Butyl butyrate

Base Information

• Chemical Name: Butyl butyrate
• CAS No.: 109-21-7
• Molecular Formula: C8H16O2
• Molecular Weight: 144.214
• Hs Code.: 29156000
• European Community (EC) Number: 203-656-8
• NSC Number: 8458
• UN Number: 3082
• UNII: 1BHV00T1M4
• DSSTox Substance ID: DTXSID7041702
• Nikkaji Number: J2.876B
• Wikipedia: Butyl_butyrate
• Wikidata: Q2212471
• Metabolomics Workbench ID: 4063
• Mol file: 109-21-7.mol

Synonyms:Butyl butanoate;n-Butyl n-butanoate;1-Butyl butyrate;n-Butyl butyrate;

Chemical Property of Butyl butyrate

Chemical Property:

• Appearance/Colour: clear colorless to pale yellowish liquid
• Vapor Pressure: 0.027mmHg at 25°C
• Melting Point: -92 °C
• Refractive Index: n20/D 1.406(lit.)
• Boiling Point: 165 °C at 760 mmHg
• Flash Point: 49.4 °C
• PSA: 26.30000
• Density: 0.8675 g/cm³
• LogP: 2.12980
• Storage Temp.: Flammables area
• Solubility.: 0.50g/l
• Water Solubility.: Soluble in water. (1 g/L).
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 89.3
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

Butyl Butyrate >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 2-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Esters (
• Canonical SMILES: CCCCOC(=O)CCC
• Description: Butyl butyrate is a kind of ester formed through the condensation of butyric acid and n-butanol. It has a pleasant flavor, and thus being used in the flavor industry to generate a sweet fruity flavor of pineapple-like. It occurs naturally in many kinds of fruits including apple, banana, berries, pear, plum, and strawberry. It is also found in alcoholic beverages. However, it should be noted that it is a marine pollutant, posing a threat to the marine environment. It may also penetrate into soil, contaminating groundwater and other nearby waterways.
• Uses: It is very important for the food and beverages industries and used as perfuming agents. It is a applied as a solvent for resins. Butyl butyrate can be used as a reactant to synthesize: N-(Phenylmethyl)butanamide by reacting with benzylamine via ester-amide exchange reaction in the presence of supported graphene oxide catalyst.Cyclohexyl butyrate by acylation reaction with cyclohexanol using a ruthenium pincer PNN complex catalyst.Butyl ether by triiron dodecacarbonyl catalyzed hydrosilylation reaction. Flavoring.

Technology Process of Butyl butyrate

There total 167 articles about Butyl butyrate 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: 30.0%

butanoic acid anhydride (106-31-0) + (PPh3)3CoH(N2) (21373-88-6,16920-54-0) → Co(OCO-n-C3H7) (99668-71-0) + propane (74-98-6) + butyl butyrate (109-21-7) + nitrogen (7727-37-9) + hydrogen (1333-74-0)

Guidance literature:

In toluene; in toluene at room temp. for 1 day;

DOI:10.1021/ja00263a007

Reference yield: 17.0%

Octanal (124-13-0) + butan-1-ol (71-36-3) → butyl butyrate (109-21-7) + Octanoic acid (124-07-2) + butyl octanoate (589-75-3)

Guidance literature:

With sodium bromate; sodium hydrogensulfite; for 2h; Ambient temperature;

DOI:10.1246/cl.1995.871

Reference yield: 5.5%

1-butoxy-1-isobutoxy butane (20266-12-0) → 2-methyl-propan-1-ol (78-83-1) + butyl butyrate (109-21-7) + isobutyl n-butyrate (539-90-2) + isobutyric Acid (79-31-2) + butyric acid (107-92-6) + butan-1-ol (71-36-3)

Guidance literature:

With oxygen; cobalt(II) acetate; at 90 ℃; under 750.06 Torr; Mechanism; Rate constant; other oxygen pressure;

upstream raw materials:

chlorosulfurous acid butyl ester

sodium butyrate

(E)-but-2-enoic acid

dibutyl ether

Downstream raw materials:

heptyl butanoate

Buttersaeure-dodecylester

4,6-Nonanedione

n-Butyl chloride

Refernces

• 1、 Karimi, Babak,Ghahremani, Mina,Vali, Hojatollah,Ciriminna, Rosaria,Pagliaro, Mario. "Aerobic oxidation and oxidative esterification of alcohols through cooperative catalysis under metal-free conditions". . p. 8897 - 8900. Retrieved 2021.
• 2、 Hu, Yunfeng,Jin, Shuhan,Zhang, Zhichao,Zhang, Likun,Deng, Jun,Zhang, Hongsheng. "One-step synthesis of nitriles by the dehydrogenation-amination of fatty primary alcohols over Cu/m-ZrO2". . p. 45 - 49. Retrieved 2014.
• 3、 Franssen, Maurice C.R.,Goetheer, Earl L.V.,Jongejan, Hugo,De Groot, Aede. "Enzymatic alcoholysis of alkoxymethyl alkanoates: A possible approach for the kinetic resolution of tertiary alcohols". . p. 8345 - 8348. Retrieved 1998.
• 4、 Newman,Fones. "-". . p. 1046. Retrieved 1947.
• 5、 Suzuki, Takeyuki,Matsuo, Tomohito,Watanabe, Kazuhiro,Katoh, Tadashi. "Iridium-catalyzed oxidative dimerization of primary alcohols to esters using 2-butanone as an oxidant". . p. 1453 - 1455. Retrieved 2005.
• 6、 Dunbar,Cooper,Cooper. "". . p. 1054. Retrieved 1936.
• 7、 Kim, Sung Min,Lee, Mi Eun,Choi, Jae-Wook,Suh, Dong Jin,Suh, Young-Woong. "Conversion of biomass-derived butanal into gasoline-range branched hydrocarbon over Pd-supported catalysts". . p. 108 - 113. Retrieved 2011.
• 8、 Djernes, Katherine E.,Padilla, Melissa,Mettry, Magi,Young, Michael C.,Hooley, Richard J.. "Hydrocarbon oxidation catalyzed by self-folded metal-coordinated cavitands". . p. 11576 - 11578. Retrieved 2012.
• 9、 He, Li-Peng,Chen, Tao,Gong, Dirong,Lai, Zhiping,Huang, Kuo-Wei. "Enhanced reactivities toward amines by introducing an imine arm to the pincer ligand: Direct coupling of two amines to form an imine without oxidant". . p. 5208 - 5211. Retrieved 2012.
• 10、 Kvittingen, Lise,Sjursnes, Birte,Halling, Peter,Anthonsen, Thorleif. "Mixing conditions for enzyme catalysis in organic solvents". . p. 5259 - 5264. Retrieved 1992.