Dihexyl azelate

Base Information

• Chemical Name: Dihexyl azelate
• CAS No.: 109-31-9
• Molecular Formula: C21H40 O4
• Molecular Weight: 356.546
• Hs Code.: 2917139000
• European Community (EC) Number: 203-664-1
• UNII: F3BBD41PQ1
• DSSTox Substance ID: DTXSID9047623
• Nikkaji Number: J22.145G
• Wikidata: Q27277578
• ChEMBL ID: CHEMBL3184936
• Mol file: 109-31-9.mol

Synonyms:Di-n-hexyl azelate;dihexyl nonanedioate;109-31-9;DIHEXYL AZELATE;DnHA;Nonanedioic acid, dihexyl ester;Azelaic acid, dihexyl ester;Plastolein 9051;Plastolein 9050;Plastolein 9051 DHNZ;Azelaic acid dihexyl ester;Di-n-hexylester kyseliny azelaove;HSDB 5389;EINECS 203-664-1;Nonanedioic acid, 1,9-dihexyl ester;UNII-F3BBD41PQ1;F3BBD41PQ1;Di-n-hexylester kyseliny azelaove [Czech];DTXSID9047623;di-n-hexylazelat;Dihexyl azelaate #;Priplast 3013;SCHEMBL226316;DIHEXYL AZELATE [HSDB];CHEMBL3184936;DTXCID7027623;Tox21_303465;NONANEDIOIC ACID DIHEXYL ESTER;AKOS015915910;Dihexyl azelate, technical grade, 65%;NCGC00257418-01;CAS-109-31-9;LS-22783;FT-0751621;Q27277578

Chemical Property of Dihexyl azelate

Chemical Property:

• Vapor Pressure: 3.46E-06mmHg at 25°C
• Melting Point: -7.9°C
• Refractive Index: n20/D 1.444(lit.)
• Boiling Point: 386.8 °C at 760 mmHg
• Flash Point: 173.4 °C
• PSA: 52.60000
• Density: 0.93 g/mL at 25 °C(lit.)
• LogP: 5.67590
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 20
• Exact Mass: 356.29265975
• Heavy Atom Count: 25
• Complexity: 285

Purity/Quality:

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

DihexylAzelate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Other Plasticizers
• Canonical SMILES: CCCCCCOC(=O)CCCCCCCC(=O)OCCCCCC
• Uses: Dihexyl Azelate is a plasticized PVC compound which is used in sensing films for the determination of BTEX compounds in aqueous samples.

Technology Process of Dihexyl azelate

There total 5 articles about Dihexyl azelate 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:

azelaic acid (123-99-9,26776-28-3) + hexan-1-ol (111-27-3) → di-hexyl azelate (109-31-9)

Guidance literature:

With sulfuric acid; In toluene; at 120 - 130 ℃; for 4h; Dean-Stark;

DOI:10.14233/ajchem.2021.23209

Reference yield:

C33H46N2O6 + hexan-1-ol (111-27-3) → di-hexyl azelate (109-31-9)

Guidance literature:

With 2,2':6,2''-terpyridine; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; In toluene; at 100 ℃; for 20h; Inert atmosphere;

DOI:10.1002/anie.201607856

Reference yield:

N,N'-dibenzyl-nonanediamide (24333-41-3) → di-hexyl azelate (109-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / acetonitrile / 12 h / 23 °C / Inert atmosphere

2: 2,2':6,2''-terpyridine; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾ / toluene / 20 h / 100 °C / Inert atmosphere

With dmap; 2,2':6,2''-terpyridine; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; In toluene; acetonitrile;

DOI:10.1002/anie.201607856

upstream raw materials:

hexan-1-ol

N,N'-dibenzyl-nonanediamide

azelaoyl chloride

azelaic acid

Refernces

• 1、 Hie, Liana,Baker, Emma L.,Anthony, Sarah M.,Desrosiers, Jean-Nicolas,Senanayake, Chris,Garg, Neil K.. "Nickel-Catalyzed Esterification of Aliphatic Amides". supporting information. p. 15129 - 15132. Retrieved 2016/11/25.