2-Tridecenal

Base Information

• Chemical Name: 2-Tridecenal
• CAS No.: 7774-82-5
• Molecular Formula: C13H24 O
• Molecular Weight: 196.333
• European Community (EC) Number: 230-362-7,231-883-2
• NSC Number: 617616
• UNII: C950P0MYML
• DSSTox Substance ID: DTXSID8052518
• Nikkaji Number: J60.731B,J227.363B
• Wikidata: Q27275342
• Metabolomics Workbench ID: 3473
• ChEMBL ID: CHEMBL1995395
• Mol file: 7774-82-5.mol

Synonyms:2-TRIDECENAL;(E)-Tridec-2-enal;7774-82-5;trans-2-Tridecenal;trans-2-tridecen-1-al;(e)-2-tridecenal;7069-41-2;(2E)-2-Tridecenal;3-Decylacrolein;(E)-Tridecen-2-al;FEMA No. 3082;2-Tridecenal, (E)-;EINECS 231-883-2;UNII-C950P0MYML;C950P0MYML;EINECS 230-362-7;NSC-617616;tridec - 2 - enal;2-TRIDECEN-1-AL;2E-tridecenal;NSC617616;(2E)-tridec-2-enal;(e)-2-tridecen-1-al;2-TRANS-TRIDECENAL;2-Tridecenal(High Trans);2-Tridecenal, (2E)-;2-TRIDECENAL [FCC];2-TRIDECENAL [FHFI];2-TRIDECENAL, TRANS-;CHEMBL1995395;DTXSID8052518;(E) - tridecen - 2 - al;FEMA 3082;CHEBI:184224;VMUNAKQXJLHODT-UHFFFAOYSA-N;2-TRIDECENAL (HIGH TRANS);BCP25477;LMFA06000075;LS-3131;W-104300;Q27275342;2-Tridecenal, predominantly trans, >=95%, stabilized, FCC, FG

Chemical Property of 2-Tridecenal

Chemical Property:

• Appearance/Colour: white to slightly yellow liquid
• Refractive Index: n20/D 1.459(lit.)
• Boiling Point: 115-118 °C10 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 17.07000
• Density: 0.85 g/mL at 25 °C(lit.)
• LogP: 4.27230
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 196.182715385
• Heavy Atom Count: 14
• Complexity: 138

Purity/Quality:

99.9% ^*data from raw suppliers

2-Tridecenal predominantly trans, ≥95%, stabilized, FCC, FG ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Low toxicity by ingestion and skin contact.
• Hazard Codes: Low toxicity by ingestion and skin contact.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCC=CC=O
• Isomeric SMILES: CCCCCCCCCC/C=C/C=O
• Uses: Food additive.

Technology Process of 2-Tridecenal

There total 3 articles about 2-Tridecenal 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: 71.0%

2-tridecenoyl chloride (857079-00-6) → tridecylenic aldehyde (7774-82-5)

Guidance literature:

With methyldiphenylsilane; tris(2,4,6-trimethylphenyl)phosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 40 ℃; for 1.5h; Schlenk technique; Inert atmosphere;

DOI:10.1055/s-0032-1317155

Reference yield: 64.0%

→ tridecylenic aldehyde (7774-82-5)

Guidance literature:

With Octadecanethiol; copper diacetate; In water; acetonitrile; at 60 ℃; for 40h;

Reference yield:

2-tridecenoic acid (6969-16-0) → tridecylenic aldehyde (7774-82-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / diethyl ether / 20 °C

2: bis(dibenzylideneacetone)-palladium⁽⁰⁾; tris(2,4,6-trimethylphenyl)phosphine; methyldiphenylsilane / toluene / 1.5 h / 40 °C / Schlenk technique; Inert atmosphere

With thionyl chloride; methyldiphenylsilane; tris(2,4,6-trimethylphenyl)phosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In diethyl ether; toluene;

DOI:10.1055/s-0032-1317155

upstream raw materials:

2-tridecenoyl chloride

2-tridecenoic acid

Refernces

• 1、 Fujihara, Tetsuaki,Cong, Cong,Iwai, Tomohiro,Terao, Jun,Tsuji, Yasushi. "Palladium-catalyzed reduction of acid chlorides to aldehydes with hydrosilanes". supporting information. p. 2389 - 2392. Retrieved 2013/07/19.