Butyl isovalerate

Base Information

• Chemical Name: Butyl isovalerate
• CAS No.: 109-19-3
• Molecular Formula: C9H18O2
• Molecular Weight: 158.241
• Hs Code.: 29156000
• European Community (EC) Number: 203-654-7
• NSC Number: 6187
• UN Number: 1993
• UNII: 4UX6V9QM2J
• DSSTox Substance ID: DTXSID9047621
• Nikkaji Number: J1.502D
• Wikidata: Q27161913
• RXCUI: 2548036
• Metabolomics Workbench ID: 4297
• Mol file: 109-19-3.mol

Synonyms:BUTYL ISOVALERATE;Butyl 3-methylbutanoate;109-19-3;n-Butyl isovalerate;Butyl isopentanoate;1-Butyl isovalerate;Butanoic acid, 3-methyl-, butyl ester;Butyl 3-methylbutyrate;Butyl isovalerianate;Isovaleric acid, butyl ester;n-Butyl 3-methylbutanoate;n-Butyl isopentanoate;FEMA No. 2218;NSC 6187;Butyl isovalerate (natural);HSDB 6383;EINECS 203-654-7;UNII-4UX6V9QM2J;BRN 1752803;4UX6V9QM2J;AI3-33584;1-Methylbutyl 3-methylbutanoate;NSC-6187;3-02-00-00698 (Beilstein Handbook Reference);Butyl isovalerate, natural, 98%, FG;Isovaleric Acid Butyl Ester;Isovaleric acid butyl;n-Butyl iso-valerate;Butyl 3-methylbutanoate #;SCHEMBL95383;BUTYL 3-METHYL BUTYRATE;BUTYL ISOVALERATE [FCC];BUTYL 3-METHYL BUTANOATE;BUTYL ISOVALERATE [FHFI];BUTYL ISOVALERATE [HSDB];DTXSID9047621;N-BUTYL 3-METHYLBUTYRATE;3-Methylbutyric acid butyl ester;CHEBI:89723;FEMA 2218;3-methylbutanoic acid butyl ester;NSC6187;WLN: 4OV1Y1 & 1;3,6-Dihydroxy-3-methylhexanoic acid;BUTANOATE, 3-METHYL-, BUTYL;LMFA07010652;MFCD00048775;AKOS016009800;LS-2602;Butyl isovalerate, >=98%, FCC, FG;BS-49168;B3718;FT-0623312;Q27161913

Chemical Property of Butyl isovalerate

Chemical Property:

• Vapor Pressure: 1.09mmHg at 25°C
• Melting Point: -92.8°C (estimate)
• Refractive Index: n20/D 1.409(lit.)
• Boiling Point: 176.5 °C at 760 mmHg
• Flash Point: 59.4 °C
• PSA: 26.30000
• Density: 0.874 g/cm³
• LogP: 2.37580
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 158.130679813
• Heavy Atom Count: 11
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Esters (
• Canonical SMILES: CCCCOC(=O)CC(C)C

Technology Process of Butyl isovalerate

There total 5 articles about Butyl isovalerate 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: 100.0%

isopentanoyl chloride (108-12-3) + butan-1-ol (71-36-3) → butyl isovalerate (109-19-3)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 0 - 20 ℃; for 2.5h;

DOI:10.1021/jf503631e

Reference yield: 92.0%

3-methylbutyric acid (503-74-2) + butan-1-ol (71-36-3) → butyl isovalerate (109-19-3)

Guidance literature:

at 110 ℃; for 0.5h; Temperature; Time; Solvent; Concentration; Ionic liquid; Microwave irradiation;

DOI:10.14233/ajchem.2013.14565

Reference yield:

carbon monoxide (201230-82-2) + isobutene (115-11-7,15220-85-6) + butan-1-ol (71-36-3) → butyl isovalerate (109-19-3)

Guidance literature:

With toluene-4-sulfonic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 100 ℃; for 4h; under 15001.2 Torr;

DOI:10.1134/S0965544106020095

upstream raw materials:

3-methylbutyric acid

butan-1-ol

1-bromo-butane

carbon monoxide

Downstream raw materials:

C₂₁H₃₄O₆

(R)-2-[4-methoxy-3-(3-methoxypropoxy)benzyl]-3-methylbutanol

(R)-3-[4-methoxy-3-(3-methoxypropoxy)phenyl]-2-(1-methylethyl)propanoic acid

tert-butyl {(1S,3S)-1-((2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl)-3-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl}carbamate

Refernces

• 1、 Nakatani, Akihiro,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro. "Nickel-catalyzed direct alkylation of heterocycles with α-bromo carbonyl compounds: C3-selective functionalization of 2-pyridones". . p. 7691 - 7695. Retrieved 2013.
• 2、 Seo, Seon-Mi,Kim, Junheon,Koh, Sang-Hyun,Ahn, Young-Joon,Park, Il-Kwon. "Nematicidal activity of natural ester compounds and their analogues against pine wood nematode, bursaphelenchus xylophilus". . p. 9103 - 9108. Retrieved 2015/03/14.