1-Dodecanal

Base Information

• Chemical Name: 1-Dodecanal
• CAS No.: 112-54-9
• Molecular Formula: C12H24O
• Molecular Weight: 184.322
• Hs Code.: 2912.19
• European Community (EC) Number: 203-983-6
• NSC Number: 55212,52196,46128
• UNII: C42O120SEF
• DSSTox Substance ID: DTXSID6021589
• Nikkaji Number: J22.116C
• Wikipedia: Dodecanal
• Wikidata: Q5287808
• Metabolomics Workbench ID: 3469
• ChEMBL ID: CHEMBL2228373
• Mol file: 112-54-9.mol

Synonyms:Lauraldehyde(8CI);1-Dodecanal;Dodecanaldehyde;Lauric aldehyde;Laurinaldehyde;Lauryl aldehyde;NSC 46128;NSC 52196;NSC 55212;n-Dodecanal;n-Dodecyl aldehyde;n-Lauraldehyde;

Chemical Property of 1-Dodecanal

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.0344mmHg at 25°C
• Melting Point: 12 °C
• Refractive Index: 1.432 - 1.438
• Boiling Point: 242.2 °C at 760 mmHg
• Flash Point: 102 °C
• PSA: 17.07000
• Density: 0.823 g/cm³
• LogP: 4.10620
• Water Solubility.: insoluble
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 184.182715385
• Heavy Atom Count: 13
• Complexity: 99.3

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi, N
• Hazard Codes: Xi:Irritant;; <
• Statements: R38:; R51/53:
• Safety Statements: S29:; S37:; S61:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: CCCCCCCCCCCC=O

Technology Process of 1-Dodecanal

There total 177 articles about 1-Dodecanal 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: 63.0%

1-dodecene (112-41-4,25067-08-7,62132-67-6) → dodecan-2-one (6175-49-1) + Dodecanal (112-54-9)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; silver(I) nitrite; copper(II) choride dihydrate; nitromethane; Tridecane; oxygen; tert-butyl alcohol; at 20 ℃; for 6h; under 760.051 Torr; Reagent/catalyst; Temperature; Concentration; Overall yield = 80 %;

DOI:10.1002/anie.201306756

Reference yield: 50.0%

1-dodecyne (765-03-7) → dodecan-2-one (6175-49-1) + Dodecanal (112-54-9)

Guidance literature:

With water; RuCl₂(C₆H₆)(PPh₂(C₆F₅)); (pentafluorophenyl)diphenylphosphine; In isopropyl alcohol; at 80 ℃; for 7h;

DOI:10.1002/(SICI)1521-3773(19981102)37:20<2867::AID-ANIE2867>3.0.CO;2-E

Reference yield: 3.0%

Decyl-oxiran (2855-19-8) → dodecan-2-one (6175-49-1) + Dodecanal (112-54-9) + 1-iodo-2-dodecanol

Guidance literature:

manganese(II) iodide; In tetrahydrofuran; at 70 ℃; for 2h;

DOI:10.1016/0022-328X(85)87389-7

upstream raw materials:

lauric acid

formic acid

n-dodecanoyl chloride

1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione

Downstream raw materials:

1,1-dimethoxy-dodecane

3-tetradecanol

5-hexadecanol

2-decylteradecanol

Refernces

Homogeneous catalytic aminocarbonylation of 1-iodo-1-dodecene. The facile synthesis of odd-number carboxamides via palladium-catalysed aminocarbonylation

10.1016/j.tet.2008.08.022

This research investigates the synthesis of odd-number carboxamides through palladium-catalysed aminocarbonylation of (E)- and (Z)-1-iodo-1-dodecene. The study aims to extend the scope of aminocarbonylation to open-chain iodoalkenes, which are easily accessible from even-number aldehydes, to produce odd-number linear carboxamides that are less common in nature. Key chemicals used include various amine nucleophiles such as tert-butylamine, piperidine, morpholine, and glycine methyl ester, along with the iodoalkene substrate synthesised from 1-dodecanal via a hydrazone intermediate. The reactions were performed under atmospheric and high-pressure carbon monoxide conditions using palladium(II) acetate and triphenylphosphine as catalysts. The study concludes that the chemoselectivity of the reaction towards forming conjugated unsaturated carboxamides or alkyne-type amides depends on factors like the type of amine used and carbon monoxide pressure. The findings provide an efficient method for functionalising open-chain iodoalkenes and offer a straightforward route to synthesise higher carboxamides from readily available aldehydes, contributing to the field of synthetic chemistry and potentially aiding in the development of new pharmaceuticals and materials.