33533-53-8

Basic information

• Product Name: 1-Phenylethyl hydrogen phthalate
• Synonyms: 1,2-Benzenedicarboxylic acid, Mono(1-phenylethyl) ester;1-Phenylethyl hydrogen phthalate;PHTHALIC ACID MONO-(1-PHENYL-ETHYL) ESTER
• CAS NO: 33533-53-8
• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.27996
• Mol File: 33533-53-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 83-84 °C
• Boiling Point: 437.7°Cat760mmHg
• Flash Point: 162.7°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 1.96E-08mmHg at 25°C
• Refractive Index: 1.595
• PKA: 3.34±0.36(Predicted)
• CAS DataBase Reference: 1-Phenylethyl hydrogen phthalate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenylethyl hydrogen phthalate(33533-53-8)
• EPA Substance Registry System: 1-Phenylethyl hydrogen phthalate(33533-53-8)

Safety Data

• Hazardous Substances Data: 33533-53-8(Hazardous Substances Data)

Usage

General Description

1-Phenylethyl hydrogen phthalate, also known as phenyl ethyl hydrogen phthalate, is a chemical compound commonly used in the fragrance industry. It is a colorless to pale yellow liquid with a floral and slightly fruity odor. 1-Phenylethyl hydrogen phthalate is often used as a fixative in perfumes, helping to prolong the scent and enhance its intensity. It is also known for its ability to enhance and blend other fragrance ingredients, making it a valuable component in the creation of various perfumes and scented products. However, it is important to use this chemical with caution and in accordance with safety guidelines, as it can be an irritant to the skin, eyes, and respiratory system.

InChI:InChI=1/C16H14O4/c1-11(12-7-3-2-4-8-12)20-16(19)14-10-6-5-9-13(14)15(17)18/h2-11H,1H3,(H,17,18)

Upstream product

• 85-44-9 phthalic anhydride 
• 98-85-1 1-Phenylethanol 
• 100-52-7 benzaldehyde 

Downstream Products

• 585-71-7 (+)-1-phenylbromoethane 
• 98-85-1 (-)-α-phenethyl alcohol 
• 1517-69-7 (+)-α-phenethyl alcohol 
• 100836-99-5 2-{[(S)-1-phenylethoxy]carbonyl}benzoic acid 
• 19321-43-8 (R)-α-methylbenzyl hydrogen phthalate 
• 98-85-1 1-Phenylethanol 

Relevant articles and documents

Enzyme-mediated enantioselective hydrolysis of soluble polymer-supported carboxylates

The enzyme-mediated enantioselective hydrolysis of water-soluble polymer-supported carboxylates is disclosed. The representative monomethoxy poly(ethylene glycol) (MPEG, av MW 5000)-supported substrate was synthesized by immobilization of (±)-1-phenylethanol onto the modified MPEG (MPEG/NH2) through an carboxylate linker with a succinate spacer. For the screening of the hydrolytic enzymes, the substrate was enantioselectively hydrolyzed by lipase from Candida antarctica (Novozym 435) in a mixed solvent (hexane/buffer=9/1) at 30 °C to afford the remaining (S)-substrate and the resulting (R)-alcohol (E value>200). The products were easily separated by a simple procedure without any laborious column chromatography. The substrate was hydrolyzed with NaOH in MeOH/H2O to afford the corresponding (S)-alcohol. We also found that the structure of the spacer between the MPEG moiety and the carboxylate linker strongly affected both the reactivity and enantioselectivity, and the substrate bearing a glutarate spacer gave the best result. Our procedure was applicable for the preparation of several optically active alcohols.

EFFECT OF THE NATURE OF THE ACYLATING AGENT ON THE ASYMMETRIC ACYLATION OF ALCOHOLS

During the acylation of racemic 1-phenylethanol by the action of carboxylic acid anhydrides in the presence of S-(-)-N,N-dimethyl-α-phenylethylamine the unreacted alcohol is enriched in the S isomer.Its optical purity increases with increase in the steric demands of the anhydride from 2percent for acetic anhydride to 9percent for benzoic anhydride.When carboxylic acid chlorides are used, optically active 1-phenyl-1-chloroethane and bis-1-phenylethyl ether are isolated in addition to S-(-)-1-phenylethanol.