2-Ethylhex-2-enal

Base Information

• Chemical Name: 2-Ethylhex-2-enal
• CAS No.: 645-62-5
• Deprecated CAS: 128744-21-8
• Molecular Formula: C8H14 O
• Molecular Weight: 126.199
• Hs Code.: 2912190090
• European Community (EC) Number: 247-571-4
• UN Number: 1988
• DSSTox Substance ID: DTXSID4025296
• Wikidata: Q24735451
• Metabolomics Workbench ID: 130593
• ChEMBL ID: CHEMBL3181995
• Mol file: 645-62-5.mol

Synonyms:2-Ethyl-2-hexenal;26266-68-2;EPA (CHRIS Code);DTXSID4025296;2-ethyl-2-hex-enal;CHEMBL3181995;AKOS030253178;SB85342;E0123;FT-0612235;Q24735451

Chemical Property of 2-Ethylhex-2-enal

Chemical Property:

• Appearance/Colour: colourless liquid with a strong smell
• Vapor Pressure: 1.17mmHg at 25°C
• Melting Point: 3.5°C (estimate)
• Refractive Index: 1.4490 to 1.4530
• Boiling Point: 175 C
• Flash Point: 68 C
• PSA: 17.07000
• Density: 0,85 g/cm3
• LogP: 2.32180
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 126.104465066
• Heavy Atom Count: 9
• Complexity: 103
• Transport DOT Label: Flammable Liquid Poison

Purity/Quality:

98% ^*data from raw suppliers

2-Ethyl-2-hexenal (cis- and trans- mixture) >94.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Toxic by inhalation and ingestion; strong irritant.
• Hazard Codes: Toxic by inhalation and ingestion; strong irritant.
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC=C(CC)C=O
• Uses: Insecticide, organic synthesis (intermediate), warning agents, and leak detectors.

Technology Process of 2-Ethylhex-2-enal

There total 108 articles about 2-Ethylhex-2-enal 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: 31.5%

ethyloxirane (106-88-7) → (E/Z)-2-buten-1-ol (6117-91-5,542-72-3) + 2-ethylhexenal (645-62-5) + butyraldehyde (123-72-8) + butanone (78-93-3)

Guidance literature:

With magnesium bromide; In N,N-dimethyl-formamide; at 130 ℃; for 1.16667h; Further byproducts given;

Reference yield: 1.8%

butyraldehyde (123-72-8) → 2‐ethylhex‐2‐en‐1‐ol (50639-00-4) + 2-ethylhexenal (645-62-5) + butan-1-ol (71-36-3)

Guidance literature:

With hydrogen; at 180 ℃; for 10h; under 30003 Torr; Overall yield = 91.3 %; Catalytic behavior; Autoclave; Inert atmosphere; Green chemistry;

DOI:10.1039/c5gc00223k

Reference yield:

crotonaldehyde (123-73-9,4170-30-3) → (E/Z)-2-buten-1-ol (6117-91-5,542-72-3) + 2-ethylhexenal (645-62-5) + butyraldehyde (123-72-8) + butan-1-ol (71-36-3)

Guidance literature:

With hydrogen; silver-manganese oxide; at 180 ℃; for 2h; under 38000 Torr; Product distribution; other temp.;

DOI:10.1246/cl.1992.927

upstream raw materials:

2,4,6-tris(n-propyl)-1,3,5-trioxane

(+/-)-2-ethyl-hex-3t-enal

2-ethyl-3-hydroxyhexanal

benzaldehyde

Downstream raw materials:

4-ethyl-octa-2,4-dienoic acid

2,4-diethyl-7-oxo-6-phenyl-6-aza-bicyclo[3.2.1]oct-3-ene-8-carboxylic acid

2-Ethylhexylamine

d,l-2-ethylhexanal

Refernces

• 1、 Yang, Yifei,Lin, Fan,Tran, Honghi,Chin, Ya-Huei Cathy. "Butanal Condensation Chemistry Catalyzed by Br?nsted Acid Sites on Polyoxometalate Clusters". . p. 287 - 299. Retrieved 2017.
• 2、 Müller, Matthias,Buchner, Magnus R.. "Beryllium-Induced Conversion of Aldehydes". . p. 11147 - 11156. Retrieved 2019.
• 3、 Bruijnincx, Pieter C. A.,Ftouni, Jamal,Jose, Tharun. "Structured hydroxyapatite composites as efficient solid base catalysts for condensation reactions". . p. 3428 - 3436. Retrieved 2021.
• 4、 Ma, Ben,Sun, Rongxia,Yang, Jingya. "Cobalt-catalyzed direct α-hydroxymethylation of amides with methanol as a C1 source". supporting information. p. 1382 - 1385. Retrieved 2022/02/05.
• 5、 Xu, Zhanwei,Yan, Peifang,Liang, Changhui,Jia, Songyan,Liu, Xiumei,Zhang, Z. Conrad. "Electronic and steric factors for enhanced selective synthesis of 2-ethyl-1-hexanol in the Ir-complex-catalyzed Guerbet reaction of 1-butanol". . p. 1586 - 1592. Retrieved 2021/05/10.