Butyl acetate

Base Information

• Chemical Name: Butyl acetate
• CAS No.: 123-86-4
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• Hs Code.: 2915.39
• European Community (EC) Number: 204-658-1
• ICSC Number: 0399
• NSC Number: 9298
• UN Number: 1123
• UNII: 464P5N1905
• DSSTox Substance ID: DTXSID3021982
• Nikkaji Number: J2.932G
• Wikipedia: Butyl_acetate
• Wikidata: Q411073
• RXCUI: 1362908
• Metabolomics Workbench ID: 44821
• ChEMBL ID: CHEMBL284391
• Mol file: 123-86-4.mol

Synonyms:acetic acid butyl ester;butyl acetate

Chemical Property of Butyl acetate

Chemical Property:

• Appearance/Colour: colourless liquid with fruity odor
• Vapor Pressure: 15 mm Hg ( 25 °C)
• Melting Point: -74 °C (199 K, -101°F)
• Refractive Index: 1.394
• Boiling Point: 126 °C (399 K, 256°F)
• Flash Point: 24 °C (297 K)
• PSA: 26.30000
• Density: 0.88 g/cm³
• LogP: 1.34960
• Storage Temp.: Flammables area
• Solubility.: 5.3g/l
• Water Solubility.: 0.7 g/100 mL (20 ºC)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 68.9
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Butyl Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:; R66:; R67:
• Hazard Codes: R10:; R66:; R67:
• Statements: 10-66-67-R67-R66-R10
• Safety Statements: 25-S25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Esters (
• Canonical SMILES: CCCCOC(=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 substance is 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.
• Industrial Application and Production: Butyl acetate (BuAc) is widely utilized as a solvent in various industries including manufacturing, pharmaceuticals, cosmetics, and food. It is a key component in the production of adhesives, lacquers, coatings, paints, and fruit flavors. Industrial-scale production involves the esterification of n-butanol with acetic acid using strong acids as catalysts, typically solid-acidic catalysts like ion exchange resins.
• Health and Safety Concerns: Butyl acetate is known to be an irritating, flammable, and potentially explosive toxic gas. High concentrations of inhaled butyl acetate can lead to cardiovascular and neurological diseases. Therefore, developing semiconductor sensors with high sensitivity and selectivity for detecting butyl acetate is crucial for preventing accidents and protecting health in industrial settings.
• Production Challenges and Alternative Methods: Traditional production methods suffer from low equilibrium conversion rates and high energy consumption during product separation and purification. Transesterification processes offer higher economic performance compared to esterification. Enzymatic approaches, although more environmentally friendly, incur higher costs due to lipase production. Alternatively, metabolic engineering techniques can be employed for in vivo biosynthesis of n-butyl acetate from biomass, offering a promising alternative route.
• Environmental Impact and Waste Management: Butyl acetate is commonly used as a solvent for drug extraction in pharmaceutical production processes, resulting in wastewater solutions containing high concentrations of BA. Discharging these chemical waste liquids without separation and recovery not only leads to underutilization of resources but also causes serious environmental pollution and economic losses for enterprises. Therefore, efficient separation and recovery methods are essential for mitigating environmental impact and maximizing resource utilization.

Technology Process of Butyl acetate

There total 222 articles about Butyl 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: 89.0%

allyl n-butyl ether (3739-64-8) + acetyl chloride (75-36-5) → acetic acid butyl ester (123-86-4) + 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: 39.8%

-butyl vinyl ether (111-34-2,92680-80-3) + acetyl iodide (507-02-8) → vinyl acetate (108-05-4,9003-20-7) + 1-iodo-butane (542-69-8) + vinyliodide (593-66-8) + acetic acid butyl ester (123-86-4)

Guidance literature:

In dichloromethane; at 10 ℃;

DOI:10.1023/B:RUJO.0000036063.58577.17

Reference yield: 15.0%

benzyl 1-butyl ether (588-67-0) + acetyl chloride (75-36-5) → acetic acid butyl ester (123-86-4) + N-(phenylmethyl)acetamide (588-46-5) + 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

upstream raw materials:

1,4-dioxane

N-butyl-N-nitroso-acetamide

tetrachloromethane

Acetyl bromide

Downstream raw materials:

acrylic acid n-butyl ester

3-methylthio-4-phenyl-1,2-dithiolium iodide

4-diethylamino-o-toluidine

5,5'-dimethyl-2,2'-diphenyl-1,2,1',2'-tetrahydro-[4,4']bipyrazolyl-3,3'-dione

Refernces

• 1、 Parida,Behera, Gobinda Chandra. "A facile synthesis of vanadium phosphate: An efficient catalyst for solvent free esterification of acetic acid". . p. 197 - 204. Retrieved 2010.
• 2、 Bishwa Bidita Varadwaj,Parida. "Facile synthesis of dodecatungstophosphoric acid @ TiO2 pillared montmorillonite and its effectual exploitation towards solvent free esterification of acetic acid with n-butanol". . p. 1476 - 1483. Retrieved 2011.
• 3、 Mitran, Gheorghita,Makó, éva,Rédey, ákos,Marcu, Ioan-Cezar. "Esterification of acetic acid with n-Butanol using vanadium oxides supported on γ-alumina". . p. 793 - 798. Retrieved 2012.
• 4、 Xiao, Huiquan,Guo, Yingxue,Liang, Xuezheng,Qi, Chenze. "One-step synthesis of a novel carbon-based strong acid catalyst through hydrothermal carbonization". . p. 929 - 932. Retrieved 2010.
• 5、 Nefedov et al.. "". . . Retrieved 1972.
• 6、 Matuszek, Karolina,Chrobok, Anna,Coleman, Fergal,Seddon, Kenneth R.,Swadzba-Kwasny, Malgorzata. "Tailoring ionic liquid catalysts: Structure, acidity and catalytic activity of protonic ionic liquids based on anionic clusters, [(HSO4)(H 2SO4)x]- (x = 0, 1, or 2)". . p. 3463 - 3471. Retrieved 2014.
• 7、 Liao, Yang,Huang, Xin,Liao, Xuepin,Shi, Bi. "Preparation of fibrous sulfated zirconia (SO4 2-/ZrO2) solid acid catalyst using collagen fiber as the template and its application in esterification". . p. 46 - 51. Retrieved 2011.
• 8、 Liu, Fujian,Sun, Jing,Zhu, Longfeng,Meng, Xiangju,Qi, Chenze,Xiao, Feng-Shou. "Sulfated graphene as an efficient solid catalyst for acid-catalyzed liquid reactions". . p. 5495 - 5502. Retrieved 2012.
• 9、 Vinczer,Novak,Szantay. "An improved esterification of carboxylic acids using phase transfer conditions without solvents". . p. 1545 - 1550. Retrieved 1991.
• 10、 Nandiwale, Kakasaheb Y.,Galande, Nitish D.,Bokade, Vijay V.. "Process optimization by response surface methodology for transesterification of renewable ethyl acetate to butyl acetate biofuel additive over borated USY zeolite". . p. 17109 - 17116. Retrieved 2015.