Butyl levulinate

Base Information

• Chemical Name: Butyl levulinate
• CAS No.: 2052-15-5
• Molecular Formula: C9H16O3
• Molecular Weight: 172.224
• Hs Code.: 2918.30 Oral rat LD50: >5 gm/kg
• European Community (EC) Number: 218-143-4
• NSC Number: 78451
• UNII: OI56208RTB
• DSSTox Substance ID: DTXSID3038800
• Nikkaji Number: J95.002E
• Wikidata: Q27285665
• Metabolomics Workbench ID: 48867
• ChEMBL ID: CHEMBL3188634
• Mol file: 2052-15-5.mol

Synonyms:Butyl levulinate;Butyl 4-oxopentanoate;2052-15-5;n-Butyl levulinate;Pentanoic acid, 4-oxo-, butyl ester;Butyl laevulinate;n-Butyl laevulinate;LEVULINIC ACID, BUTYL ESTER;Butyl 4-ketovalerate;4-Ketopentanoic acid butyl ester;Butyl acetylpropionate;n-Butyl 4-oxopentanoate;FEMA No. 2207;NSC 78451;4-oxo-pentanoic acid butyl ester;EINECS 218-143-4;Levulinic Acid Butyl Ester;BRN 1768453;Levulinic acid n-butyl ester;UNII-OI56208RTB;AI3-00518;OI56208RTB;DTXSID3038800;NSC-78451;EC 218-143-4;4-03-00-01563 (Beilstein Handbook Reference);Butyl4-oxopentanoate;butyllevulinate;Butyl 4-Oxovalerate;n-butyl-4-ketovalerate;Butyl levulinate, 98%;Butyl levulinate, >=97%;SCHEMBL118152;butyl 4-oxidanylidenepentanoate;n - butyl 4 - oxopentanoate;4-Oxovaleric Acid Butyl Ester;4-oxopentanoic acid butyl ester;BUTYL LEVULINATE [FHFI];CHEMBL3188634;DTXCID1018800;FEMA 2207;CHEBI:171935;CAA05215;NSC78451;Tox21_301714;MFCD00009449;AKOS009166419;LS-2604;NCGC00255405-01;AS-62130;CAS-2052-15-5;FT-0659272;L0138;D78070;A814644;J-013380;J-519965;Q27285665

Chemical Property of Butyl levulinate

Chemical Property:

• Appearance/Colour: Clear yellow to orange-brown liquid
• Vapor Pressure: 0.0382mmHg at 25°C
• Refractive Index: 1.427 - 1.429
• Boiling Point: 240.3 °C at 760 mmHg
• Flash Point: 98 °C
• PSA: 43.37000
• Density: 0.969 g/cm³
• LogP: 1.69890
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 172.109944368
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

99% ^*data from raw suppliers

Butyl Levulinate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC(=O)CCC(=O)C
• uses: Butyl levulinate was used in the synthesis of γ-valerolactone.

Technology Process of Butyl levulinate

There total 62 articles about Butyl levulinate 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: 99.3%

(2-furyl)methyl alcohol (98-00-0,25212-86-6,93793-62-5) + butan-1-ol (71-36-3) → butyl levulinate (2052-15-5)

Guidance literature:

With 5-sulfosalicylic Acid; at 118 ℃; for 10h; under 760.051 Torr; Temperature; Catalytic behavior;

DOI:10.1002/jccs.202000342

Reference yield: 97.0%

levulinic acid (123-76-2) + butan-1-ol (71-36-3) → butyl levulinate (2052-15-5)

Guidance literature:

With TiO₂ nanotube-bonded organosulfonic acid; at 109.84 ℃; for 4h; Reagent/catalyst; Temperature;

DOI:10.1039/c7ra12994g

Reference yield: 97.0%

5-methyl-2-furanone (591-12-8) + butan-1-ol (71-36-3) → butyl levulinate (2052-15-5)

Guidance literature:

With 0.6 M sodium hydroxide treated zeolite ZSM-5; at 120 ℃; for 3h; Reagent/catalyst;

DOI:10.1002/cctc.201601236

upstream raw materials:

(2-furyl)methyl alcohol

butan-1-ol

5-methyl-2-furanone

levulinic acid

Downstream raw materials:

γ-hydroxy butyl pentanoate

5-methyl-dihydro-furan-2-one

butan-1-ol

5-methyl-5H-furan-2-one

Refernces

• 1、 Maheria, Kalpana C.,Kozinski, Janusz,Dalai, Ajay. "Esterification of levulinic acid to n-butyl levulinate over various acidic zeolites". . p. 1220 - 1225. Retrieved 2013.
• 2、 Glenn et al.. "-". . p. 3080. Retrieved 1955.
• 3、 Dicks, Jennifer Sarah,Keogh, John,Manyar, Haresh G.,Ranade, Vivek V.,Tiwari, Manishkumar S.. "Direct conversion of furfuryl alcohol to butyl levulinate using tin exchanged tungstophosphoric acid catalysts". . . Retrieved 2020.
• 4、 Najafi Chermahini, Alireza,Assar, Matin. "Production of n-butyl levulinate over modified KIT-6 catalysts: comparison of the activity of KIT-SO3H and Al-KIT-6 catalysts". . p. 2045 - 2053. Retrieved 2019.
• 5、 Pasha, Nayeem,Lingaiah,Shiva, Raj. "Zirconium Exchanged Phosphotungstic Acid Catalysts for Esterification of Levulinic Acid to Ethyl Levulinate". . p. 2500 - 2507. Retrieved 2019.
• 6、 Zhou, Shuolin,Jiang, Dabo,Liu, Xianxiang,Chen, Yiping,Yin, Dulin. "Titanate nanotubes-bonded organosulfonic acid as solid acid catalyst for synthesis of butyl levulinate". . p. 3657 - 3662. Retrieved 2018.
• 7、 Yi, Xiaohu,Al-Shaal, Mohammad G.,Ciptonugroho, Wirawan,Delidovich, Irina,Wang, Xiaohong,Palkovits, Regina. "Synthesis of Butyl Levulinate Based on Α-Angelica Lactone in the Presence of Easily Separable Heteropoly Acid Catalysts". . p. 1494 - 1500. Retrieved 2017.
• 8、 Sun, Yingnan,Guo, Yihang,Song, Daiyu,An, Sai. "Efficient conversion of levulinic acid or furfuryl alcohol into alkyl levulinates catalyzed by heteropoly acid and ZrO2 bifunctionalized organosilica nanotubes". . p. 184 - 199. Retrieved 2016.
• 9、 Siva Sankar, Enumula,Saidulu Reddy,Jyothi, Yadagiri,David Raju, Burri,Rama Rao, Kamaraju Seetha. "Alcoholysis of Furfuryl Alcohol into n-Butyl Levulinate Over SBA-16 Supported Heteropoly Acid Catalyst". . p. 2807 - 2816. Retrieved 2017.
• 10、 Morawala, Dhara H.,Lathiya, Dharmesh R.,Dalai, Ajay K.,Maheria, Kalpana C.. "TTAB mediated synthesis of Meso-H-BEA and its application in the production of n-butyl levulinate". . p. 177 - 186. Retrieved 2020.