Octyl 4-hydroxybenzoate

Base Information

• Chemical Name: Octyl 4-hydroxybenzoate
• CAS No.: 1219-38-1
• Molecular Formula: C15H22O3
• Molecular Weight: 250.338
• Hs Code.: 2918290000
• European Community (EC) Number: 214-943-2
• NSC Number: 309820
• UNII: 4UVK431K6B
• DSSTox Substance ID: DTXSID0047957
• Nikkaji Number: J87.219I
• Wikidata: Q27260531
• Metabolomics Workbench ID: 113967
• ChEMBL ID: CHEMBL117895
• Mol file: 1219-38-1.mol

Synonyms:Octyl 4-hydroxybenzoate;1219-38-1;N-OCTYL 4-HYDROXYBENZOATE;Octylparaben;Octyl paraben;Benzoic acid, 4-hydroxy-, octyl ester;Octyl p-hydroxybenzoate;p-Hydroxybenzoic acid octyl ester;4-Hydroxybenzoic acid n-octyl ester;p-Oxybenzoesaureoctylester;BENZOIC ACID, p-HYDROXY-, OCTYL ESTER;p-Oxybenzoesaureoctylester [German];EINECS 214-943-2;NSC 309820;BRN 2807114;UNII-4UVK431K6B;4UVK431K6B;DTXSID0047957;NSC-309820;DTXCID0027933;CAS-1219-38-1;n-Octylparaben;Octyl4-hydroxybenzoate;octyl 4-oxidanylbenzoate;n-octyl p-hydroxybenzoate;Juniferdin derivative, 8;n-Octyl-4-hydroxybenzoate;SCHEMBL190525;CHEMBL117895;BDBM86377;4-Hydroxy-benzoic acid octyl ester;Tox21_200908;Tox21_303430;MFCD00016482;NSC309820;AKOS015856355;NCGC00248872-01;NCGC00257503-01;NCGC00258462-01;AS-63175;LS-37650;CS-0206542;FT-0633496;O0443;D91874;A804816;Q27260531

Chemical Property of Octyl 4-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 6.15E-06mmHg at 25°C
• Melting Point: 52-53°C
• Refractive Index: 1.511
• Boiling Point: 368.1 °C at 760 mmHg
• PKA: 8.23±0.15(Predicted)
• Flash Point: 147.6 °C
• PSA: 46.53000
• Density: 1.037 g/cm³
• LogP: 3.90950
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in alcohol, phenoxy ethanol and propylene glycol. Insoluble in water.
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 250.15689456
• Heavy Atom Count: 18
• Complexity: 220

Purity/Quality:

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

n-Octyl 4-Hydroxybenzoate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCOC(=O)C1=CC=C(C=C1)O
• Uses: N-Octyl 4-Hydroxybenzoate is a useful plasticizer.

Technology Process of Octyl 4-hydroxybenzoate

There total 6 articles about Octyl 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: 97.1%

octanol (111-87-5) + 4-hydroxy-benzoic acid (99-96-7) → octyl 4-hydroxybenzoate (1219-38-1)

Guidance literature:

With [1-(3-sulfonic acid)]propyl-3-methylimidazolium hydrogen sulfate; at 120 - 135 ℃; for 3h;

DOI:10.1080/00397911003707022

Reference yield: 85.0%

octyl 4-methoxycarbonyloxybenzoate → octyl 4-hydroxybenzoate (1219-38-1)

Guidance literature:

With ammonia; In ethanol;

Reference yield:

octanol (111-87-5) → octyl 4-hydroxybenzoate (1219-38-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 2 h / 20 °C

2: H₂; AcOEt; AcOH / Pd(OH)2/C / 12 h

With di-isopropyl azodicarboxylate; hydrogen; acetic acid; ethyl acetate; triphenylphosphine; palladium dihydroxide; In tetrahydrofuran;

DOI:10.1021/jf034925k

upstream raw materials:

octanol

4-hydroxy-benzoic acid

p-(benzyloxy)benzoic acid

Downstream raw materials:

C₂₃H₂₆O₅

C₃₁H₄₂O₆

C₃₁H₄₂O₆

C₂₂H₂₆O₅

Refernces

• 1、 Pathak, Gunindra,Das, Diparjun,Rokhum, Lalthazuala. "A microwave-assisted highly practical chemoselective esterification and amidation of carboxylic acids". . p. 93729 - 93740. Retrieved 2016/10/21.
• 2、 Wang, Guohua,Li, Lu,Xie, Congxia,Yu, Shitao,Liu, Fusheng,Ye, Xiaoling. "Synthesis of Nipagin esters using acidic functional ionic liquids as catalysts". experimental part. p. 945 - 952. Retrieved 2011/04/25.