Isobutyl acetate

Base Information

• Chemical Name: Isobutyl acetate
• CAS No.: 110-19-0
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• Hs Code.: 2915.39
• European Community (EC) Number: 203-745-1
• ICSC Number: 0494
• NSC Number: 8035
• UN Number: 1213
• UNII: 7CR47FO6LF
• DSSTox Substance ID: DTXSID5026837
• Nikkaji Number: J1.972K
• Wikipedia: Isobutyl_acetate
• Wikidata: Q420657
• Metabolomics Workbench ID: 44779
• ChEMBL ID: CHEMBL46999
• Mol file: 110-19-0.mol

Synonyms:isobutyl acetate;isobutylacetate

Chemical Property of Isobutyl acetate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 15 mm Hg ( 20 °C)
• Melting Point: -99 °C
• Refractive Index: 1.3899
• Boiling Point: 116.6 °C at 760 mmHg
• Flash Point: 21.7 °C
• PSA: 26.30000
• Density: 0.883 g/cm³
• LogP: 1.20550
• Storage Temp.: Flammables area
• Solubility.: water: soluble5.6g/L at 20°C
• Water Solubility.: 7 g/L (20 ºC)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 76.6
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Isobutyl acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 11-66
• Safety Statements: 16-23-25-29-33

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Esters (
• Canonical SMILES: CC(C)COC(=O)C
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The vapour is mildly irritating to the eyes and respiratory tract. The substance may cause effects on the central nervous system. Exposure far above the OEL could cause lowering of consciousness.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking.
• description: Isobutyl acetate, also known as n-propyl acetate, is the esterfication product between acetic acid and 2-butanol. It is a water-white liquid with flavor of soft fruit ester. It is slightly soluble in water, miscible with ethanol, ethyl ether as well as many other kinds of organic solvent including alcohol, ether and hydrocarbon. It can be mainly used as the diluent of nitro-lacquer and perchlorethylene paint and the solvents of nitrocellulose and lacquer as well as the substitution solvent of butyl acetate and methyl isobutyl ketone. It can also be used as a component of the flavoring agent. It can also be used as the diluent of plastic printing paste and the extraction agent in the pharmaceutical industry. Sec-butyl acetate has excellent capability of dissolving many substances. It can be industrially applied as the solvent for manufacturing of nitrocellulose paint, acrylic paint, polyurethane paint, etc., these paints can also be used as an aircraft wing paint, artificial leather coatings and automotive coatings. Its dissolving capability is similar as n-butyl acetate and isobutyl acetate. In the coating formulation, it can be widely adopted for substitution of n-butyl acetate and isobutyl acetate. In metallic paints, people can apply butyl acetate to dissolve the cellulose acetate butyrate to obtain 15% to 20% solution. The above information is edited by the lookchem of Dai Xiongfeng.
• Uses: Isobutyl Acetate can be used as organic solvent, the solvent of nitrocellulose and lacquer, extraction agent, dehydrating agents. It can also be applied to collodion, nitrocellulose, varnishes, leather, pharmaceuticals, plastics and perfume industry. Solvent; flavoring Isobutyl acetate is used as a solvent and as aflavoring agent. Isobutyl Acetate is a flavoring agent that is a clear colorless liquid with a fruity odor resembling banana when diluted. it is soluble in alcohol, propylene glycol, most fixed oils, and mineral oil, and slightly soluble in water. it is obtained by synthesis.
• Production method: It can be obtained via the esterfication between iso-butanol and acetic anhydride in the presence of sulfuric acid. Mix the acetic anhydride and iso-butanol solution followed by adding drop wise of sulfuric acid. Heat for reflux of 5-6 h after a bit cooling, wash the refluxed liquid with water for 2-3 times. Use sodium carbonate for neutralizing with sodium carbonate, wash with water until neutralized, dry over calcium chloride with vacuum distillation in oil bath to derive the finished products.
• Description: Isobutyl acetate has a fruity (currant-pear), floral (hyacinth-rose) odor and a characteristic ether-like, slightly bitter flavor. May be prepared by direct esterification of isobutyl alcohol with acetic acid.
• Physical properties: Colorless liquid with a fruity odor. Experimentally determined detection and recognition odor threshold concentrations were 1.7 mg/m3 (360 ppbv) and 2.4 mg/m3 (510 ppbv), respectively (Hellman and Small, 1974).

Technology Process of Isobutyl acetate

There total 48 articles about Isobutyl acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

2-methyl-propan-1-ol (78-83-1) + acetic anhydride (108-24-7) → 2-methylpropyl acetate (110-19-0)

Guidance literature:

With N-methylmorpholinium propanesulfonic acid ammonium hydrogensulfate; at 25 ℃; for 0.0833333h; chemoselective reaction; Inert atmosphere; neat (no solvent);

DOI:10.1007/s00706-010-0353-x

Reference yield: 15.0%

benzyl iso-butyl ether (940-49-8) + acetyl chloride (75-36-5) → 2-methylpropyl acetate (110-19-0) + benzyl chloride (100-44-7) + dimethylglyoxal (431-03-8)

Guidance literature:

CoCl₂; In acetonitrile; Yields of byproduct given; Ambient temperature;

DOI:10.1016/S0040-4020(01)96041-7

Reference yield:

deuteroacetic acid (758-12-3) + C31H30N(1+)*BF4(1-) (90886-05-8) → acetic acid tert-butyl ester (540-88-5) + sec-Butyl acetate (105-46-4) + 2-methylpropyl acetate (110-19-0) + isobutene (115-11-7,15220-85-6)

Guidance literature:

at 150 ℃; Yield given. Further byproducts given. Yields of byproduct given;

DOI:10.1021/ja00331a030

upstream raw materials:

acetamide

2-methyl-propan-1-ol

Ketene

tetrachloromethane

Downstream raw materials:

2,5-diisobutylformate 1,4-cyclohexanedione

isobutyl acetoacetate

acetic acid

isobutene

Refernces

• 1、 Sasidharan, Manickam,Senthil, Chenrayan,Kumari, Vandana,Bhaumik, Asim. "The dual role of micelles as templates and reducing agents for the fabrication of catalytically active hollow silver nanospheres". . p. 733 - 736. Retrieved 2015.
• 2、 Hara, Takayoshi,Hatakeyama, Moriaki,Kim, Arum,Ichikuni, Nobuyuki,Shimazu, Shogo. "Preparation of clay-supported Sn catalysts and application to Baeyer-Villiger oxidation". . p. 771 - 777. Retrieved 2012.
• 3、 Shahnavaz, Zohreh,Zaharani, Lia,Khaligh, Nader Ghaffari,Mihankhah, Taraneh,Johan, Mohd Rafie. "Synthesis, Characterisation, and Determination of Physical Properties of New Two-Protonic Acid Ionic Liquid and its Catalytic Application in the Esterification". . p. 165 - 172. Retrieved 2020/10/26.
• 4、 Bianchi, Dario A.,Carabajal, María Ayelén,Ceccoli, Romina D.,Rial, Daniela V.. "Genome mining reveals new bacterial type I Baeyer-Villiger monooxygenases with (bio)synthetic potential". . . Retrieved 2020/03/19.