2-Hexadecenal

Base Information

• Chemical Name: 2-Hexadecenal
• CAS No.: 3163-37-9
• Molecular Formula: C16H30 O
• Molecular Weight: 238.414
• UNII: Z79H35Z0RU
• DSSTox Substance ID: DTXSID801015907
• Metabolomics Workbench ID: 3487
• Nikkaji Number: J346.316H,J805.025B
• Wikidata: Q27102466
• Mol file: 3163-37-9.mol

Synonyms:2-(15,15,16,16,16-d5)-hexadecenal;2-(d5)-hexadecenal;2-hexadecenal

Chemical Property of 2-Hexadecenal

Chemical Property:

• Vapor Pressure: 0.000145mmHg at 25°C
• Melting Point: 34 °C
• Boiling Point: 332.6°Cat760mmHg
• Flash Point: 166.4°C
• PSA: 17.07000
• Density: 0.84g/cm³
• LogP: 5.44260
• Storage Temp.: -20°C
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 13
• Exact Mass: 238.229665576
• Heavy Atom Count: 17
• Complexity: 172

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC=CC=O
• Isomeric SMILES: CCCCCCCCCCCCC/C=C/C=O
• Uses: 16:1 aldehyde ((2E)-hexadecenal) has been used as an internal standard for extraction and detection of derivatized fatty aldehydes from HepG2 cell line by high performance liquid chromatography-electrospray ionization-quadrupole/time-of flight mass spectrometry (HPLC-ESI-QTOF).

Technology Process of 2-Hexadecenal

There total 5 articles about 2-Hexadecenal 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:

Sphingosine-1-phosphate (26993-30-6,26993-39-5) → 2-aminoethyl dihydrogen phosphate (1071-23-4) + (E)-hexadec-2-enal (3163-37-9,51534-41-9,22644-96-8)

Guidance literature:

With pyridoxal 5'-phosphate; human sphingosine-1-phosphate lyase; In water; dimethyl sulfoxide; at 20 ℃; for 22h; pH=8; Reagent/catalyst; Kinetics; Enzymatic reaction;

DOI:10.1016/j.bmcl.2016.02.084

Reference yield:

[(2S,3R)-2-amino-3-hydroxyoctadec-4-enyl] dihydrogen phosphate (26993-39-5) → 2-aminoethyl dihydrogen phosphate (1071-23-4) + (E)-hexadec-2-enal (3163-37-9,51534-41-9,22644-96-8)

Guidance literature:

With sphingosine-1-phosphate lyase; Enzymatic reaction;

DOI:10.1016/j.bbrc.2012.06.012

Reference yield:

1-O-hexadec-1'-enyl-sn-glycero-3-phosphocholine (174953-13-0) → n-pentadecanal (2765-11-9) + myristylaldehyde (124-25-4,511542-15-7) + n-hexadecylaldehyde (629-80-1) + 2-hexadecenal (3163-37-9)

Guidance literature:

With Dibenzothiophene sulfoxide; In acetonitrile; for 5h; Time; UV-irradiation; Inert atmosphere; Sealed tube;

DOI:10.1111/php.12201

upstream raw materials:

[(2S,3R)-2-amino-3-hydroxyoctadec-4-enyl] dihydrogen phosphate

Sphingosine-1-phosphate

1-O-hexadec-1'-enyl-sn-glycero-3-phosphocholine

Downstream raw materials:

(E)-hexadec-2-en-1-ol

(R)-(-)-N-(E-2-hexadecenylydene)-p-toluenesulfinimide

t-butyl (2R,3S)-1-benzyl-3-(pentadec-1-enyl)aziridine-2-carboxylate

t-butyl (2R,3R)-1-benzyl-3-(pentadec-1-enyl)aziridine-2-carboxylate

Refernces

• 1、 Argiriadi, Maria A.,Banach, David,Radziejewska, Elzbieta,Marchie, Susan,Dimauro, Jennifer,Dinges, Jurgen,Dominguez, Eric,Hutchins, Charles,Judge, Russell A.,Queeney, Kara,Wallace, Grier,Harris, Christopher M.. "Creation of a S1P Lyase bacterial surrogate for structure-based drug design". . p. 2293 - 2296. Retrieved 2016/04/20.
• 2、 Upadhyaya, Pramod,Kumar, Ashok,Byun, Hoe-Sup,Bittman, Robert,Saba, Julie D.,Hecht, Stephen S.. "The sphingolipid degradation product trans-2-hexadecenal forms adducts with DNA". scheme or table. p. 18 - 21. Retrieved 2012/09/22.