4-Methylpentanal

Base Information

• Chemical Name: 4-Methylpentanal
• CAS No.: 1119-16-0
• Molecular Formula: C6H12O
• Molecular Weight: 100.161
• Hs Code.: 2912190090
• European Community (EC) Number: 214-273-0
• UNII: T0AO9E93RH
• DSSTox Substance ID: DTXSID8061509
• Nikkaji Number: J49.658H
• Wikidata: Q17517938
• Metabolomics Workbench ID: 37724
• Mol file: 1119-16-0.mol

Synonyms:4-methylpentanal;isocaproaldehyde

Chemical Property of 4-Methylpentanal

Chemical Property:

• Appearance/Colour: flammable liquid
• Vapor Pressure: 16.9mmHg at 25°C
• Melting Point: -72.5°C (estimate)
• Refractive Index: 1.394
• Boiling Point: 118.1 °C at 760 mmHg
• Flash Point: 17.8 °C
• PSA: 17.07000
• Density: 0.799 g/cm³
• LogP: 1.62150
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 100.088815002
• Heavy Atom Count: 7
• Complexity: 48.1

Purity/Quality:

99% ^*data from raw suppliers

4-Methylpentanal(upto75%hydratedform) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCC=O
• Uses: 4-methylvaleraldehyde is an intermediate used in the synthesis of Pregabalin (P704800) and related compounds.

Technology Process of 4-Methylpentanal

There total 57 articles about 4-Methylpentanal 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: 99.0%

4-Methyl-1-pentanol (626-89-1) → isocaproic aldehyde (1119-16-0)

Guidance literature:

With sodium acetate; pyridinium chlorochromate; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.201100843

Reference yield: 92.0%

carbon monoxide (201230-82-2) + 3-Methyl-1-butene (563-45-1) → (2s)-(+)-2,3-dimethyl-1-butanal (73739-24-9) + (R)-2,3-dimethylbutanal (49642-48-0) + isocaproic aldehyde (1119-16-0)

Guidance literature:

With acetylacetonatodicarbonylrhodium(l); hydrogen; (R,S)-binaphos; In benzene; under 76000 Torr; Yields of byproduct given;

DOI:10.1021/ja970049d

Reference yield: 79.0%

(E)-4-methyl-1-morpholino-1-pentene (72680-73-0) → isocaproic aldehyde (1119-16-0)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 5h; Ambient temperature;

upstream raw materials:

isocapronitrile

4-Methyl-1-pentanol

4-Methylpentanoic acid

(E)-4-methyl-1-nitro-1-pentene

Downstream raw materials:

4-methyl-2-(3-methyl-butyl)-5-phenyl-2,5-dihydro-oxazole

(E)-7-methyloct-3-en-2-one

1-Oxo-3,6,8-trimethyl-10-isopentyl-2,10a-diaza-9-oxa-1,2,3,4,4a,9,10,10a-octahydro-phenanthren

[αS-(αR*,γR*,δR*)]N-Butyl-γ-hydroxy-α-(1-methylethyl)-δ-[(4-methylpentyl)amino]cyclohexanehexanamide hydrochloride

Refernces

• 1、 Sadeghy,Ghammami. "Oxidation of alcohols with tetramethylammonium fluorochromate in aceticoi acid". . p. 1886 - 1888. Retrieved 2005.
• 2、 Belt, Simon T.,Cooke, David A.,Hird, Simon J.,Rowland, Steve. "Structural Determination of a Highly Branched C25 Sedimentary Isoprenoid Biomarker by NMR Spectroscopy and Mass Spectrometry". . p. 2077 - 2078. Retrieved 1994.
• 3、 Bertuzzi, Giulio,Sinisi, Alessandro,Pecorari, Daniel,Caruana, Lorenzo,Mazzanti, Andrea,Bernardi, Luca,Fochi, Mariafrancesca. "Nucleophilic Dearomatization of Pyridines under Enamine Catalysis: Regio-, Diastereo-, and Enantioselective Addition of Aldehydes to Activated N-Alkylpyridinium Salts". . p. 834 - 837. Retrieved 2017.
• 4、 Yuan, Sun-Shine,Ajami, Alfred M.. "ON THE CATALYTIC AMIDOCARBONYLATION OF SUBSTITUTED ALLYLIC ALCOHOLS". . p. 255 - 258. Retrieved 1986.
• 5、 -. "COMPOUND FOR TREATMENT OF RABIES AND METHOD FOR TREATMENT OF RABIES". Paragraph 0299; 0304. . Retrieved 2021/06/25.
• 6、 -. "Method for synthesizing fluorescent dye intermediate aldehyde by hydroformylation of 1,3-diene compound". Paragraph 0053-0054; 0056-0057. . Retrieved 2021/08/07.