Decyl 4-hydroxybenzoate

Base Information

• Chemical Name: Decyl 4-hydroxybenzoate
• CAS No.: 69679-30-7
• Molecular Formula: C17H26O3
• Molecular Weight: 278.392
• NSC Number: 309819
• UNII: 6F8Q769CYF
• DSSTox Substance ID: DTXSID80219971
• Nikkaji Number: J87.214H
• Wikidata: Q83097031
• Mol file: 69679-30-7.mol

Synonyms:decyl 4-hydroxybenzoate;69679-30-7;decylparaben(decyl4-hydroxybenzoate);p-Hydroxybenzoic acid decyl ester;BENZOIC ACID, p-HYDROXY-, DECYL ESTER;p-Oxybenzoesauredecyl ester [German];p-Oxybenzoesauredecyl ester;Benzoic acid, 4-hydroxy-, decyl ester;BRN 4748062;6F8Q769CYF;NSC-309819;decyl4-hydroxybenzoate;UNII-6F8Q769CYF;SCHEMBL1263063;DTXSID80219971;4-Hydroxybenzoic acid decyl ester;MFCD01661520;NSC309819;AKOS024462404;DS-9806;NSC 309819;s10734;Decylparaben (= decyl 4-hydroxybenzoate);LS-37553;CS-0152166;A866781

Chemical Property of Decyl 4-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 7.48E-07mmHg at 25°C
• Melting Point: 58°C
• Refractive Index: 1.5490 (estimate)
• Boiling Point: 396.4°Cat760mmHg
• Flash Point: 156.3°C
• PSA: 46.53000
• Density: 1.014g/cm³
• LogP: 4.68970
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: 24.5mg/L(25 oC)
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 278.18819469
• Heavy Atom Count: 20
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

Decyl4-hydroxybenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCOC(=O)C1=CC=C(C=C1)O

Technology Process of Decyl 4-hydroxybenzoate

There total 3 articles about Decyl 4-hydroxybenzoate 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: 88.0%

decyl 4-methoxycarbonyloxybenzoate → 4-hydroxybenzoic acid decyl ester (69679-30-7)

Guidance literature:

With ammonia; In ethanol;

Reference yield: 80.0%

1-Decanol (112-30-1) + 4-hydroxy-benzoic acid (99-96-7) → 4-hydroxybenzoic acid decyl ester (69679-30-7)

Guidance literature:

With zirconocene bis(perfluorooctanesulfonate) trihydrate*(tetrahydrofuran); In neat (no solvent); at 100 ℃; chemoselective reaction; Sealed tube; Green chemistry;

DOI:10.1039/c7gc02174g

Reference yield: 68.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + 1-(tert-butyldimethylsilyl)oxydecane (89155-65-7) → 4-hydroxybenzoic acid decyl ester (69679-30-7)

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; Selectfluor; In acetonitrile; at 20 ℃; for 13.5h; Inert atmosphere; Irradiation;

DOI:10.1055/s-0037-1610717

upstream raw materials:

1-Decanol

4-hydroxy-benzoic acid

4-hydroxy-benzaldehyde

1-(tert-butyldimethylsilyl)oxydecane

Downstream raw materials:

C₂₅H₃₀O₅

C₈₁H₉₀O₁₈

4-(2-ethoxypropyloxy)benzoic acid 4'(decyloxycarbonyl)phenyl ester

C₃₃H₄₆O₆

Refernces

• 1、 Talukdar, Ranadeep. "Single-Step Dual Functionalization: One-Pot Bromination-Cross-Dehydrogenative Esterification of Hydroxy Benzaldehydes with CCl 3 Br - A Comparison with Selectfluor". supporting information. p. 1713 - 1718. Retrieved 2019/08/28.
• 2、 Zuev. "Dipole architecture of molecules and mesomorphic behavior of liquid crystals with rigid T-shaped mesogenic fragment". experimental part. p. 1559 - 1564. Retrieved 2009/06/28.