Hexyl 4-hydroxybenzoate

Base Information

• Chemical Name: Hexyl 4-hydroxybenzoate
• CAS No.: 1083-27-8
• Molecular Formula: C13H18 O3
• Molecular Weight: 222.284
• Hs Code.: 2918290000
• European Community (EC) Number: 679-688-5
• UNII: 14Y8G9635E
• DSSTox Substance ID: DTXSID1044514
• Nikkaji Number: J87.218K
• Wikidata: Q27251661
• ChEMBL ID: CHEMBL2271366
• Mol file: 1083-27-8.mol

Synonyms:Hexyl 4-hydroxybenzoate;1083-27-8;Hexylparaben;Hexyl p-hydroxybenzoate;Benzoic acid, 4-hydroxy-, hexyl ester;p-Hydroxybenzoic acid hexyl ester;4-hydroxybenzoic acid n-hexyl ester;Hexyl 4-hydroxybenzoat;p-Oxybenzoesaurehexylester;p-Oxybenzoesaeurehexylester;4-Hydroxybenzoesaeurehexylester;4-Hydroxybenzoic Acid Hexyl Ester;p-Oxybenzoesaurehexylester [German];n-Hexyl-4-hydroxybenzoate;BRN 2723592;DTXSID1044514;UNII-14Y8G9635E;BENZOIC ACID, p-HYDROXY-, HEXYL ESTER;14Y8G9635E;DTXCID9024514;CAS-1083-27-8;n-hexyl-p-hydroxybenzoate;n-hexyl 4-hydroxybenzoate;n-Hexyl p-hydroxy benzoate;SCHEMBL374758;CHEMBL2271366;Tox21_202266;Tox21_303422;MFCD00016480;AKOS016846151;NCGC00249202-01;NCGC00257292-01;NCGC00259815-01;AS-44334;LS-37578;CS-0207336;FT-0766472;H0213;A10845;Q27251661

Chemical Property of Hexyl 4-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 4.83E-05mmHg at 25°C
• Melting Point: 53oC
• Refractive Index: 1.4940 (estimate)
• Boiling Point: 339°C at 760 mmHg
• PKA: 8.24±0.15(Predicted)
• Flash Point: 138.5°C
• PSA: 46.53000
• Density: 1.067g/cm³
• LogP: 3.12930
• Solubility.: soluble in Methanol
• Water Solubility.: 137.6mg/L(25 oC)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 222.125594432
• Heavy Atom Count: 16
• Complexity: 195

Purity/Quality:

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

Hexyl 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: CCCCCCOC(=O)C1=CC=C(C=C1)O
• Uses: Hexyl 4-Hydroxybenzoate is used in preparation method of Propranolol Hydrochloride cubic liquid crystal gel.

Technology Process of Hexyl 4-hydroxybenzoate

There total 7 articles about Hexyl 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: 76.0%

4-Hydroxyacetophenone (99-93-4) + hexan-1-ol (111-27-3) → hexyl paraben (1083-27-8)

Guidance literature:

With iron(III) chloride; ammonium persulfate; In tetrachloromethane; 1,2-dichloro-ethane; at 120 ℃; for 15h;

DOI:10.1016/j.tetlet.2017.10.068

Reference yield: 73.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + tert-butyldimethyl(n-hexyloxy)silane (80033-60-9) → hexyl paraben (1083-27-8)

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 7h; Inert atmosphere; Irradiation;

DOI:10.1055/s-0037-1610717

Reference yield: 66.0%

hexan-1-ol (111-27-3) + 4-hydroxy-benzoic acid (99-96-7) → hexyl paraben (1083-27-8)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; for 20h;

DOI:10.1021/jf020088v

upstream raw materials:

hexan-1-ol

4-hydroxy-benzoic acid

1-bromo-hexane

4-Hydroxyacetophenone

Downstream raw materials:

C₆₉H₆₆O₁₈

3,3'-thiobis(hexyl p-hydroxybenzoate)

Refernces

• 1、 Owen, Caroline,James, Karen,Sampson, Luther,Ahmed, Sabbir. "Synthesis and biochemical evaluation of some novel benzoic acid based esters as potential inhibitors of oestrone sulphatase". . p. 85 - 93. Retrieved 2003.
• 2、 Ahmed, Sabbir,James, Karen,Owen, Caroline P. "Inhibition of estrone sulfatase (ES) by derivatives of 4-[(aminosulfonyl)oxy] benzoic acid". . p. 2391 - 2394. Retrieved 2002.
• 3、 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.
• 4、 Knyazeva, Diana C.,Kimani, Flora W.,Blanche, Jean-Laurent,Jewett, John C.. "Hexyl triazabutadiene as a potent alkylating agent". supporting information. p. 2700 - 2702. Retrieved 2017/06/23.