl 3-oxobutanoate #, Allyl acetoacetate, 97%, Allyl acetoacetate, 98%, EC 214-269-9, SCHEMBL9513, Acetylacetic acid, allyl ester, 3-oxo-butyric acid allyl ester, DTXSID40149740, BCP12037, NSC24280, BBL011433, MFCD00009811, NSC 24280, STL146541, AKOS000120505, CS-W018294, VS-02949, DB-003129, NS00001809, EN300-20951, E75749, J-002655, J-519551, Q27270546, F0001-0255, Allyl acetoacetate, Prop-2-en-1-yl 3-oxobutanoate, Butanoic acid, 3-oxo-, 2-propen-1-yl ester, 1118-84-9, EINECS 214-269-9, Butanoic acid, 3-oxo-, 2-propen-1-yl ester, Acetoacetic acid, allyl ester, Butanoic acid, 3-oxo-, 2-propenyl ester, Allyl acetoacetate, Allyl acetylacetate, Allyl 3-oxobutanoate, NSC 24280, 3-Oxo-butyric acid allyl ester, Allyl acetoacetate, Acetoacetic acid allyl ester, Allyl acetoacetate, allyl 3-oxobutanoate, allyl acetylacetate, acetoacetic acid, allyl ester, butanoic acid, 3-oxo-, 2-propenyl ester, prop-2-en-1-yl 3-oxobutanoate, acetoacetic acid allyl ester, 2-propenyl 3-oxobutanoate, ac-allyl, unii-8hx066j62p, prop-2-en-1-yl 3-oxobutanoate, allyl acetylacetate, 3-oxo-2-propenyl butanoic acid ester, Butanoic acid, 3-oxo-, 2-propenyl ester, [ChemIDplus] Allyl 3-oxobutanoate, Allyl acetoacetate, allyl 3-oxobutanoate, allyl acetylacetate, acetoacetic acid, allyl ester, butanoic acid, 3-oxo-, 2-propenyl ester, prop-2-en-1-yl 3-oxobutanoate, acetoacetic acid allyl ester, 2-propenyl 3-oxobutanoate, ac-allyl, unii-8hx066j62p

Allyl 3-oxobutanoate is an organic compound that is the simplest member of the acetic acid esters.
Allyl 3-oxobutanoate can be synthesized by reacting allyl alcohol with hydrochloric acid and a particle.
Allyl 3-oxobutanoate is a clear colorless liquid.

Allyl 3-oxobutanoate has been shown to have cytotoxic effects on cardiac tissues, as well as certain reactive properties, which may be due to Allyl 3-oxobutanoate's ability to form cross-links with proteins.
Allyl 3-oxobutanoate is registered under the REACH Regulation but is not currently being manufactured in and / or imported to the European Economic Area.

Allyl 3-oxobutanoate is an adhesion promoter.
Allyl 3-oxobutanoate is available in colorless to pale yellow colored liquid form.

Allyl 3-oxobutanoate is recommended for coatings.
Allyl 3-oxobutanoate holds significant importance as an organic compound widely utilized in chemical synthesis and scientific exploration.

As a colorless liquid with a potent fragrance, Allyl 3-oxobutanoate effortlessly dissolves in various organic solvents.
Allyl 3-oxobutanoate's versatility in the synthesis of numerous compounds makes Allyl 3-oxobutanoate a valuable asset.
Moreover, Allyl 3-oxobutanoate plays a role in the creation of polymers, dyes, and catalysts.

Fascinatingly, Allyl 3-oxobutanoate finds application in the synthesis of essential biochemicals, such as vitamins, hormones, and enzymes.
In scientific research, particularly in organic synthesis, Allyl 3-oxobutanoate is highly regarded and employed.

The reaction involving allyl alcohol and acetic anhydride in the presence of a catalyst results in Allyl 3-oxobutanoate as one of the primary products, along with acetic acid.
For this reaction, an inert atmosphere and a temperature of around 100°C are typically maintained.
The outcome of this process serves as a pivotal intermediate for a diverse range of compounds, making Allyl 3-oxobutanoate an indispensable component in various scientific and industrial endeavors.

Allyl 3-oxobutanoate is registered under the REACH Regulation but is not currently being manufactured in and / or imported to the European Economic Area.
Allyl 3-oxobutanoate is used in formulation or re-packing.

Allyl 3-oxobutanoate is an adhesion promoter.
Allyl 3-oxobutanoate is available in colorless to pale yellow colored liquid form.
Allyl 3-oxobutanoate is recommended for coatings.

Allyl 3-oxobutanoate has been shown to have cytotoxic effects on cardiac tissues, as well as certain reactive properties, which may be due to Allyl 3-oxobutanoate's ability to form cross-links with proteins.
Allyl 3-oxobutanoate is also used as a cross-linking agent for polyvinyl chloride plastics.

Allyl 3-oxobutanoate is an organic ester with the chemical formula C7H10O3.
Allyl 3-oxobutanoate is a colorless to light yellow liquid characterized by its pleasant odor.
Allyl 3-oxobutanoate is used primarily as a chemical intermediate in organic synthesis, where Allyl 3-oxobutanoate serves as a building block for the production of a variety of complex molecules, including pharmaceuticals, agrochemicals, and specialty polymers.

Allyl 3-oxobutanoate is a versatile organic compound with a range of applications in chemical synthesis, polymer production, and occasionally in the flavor and fragrance industry.
Allyl 3-oxobutanoate's reactivity and ability to participate in various chemical reactions make it a valuable intermediate in the production of numerous commercially important chemicals.

Uses of Allyl 3-oxobutanoate:
Allyl 3-oxobutanoate is also used as a cross-linking agent for polyvinyl chloride plastics.
Allyl 3-oxobutanoate is used in the formulation of pharmaceuticals and as an intermediate for fine chemicals.

Allyl 3-oxobutanoate is used in formulation or re-packing.
Release to the environment of Allyl 3-oxobutanoate can occur from industrial use: formulation of mixtures.

Moreover, Allyl 3-oxobutanoate plays a role in the creation of polymers, dyes, and catalysts.
Fascinatingly, Allyl 3-oxobutanoate finds application in the synthesis of essential biochemicals, such as vitamins, hormones, and enzymes.

In scientific research, particularly in organic synthesis, Allyl 3-oxobutanoate is highly regarded and employed.
The reaction involving allyl alcohol and acetic anhydride in the presence of a catalyst results in Allyl 3-oxobutanoate as one of the primary products, along with acetic acid.

For this reaction, an inert atmosphere and a temperature of around 100°C are typically maintained.
The outcome of this process serves as a pivotal intermediate for a diverse range of compounds, making Allyl 3-oxobutanoate an indispensable component in various scientific and industrial endeavors.

Applications of Allyl 3-oxobutanoate:

Chemical Synthesis:
Allyl 3-oxobutanoate is commonly used as an intermediate in the synthesis of more complex organic compounds.
Allyl 3-oxobutanoate's reactive ester and ketone groups allow for a variety of chemical reactions, making it valuable in the production of pharmaceuticals and agrochemicals.

Polymer Production:
Allyl 3-oxobutanoate acts as a monomer or comonomer in the creation of specialized polymers and copolymers, contributing properties such as flexibility, durability, and chemical resistance.

Flavor and Fragrance Industry:
Due to its pleasant odor, Allyl 3-oxobutanoate is sometimes used in the formulation of flavors and fragrances, although this is less common than its use in industrial chemical synthesis.

Production of Allyl 3-oxobutanoate:
The production of Allyl 3-oxobutanoate involves the esterification of acetoacetic acid with allyl alcohol.

This process typically requires an acid catalyst to facilitate the reaction. Here is an overview of the general production method:

Materials:
Acetoacetic Acid (C4H6O3)
Allyl Alcohol (C3H6O)
Acid Catalyst (such as sulfuric acid or p-toluenesulfonic acid)
Solvent (optional, often an organic solvent like toluene or ethanol to help dissolve reactants)

Production Process:

Preparation:
Measure and mix the acetoacetic acid and allyl alcohol in the desired molar ratio.
Typically, a slight excess of allyl alcohol is used to drive the reaction to completion.

Catalysis:
Add a small amount of an acid catalyst to the reaction mixture.
The catalyst helps to accelerate the esterification process.

Reaction:
Heat the reaction mixture to a temperature typically between 60-100°C.
Maintain this temperature to facilitate the esterification reaction.

The reaction proceeds as follows:
CH3COCH2COOH+CH2=CHCH2OH→CH3COCH2COOCH2CH=CH2+H2O

The acetoacetic acid reacts with allyl alcohol to form Allyl 3-oxobutanoate and water.

Removal of Water:
The presence of water can drive the reaction equilibrium back to the reactants.
To improve yield, water is typically removed from the reaction mixture as Allyl 3-oxobutanoate forms.
This can be done using azeotropic distillation with a solvent like toluene, which forms an azeotrope with water and can be easily separated.

Purification:
After the reaction is complete, the mixture is cooled.
The crude product is then subjected to purification processes such as distillation under reduced pressure to separate Allyl 3-oxobutanoate from unreacted starting materials and by-products.
Alternatively, Allyl 3-oxobutanoate can be washed with water and dried over anhydrous sodium sulfate or other drying agents to remove any remaining water.

Final Product:
The purified Allyl 3-oxobutanoate is collected as a colorless to light yellow liquid, ready for use in various chemical synthesis applications.

Handling And Storage of Allyl 3-oxobutanoate:

Precautions for safe handling:

Advice on protection against fire and explosion:
Take precautionary measures against static discharge.

Hygiene measures:
Immediately change contaminated clothing.
Apply preventive skin protection.
Wash hands and face after working with substance.

Conditions for safe storage, including any incompatibilities:

Storage conditions:
Protected from light.
Tightly closed.

Keep in a well-ventilated place.
Keep locked up or in an area accessible only to qualified or authorized persons.

Stability And Reactivity of Allyl 3-oxobutanoate:

Chemical stability:
Allyl 3-oxobutanoate is chemically stable under standard ambient conditions (room temperature).

Incompatible materials:
No data available

First Aid Measures of Allyl 3-oxobutanoate:

General advice:
First aiders need to protect themselves.
Show this material safety data sheet to the doctor in attendance.

If inhaled:
After inhalation:
Fresh air.

In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with water/ shower.
Call a physician immediately.

In case of eye contact:

After eye contact:
Rinse out with plenty of water.
Remove contact lenses.

If swallowed:
Give water to drink (two glasses at most).
Seek medical advice immediately.

Indication of any immediate medical attention and special treatment needed:
No data available

Fire Fighting Measures of Allyl 3-oxobutanoate:

Suitable extinguishing media:
Water
Foam
Carbon dioxide (CO2)
Dry powder

Unsuitable extinguishing media:
For Allyl 3-oxobutanoate no limitations of extinguishing agents are given.

Further information:
Remove container from danger zone and cool with water.
Prevent fire extinguishing water from contaminating surface water or the ground water system.

Accidental Release Measures of Allyl 3-oxobutanoate:

Environmental precautions:
Do not let product enter drains.

Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.

Observe possible material restrictions.
Take up carefully with liquid-absorbent material.

Dispose of properly.
Clean up affected area.

Exposure Controls/Personal Protection of Allyl 3-oxobutanoate:

Personal protective equipment:

Eye/face protection:
Use equipment for eye protection.
Safety glasses

Skin protection:

Full contact:
Material: butyl-rubber
Minimum layer thickness: 0,7 mm
Break through time: 480 min

Splash contact:
Material: Chloroprene
Minimum layer thickness: 0,65 mm
Break through time: 120 min

Body Protection:
protective clothing

Respiratory protection:
Recommended Filter type: Filter A (acc. to DIN 3181)

Control of environmental exposure:
Do not let product enter drains.

Identifiers of Allyl 3-oxobutanoate:
CAS number: 1118-84-9
EC number: 214-269-9
Hill Formula: C₇H₁₀O₃
Chemical formula: CH₃COCH₂COOCH₂CH=CH₂
Molar Mass: 142.16 g/mol
HS Code: 2918 30 00

MDL Number: MFCD00009811
CAS: 1118-84-9
Molecular Weight (g/mol): 142.154
InChI Key: AXLMPTNTPOWPLT-UHFFFAOYSA-N
PubChem CID: 70701
SMILES: CC(=O)CC(=O)OCC=C
UN Number: 2810
InChI Key: AXLMPTNTPOWPLT-UHFFFAOYSA-N
IUPAC Name: prop-2-enyl 3-oxobutanoate
PubChem CID: 70701
Percent Purity: ≥95.0% (GC)
SMILES: CC(=O)CC(=O)OCC=C
Molecular Weight (g/mol): 142.154

CAS number: 1118-84-9
EC number: 214-269-9
Hill Formula: C₇H₁₀O₃
Chemical formula: CH₃COCH₂COOCH₂CH=CH₂
Molar Mass: 142.16 g/mol

Properties of Allyl 3-oxobutanoate:
Solubility: 48 g/l (20 °C)
Molar Mass: 142.15 g/mol
Boiling Point: 87 - 91 °C (13 hPa)
Vapor Pressure: 0.2 hPa (20 °C)
Flash Point: 67 °C
Refractive Index: 1.438 (25 °C, 589 nm)
Explosion Limit: 1.15 %(V)
Density: 1.038 g/cm3 (20 °C)
pH: 3.7 (48 g/l, H2O, 20 °C)
Ignition Point: 300 °C
Chemical Name or Material: Allyl 3-oxobutanoate
Melting Point: -85°C
Boiling Point: 195°C

Formula Weight: 142.15
Physical Form: Liquid
Density: 1.0±0.1 g/cm3
Boiling Point: 192.0±15.0 °C at 760 mmHg
Melting Point: -70 °C
Molecular Formula: C7H10O3
Molecular Weight: 142.152
Flash Point: 75.6±0.0 °C
Exact Mass: 142.062988
PSA: 43.37000
LogP: 1.07
Vapour Pressure: 0.5±0.4 mmHg at 25°C
Index of Refraction: 1.429

XLogP3-AA: 0.6
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 3
Rotatable Bond Count: 5
Exact Mass: 142.062994177 g/mol
Monoisotopic Mass: 142.062994177 g/mol
Topological Polar Surface Area: 43.4Å²
Heavy Atom Count: 10
Computed by PubChem
Formal Charge: 0
Computed by PubChem
Complexity: 149
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes

Specifications of Allyl 3-oxobutanoate:
Assay (GC, area%): ≥ 95.0 % (a/a)
Density (d 20 °C/ 4 °C): 1.036 - 1.041
Identity (IR): passes test

Names of Allyl 3-oxobutanoate:

Regulatory process names:
Acetoacetic acid allyl ester
Acetoacetic acid allyl ester

IUPAC names:
2-propenyl acetoacetate
Ally acetoacetate
allyl 3-oxobutanoate
Acetoacetic acid allyl ester
Acetoacetic acid allyl ester
Acetoacetic acid allyl ester
Allylaceto acetate
prop-2-en-1-yl 3-oxobutanoate

Other identifier:
1118-84-9