4228-00-6

Basic information

• Product Name: PHENYL LAURATE
• Synonyms: SALOR-INT L170070-1EA;PHENYL LAURATE;dodecanoicacid,phenylester;LABOTEST-BB LT00068599;Dodecanoic acid phenyl ester~Phenyl dodecanoate;Lauric acid phenyl ester;phenyl dodecanoate
• CAS NO: 4228-00-6
• Molecular Formula: C₁₈H₂₈O₂
• Molecular Weight: 276.41
• EINECS: 224-178-6
• Mol File: 4228-00-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 24.5°C
• Boiling Point: 379.32°C (rough estimate)
• Flash Point: 123.9 °C
• Appearance: /
• Density: 0.9354
• Vapor Pressure: 1.46E-05mmHg at 25°C
• Refractive Index: 1.5510 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: PHENYL LAURATE(CAS DataBase Reference)
• NIST Chemistry Reference: PHENYL LAURATE(4228-00-6)
• EPA Substance Registry System: PHENYL LAURATE(4228-00-6)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 4228-00-6(Hazardous Substances Data)

Usage

General Description

Phenyl laurate is a chemical compound consisting of a phenyl group and a lauric acid ester. It is commonly used as an emollient and emulsifying agent in various cosmetic and personal care products. As an ester, phenyl laurate can also function as a fragrance and flavoring agent. Additionally, it has been reported to have antimicrobial properties, making it useful in formulations such as lotions, creams, and sunscreens to help preserve the product and protect it from microbial contamination. In addition to its cosmetic and personal care applications, phenyl laurate is also used in the production of lubricants and plasticizers. Overall, phenyl laurate is a versatile chemical with various industrial and consumer applications.

InChI:InChI=1/C18H28O2/c1-2-3-4-5-6-7-8-9-13-16-18(19)20-17-14-11-10-12-15-17/h10-12,14-15H,2-9,13,16H2,1H3

Upstream product

• 143-07-7 lauric acid 
• 108-95-2 phenol 
• 112-16-3 n-dodecanoyl chloride 
• 1956-11-2 p-Nitrophenyl laurate 
• 97068-78-5 triphenylbismuth dilauroate 

Downstream Products

• 35021-68-2 dodecyloxybenzene 
• 1089701-01-8 C₁₈H₃₀N₂O 
• 63943-94-2 bis(2-hydroxy-5-n-dodecylphenyl)methane 
• 143-07-7 lauric acid 
• 77635-21-3 5-dodecyl-2-hydroxy-benzaldehyde 
• 104-43-8 4-dodecylphenol 
• 112-53-8 1-dodecyl alcohol 
• 14353-77-6 1-(4-hydroxy-phenyl)-decan-1-one 
• 108-95-2 phenol 
• 3229-70-7 phenolate 
• 115-05-9 laurate anion 
• 2589-83-5 2'-hydroxydodecanophenone 
• 2589-74-4 1-(4-hydroxyphenyl)dodecane-1-one 
• 87228-59-9 1-Methylsulfanyl-1-(toluene-4-sulfonyl)-tridecan-2-one 

Relevant articles and documents

Dodecanoic acid derivatives: Synthesis, antimicrobial evaluation and development of one-target and multi-target QSAR models

In this study a series of dodecanoic acid derivatives (1-30) were synthesized and evaluated for in vitro antimicrobial activity against the panel of Gram positive, Gram negative bacterial and fungal strains. 4-Nitro phenyl dodecanoate (4) and quinolin-8-yl dodecanoate (5) emerged as most effective antibacterial agents, and 1-(4-benzylpiperazin- 1-yl) dodecan-1-one (15) was found to be the most effective antifungal agent amongst the synthesized dodecanoic acid derivatives. Quantitative structure activity relationship (QSAR) studies performed by the development of one-target and multi-target models indicated that multitarget model was effective in describing the antimicrobial activity of dodecanoic acid derivatives as well demonstrated the importance of topological parameter, zero-order molecular connectivity index (0X). Springer Science+Business Media, LLC 2010.

Reaction of carboxylic acid esters with phenolates in oil-in-water microemulsions based on cetyltrimethylammonium bromide

A kinetic study of reactions of carboxylic acid esters with phenols activated with alkalis or amines in microemulsions based on cationic surfactants showed that the phenolates formed upon activation exhibit different nucleophilicity depending on the value of the negative charge on the oxygen atom, which is determined by the properties of the phenol, ionizing agent, and solvent. Pleiades Publishing, Inc., 2006.

Effective Charge Development in Ester Hydrolysis Catalyzed by Cationic Micelles

Reaction of hydroxide ion with substituted phenyl laurates is catalyzed by micelles containing CTAB (cetyltrimethylammonium bromide).The observed rate constants for ester consumption obey a Michaelis-Menten-like rate law, kobsd = (kOHKeq + kOHcat)/(Keq + ), where kOHcat is the second order rate constant for reaction of hydroxide ion with micelle-bound ester, Keq is a partition coefficient for dissociation of ester from the micelle-bound ester, and kOH is the second order rate constant for reaction of free ester with hydroxide ion.The value of the parameter Keq is independent of the nature of the substituent on the ester.The ratio kOHcat/Keq represents the free energy change from ester in aqueous solution to the transition state of the ester reaction in the micellar pseudophase.The dependence of log kOHcat/Keq on the pKa of the leaving phenol obeys a linear Bronsted equation with β1g = -0.51, and log kOH obeys a linear Bronsted equation with β1g = -0.56.Since both Bronsted parameters refer to catalyzed and uncatalyzed reactions starting from the same standard state (aqueous solution), the effective charge in the transtition state of both reactions is almost the same.The microscopic medium is thus similar for both cases, consistent with the COOAr moiety's residing in an aqueous-like region of the pseudophase in the catalytic process.