10,12-Octadecadiynoic acid

Base Information

• Chemical Name: 10,12-Octadecadiynoic acid
• CAS No.: 7333-25-7
• Molecular Formula: C₁₈H₂₈O₂
• Molecular Weight: 276.419
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID90334967
• Nikkaji Number: J1.595.482E
• Wikidata: Q27114922
• Metabolomics Workbench ID: 952
• Mol file: 7333-25-7.mol

Synonyms:10,12-Octadecadiynoic acid;7333-25-7;octadeca-10,12-diynoic acid;10,12-Octadecadiynoicacid;LMFA01030542;Octadeca-10,12-diinsaeure;SCHEMBL417934;CHEBI:32411;DTXSID90334967;MFCD00066348;10a12a-18:2;AKOS001015966;Q27114922

Chemical Property of 10,12-Octadecadiynoic acid

Chemical Property:

• Melting Point: 40-42°C
• Boiling Point: 175-180 °C(Press: 0.04 Torr)
• PKA: 4.78±0.10(Predicted)
• Flash Point: 206.8oC
• PSA: 37.30000
• Density: 0.963±0.06 g/cm3(Predicted)
• LogP: 4.77890
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 276.208930132
• Heavy Atom Count: 20
• Complexity: 369

Purity/Quality:

98% ^*data from raw suppliers

10,12-OCTADECADIYNOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC#CC#CCCCCCCCCC(=O)O

Technology Process of 10,12-Octadecadiynoic acid

There total 5 articles about 10,12-Octadecadiynoic acid 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: 87.0%

1-bromohept-1-yne (19821-84-2) + undec-10-ynoic acid (2777-65-3) → 10,12-octadecadiynoic acid (7333-25-7)

Guidance literature:

With sodium hydroxide; copper(l) iodide; hydroxylamine hydrochloride; In methanol; for 0.75h;

Reference yield: 40.0%

undec-10-ynoic acid (2777-65-3) + 1-Heptyne (628-71-7) → 10,12-octadecadiynoic acid (7333-25-7)

Guidance literature:

With air; N,N,N,N,-tetramethylethylenediamine; copper(l) chloride; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1039/b517022m

Reference yield:

1-Bromopentane (110-53-2) → 10,12-octadecadiynoic acid (7333-25-7)

Guidance literature:

Multi-step reaction with 3 steps

1: liquid NH₃

2: sidium hypobromite

3: aq.NaOH, Et₃N, NH₂OH*HCl, CuCl / methanol

With sodium hydroxide; sodium hypobromide; hydroxylamine hydrochloride; ammonia; triethylamine; copper(l) chloride; In methanol;

upstream raw materials:

undec-10-ynoic acid

1-Heptyne

1-bromohept-1-yne

1-Bromopentane

Downstream raw materials:

(3,5-bis-octadeca-10,12-diynyloxy-phenyl)-methanol

3,5-bis-octadeca-10,12-diynyloxy-benzoic acid methyl ester

malonic acid bis-(3,5-bis-octadeca-10,12-diynyloxy-benzyl) ester

4-(10,12-octadecadiynyloxy)-4'-cyanobiphenyl

Refernces

• 1、 Jie, Marcel S. F. Lie Ken,Chau, Sherman H.. "Synthesis and Nuclear Magnetic Resonance Studies on a Series of Synthesis Long-chain Tellurophene Fatty Esters". . p. 2642 - 2657. Retrieved 2007/10/03.
• 2、 Budilova, I. Yu.,Kolesnikov, A. M.,Kolotilo, N. V.,Il'chenko, A. Ya.. "REACTION OF DIYNOYL CHLORIDES WITH PARA-SUBSTITUTED PHENOLS". . p. 264 - 267. Retrieved 2007/10/02.