Dibutyl azelate

Base Information

• Chemical Name: Dibutyl azelate
• CAS No.: 2917-73-9
• Molecular Formula: C17H32 O4
• Molecular Weight: 300.439
• Hs Code.: 2917139000
• European Community (EC) Number: 220-850-8
• NSC Number: 93294
• UNII: TSR57315NK
• DSSTox Substance ID: DTXSID5044815
• Nikkaji Number: J45.532F
• Wikidata: Q27290265
• ChEMBL ID: CHEMBL3182086
• Mol file: 2917-73-9.mol

Synonyms:DIBUTYL AZELATE;Dibutyl nonanedioate;2917-73-9;Azelaic acid, dibutyl ester;nonanedioic acid dibutyl ester;Nonanedioic acid, dibutyl ester;Ergoplast AZDB;1,9-Di-n-butyl nonanedioate;Nonanedioic acid, 1,9-dibutyl ester;3370-97-6;UNII-TSR57315NK;TSR57315NK;DTXSID5044815;HSDB 5904;EINECS 220-850-8;NSC 93294;NSC-93294;AI3-01982;Dibutyl azelaate;Di-n-butyl azelate;Dibutyl azelaate #;1,9-dibutyl nonanedioate;NCIOpen2_005806;dibutyl azelaate, AldrichCPR;SCHEMBL116797;CHEMBL3182086;DTXCID3024815;NSC93294;Tox21_301270;NCGC00256129-01;CAS-2917-73-9;1,9-DI-N-BUTYL NONANEDIOATE [HSDB];AO-181/25113027;Q27290265

Chemical Property of Dibutyl azelate

Chemical Property:

• Vapor Pressure: 9.41E-05mmHg at 25°C
• Melting Point: 107-108oC
• Boiling Point: 339.1°C at 760 mmHg
• Flash Point: 152°C
• PSA: 52.60000
• Density: 0.95g/cm³
• LogP: 4.40370
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 16
• Exact Mass: 300.23005950
• Heavy Atom Count: 21
• Complexity: 238

Purity/Quality:

DIBUTYL AZELAATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Other Plasticizers
• Canonical SMILES: CCCCOC(=O)CCCCCCCC(=O)OCCCC
• Uses: It is used as a component of contact lenses and as a plasticizer.

Technology Process of Dibutyl azelate

There total 3 articles about Dibutyl 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: 78.0%

azelaic acid (123-99-9,26776-28-3) + butan-1-ol (71-36-3) → di-butyl azelate (2917-73-9)

Guidance literature:

With sulfuric acid; at 20 ℃; for 0.0541667h;

DOI:10.1039/c5gc02494c

Reference yield:

1,3-heptadiene (1002-26-2) + carbon monoxide (201230-82-2) + butan-1-ol (71-36-3) → di-butyl azelate (2917-73-9)

Guidance literature:

With palladium(II) trifluoroacetate; HeMaRaphos; toluene-4-sulfonic acid; In toluene; at 120 ℃; for 24h; under 30003 Torr; regioselective reaction;

DOI:10.1126/science.aaz1293

Reference yield:

1-bromo-butane (109-65-9) + azelaic acid (123-99-9,26776-28-3) → di-butyl azelate (2917-73-9) + Nonanedioic acid monobutyl ester (4753-32-6)

Guidance literature:

With sodium hydroxide; Aliquat 336; In toluene; for 24h; Heating;

DOI:10.1016/0040-4020(89)80151-6

upstream raw materials:

azelaic acid

butan-1-ol

1-bromo-butane

1,3-heptadiene