2-Methylpentanal

Base Information

• Chemical Name: 2-Methylpentanal
• CAS No.: 123-15-9
• Deprecated CAS: 69685-10-5
• Molecular Formula: C6H12O
• Molecular Weight: 100.161
• Hs Code.: 2912.19
• European Community (EC) Number: 204-605-2
• NSC Number: 49351
• UN Number: 2367
• UNII: 64L45T2504
• DSSTox Substance ID: DTXSID9021978
• Nikkaji Number: J59.528D
• Wikidata: Q27162196
• Metabolomics Workbench ID: 44967
• ChEMBL ID: CHEMBL2270061
• Mol file: 123-15-9.mol

Synonyms:2-Methylpentanal;2-Methylvaleraldehyde;123-15-9;Methyl valeraldehyde;Pentanal, 2-methyl-;2-Formylpentane;2-METHYLPENTALDEHYDE;Pentanal, methyl-;Valeraldehyde, 2-methyl-;2-Methylvaleric aldehyde;alpha-Methylpentanal;alpha-Methylpentenal;Methylpentaldehyde;2-methyl-pentanal;2-METHYL VALERALDEHYDE;FEMA No. 3413;FEMA Number 3413;2-Methylpental;NSC 49351;.alpha.-Methylpentanal;HSDB 1129;2-Methyl-n-valeraldehyde;EINECS 204-605-2;UN2367;n-C3H7CH(CH3)CHO;AI3-25464;DTXSID9021978;CHEBI:89986;UNII-64L45T2504;NSC-49351;64L45T2504;EC 204-605-2;73513-30-1;alpha-Methylvaleraldehyde [UN2367] [Flammable liquid];methyl-pentanal;2-methyl pentanal;alpha -methylpentenal;2-methylpentan-1-al;Pentanal, 2-metil-;2-methyl-valeraldehyde;.alpha.-Methylpentenal;alpha-Methylvaleraldehyde;2-Methylpentanal, 98%;alpha -methyl valeraldehyde;.alpha.-Methyl valeraldehyde;SCHEMBL43746;2-Methylpentanal, >=97%;DTXCID201978;2-METHYLPENTANAL [FHFI];CHEMBL2270061;FEMA 3413;FTZILAQGHINQQR-UHFFFAOYSA-;(+/-)-2-METHYLPENTANAL;.ALPHA.-METHYLVALERALDEHYDE;Valeraldehyde, 2-methyl- (8CI);2-METHYLPENTALDEHYDE [HSDB];NSC49351;STR04185;Tox21_303754;MFCD00006986;NA2367;AKOS000121097;UN 2367;NCGC00356941-01;CAS-123-15-9;LS-101467;FT-0645766;M0596;EN300-26308;W-108416;Q27162196;alpha-Methylvaleraldehyde [UN2367] [Flammable liquid];F2190-0605

Chemical Property of 2-Methylpentanal

Chemical Property:

• Appearance/Colour: Clear liquid
• Vapor Pressure: 16.9mmHg at 25°C
• Melting Point: -60oC
• Refractive Index: 1.3990 - 1.4015
• Boiling Point: 118.1 °C at 760 mmHg
• Flash Point: 16.7 °C
• PSA: 17.07000
• Density: 0.799 g/cm³
• LogP: 1.62150
• Sensitive.: Air Sensitive
• Water Solubility.: Soluble in water (4.2g/L at 25°C).
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 100.088815002
• Heavy Atom Count: 7
• Complexity: 50.1
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

2-Methylvaleraldehyde(>90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F; Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38-52/53-R52/53-R36/37/38-R11
• Safety Statements: 16-26-36-S36-S26-S16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: CCCC(C)C=O
• Description: 2-Methylpentanal has an ethereal, fruity odor. This may be prepared from 2-methylpentanol by catalytic oxidation.
• Uses: 2-Methylvaleraldehyde is used as an intermediate to manufacture organic compounds (pharmaceuticals, odorants and flavorings) Intermediates for dyes, resins, pharmaceuticals.

Technology Process of 2-Methylpentanal

There total 76 articles about 2-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: 83.7%

1-penten (109-67-1) + carbon monoxide (201230-82-2) → 2-methylvaleraldehyde (123-15-9) + hexanal (66-25-1)

Guidance literature:

With acetylacetonatodicarbonylrhodium(l); hydrogen; triphenylphosphine; In neat (no solvent); at 80 ℃; for 1h; under 7500.75 Torr; Time; Catalytic behavior; Autoclave;

DOI:10.1016/j.molcata.2015.07.021

Reference yield: 69.1%

propionaldehyde (123-38-6) → propan-1-ol (71-23-8) + 2-methylpentan-1-ol (105-30-6) + 2-methyl-2-pentenal (14250-96-5,16958-22-8,623-36-9) + 2-methylvaleraldehyde (123-15-9)

Guidance literature:

With hydrogen; aluminum oxide; nickel; molybdenum; at 180 ℃; under 51714.8 Torr; Further Variations:; Catalysts; Temperatures; Product distribution;

DOI:10.1021/jp046489q

Reference yield: 8.0%

(E)-2-methylpent-2-enal (623-36-9) → 2-methylpent-2-enoic acid (16957-70-3) + 2-Methylpentanoic acid (97-61-0,22160-39-0) + 2-methylvaleraldehyde (123-15-9)

Guidance literature:

With aldehyde dehydrogenase from E_.coli; ene-reductase from Saccharomyces cerevisiae; NADH; In aq. phosphate buffer; at 30 ℃; for 0.5h; pH=7; Time; Enzymatic reaction;

DOI:10.1039/c4ob02282c

upstream raw materials:

propan-1-ol

3-methyl-3-propyl-oxiranecarboxylic acid ethyl ester

2-methylpentan-1-ol

2-methyl-2-pentenal

Downstream raw materials:

2-methyl-2-propyl-1,3-propanediol

2-Amino-2-methyl-hexansaeure

2-methylpentylamine

2-methylpentan-1-ol

Refernces

• 1、 Pittman,Hanes. "-". . p. 5402,5403. Retrieved 1976.
• 2、 Thongkam, Pech,Jindabot, Sudarat,Prabpai, Samran,Kongsaeree, Palangpon,Wititsuwannakul, Taveechai,Surawatanawong, Panida,Sangtrirutnugul, Preeyanuch. "Pyridine-triazole ligands for copper-catalyzed aerobic alcohol oxidation". . p. 55847 - 55855. Retrieved 2015.
• 3、 Adkins,Krsek. "-". . . Retrieved 1949.
• 4、 Stevens, James G.,Bourne, Richard A.,Poliakoff, Martyn. "The continuous self aldol condensation of propionaldehyde in supercritical carbon dioxide: A highly selective catalytic route to 2-methylpentenal". . p. 409 - 416. Retrieved 2009.
• 5、 Kirmse,W.,Waechtershaeuser,G.. "-". . p. 63 - 72. Retrieved 1966.
• 6、 -. "Catalyst composition containing bidentate phosphine ligand and application thereof". Paragraph 0068; 0081-0084. . Retrieved 2021/11/03.
• 7、 -. "Method for synthesizing fluorescent dye intermediate aldehyde by hydroformylation of 1,3-diene compound". Paragraph 0053-0054; 0056-0057. . Retrieved 2021/08/07.