94-33-7

Basic information

• Product Name: 2-hydroxyethyl benzoate
• Synonyms: 1,2-Ethanediol 1-benzoate;2-(Benzoyloxy)ethanol;Ethane-1,2-diol 1-benzoate;Ethylene Glycol Monobenzoate
• CAS NO: 94-33-7
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.1739
• EINECS: 202-323-4
• Mol File: 94-33-7.mol
• Article Data: 114

Chemical Properties

• Melting Point: 45°C
• Boiling Point: 254.38°C (rough estimate)
• Flash Point: 125.5°C
• Appearance: /
• Density: 1.1101
• Vapor Pressure: 0.00106mmHg at 25°C
• Refractive Index: 1.5260 (estimate)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• PKA: 14.04±0.10(Predicted)
• CAS DataBase Reference: 2-hydroxyethyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxyethyl benzoate(94-33-7)
• EPA Substance Registry System: 2-hydroxyethyl benzoate(94-33-7)

Safety Data

• Hazardous Substances Data: 94-33-7(Hazardous Substances Data)

Usage

Description

2-Hydroxyethyl benzoate is an organic compound that serves as a versatile intermediate in various chemical and biochemical reactions. It is characterized by its ability to participate in nucleophilic reactions, making it a valuable component in the synthesis of different chemical products.

Uses

Used in Chemical Synthesis:
2-Hydroxyethyl benzoate is used as an intermediate in the preparation of 1,2-Ethanediol Disodium Salt (E890125), a process that involves a nucleophilic attack on its carbonyl group. This reaction is crucial for the production of various chemical compounds and materials.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-hydroxyethyl benzoate is utilized as a key component in the synthesis of drugs and drug intermediates. Its reactivity and compatibility with other chemical entities make it a valuable asset in the development of new medications and therapies.
Used in Cosmetics and Personal Care Industry:
2-Hydroxyethyl benzoate is also employed in the cosmetics and personal care industry, where it serves as a functional ingredient in the formulation of various products. Its properties allow it to enhance the stability, efficacy, and sensory characteristics of these products, contributing to their overall performance and consumer satisfaction.
Used in Research and Development:
In research and development settings, 2-hydroxyethyl benzoate is used as a reagent in various experimental procedures. Its ability to participate in nucleophilic reactions and its compatibility with a wide range of chemical compounds make it an essential tool for scientists working on new discoveries and innovations in the field of chemistry and related disciplines.

InChI:InChI=1/C9H10O3/c10-6-7-12-9(11)8-4-2-1-3-5-8/h1-5,10H,6-7H2

Upstream product

• 75-21-8 oxirane 
• 532-32-1 sodium benzoate 
• 939-55-9 2-chloroethyl benzoate 
• 103281-34-1 1-benzoyloxy-2-trityloxy-ethane 
• 94-49-5 1,2-ethanediol, dibenzoate 
• 107-21-1 ethylene glycol 
• 2902-69-4 2,2,2-trichloroacetophenone 
• 107-07-3 2-chloro-ethanol 
• 65-85-0 benzoic acid 
• 96-49-1 [1,3]-dioxolan-2-one 
• 19798-74-4 2-Ethoxy-2-phenyl-1,3-dioxolane 
• 99853-46-0 3-bromo-2,2-bis-bromomethyl-1-phenyl-propan-1-one 
• 100-47-0 benzonitrile 
• 76893-90-8 (N-methyl)(phenyl)carbonitrilium trifluoromethylsulfonate 

Downstream Products

• 18666-60-9 bis-(2-benzoyloxy-ethoxy)-dimethyl-silane 
• 94-49-5 1,2-ethanediol, dibenzoate 
• 107-21-1 ethylene glycol 
• 27951-08-2 Bis-2-(benzoyloxy)-ethyl-peroxydicarbonat 
• 52452-09-2 Benzoic acid 2-(4-ethoxycarbonyl-3-oxo-5-p-tolyl-cyclohex-1-enyloxy)-ethyl ester 
• 58305-05-8 (2-benzoyloxyethyl)oxymethyl chloride 
• 136-60-7 benzoic acid, butyl ester 
• 10578-34-4 stearyl benzoate 
• 614-43-7 benzoyloxyethyl fluoride 
• 119519-81-2 (3S)-3-acetoxy-1-(2-benzoyloxyethyl)pyrrolidine-2,5-dione 
• 62254-50-6 1-O-Benzoyl-2-O-(chloroacetyl)ethyleneglycol 
• 163152-19-0 2-benzoyloxyethyl 3,4,6-tri-O-acetyl-2-<2-(chloroacetoxymethyl)benzoylamido>-2-deoxy-β-D-glucopyranoside 
• 7388-28-5 sodium ethane-1,2-diolate 
• 110522-11-7 1-(2-benzoyloxyethoxy)ethyl chloride 

Relevant articles and documents

Kinetic Modeling of Ethylene Glycol Monoesterification

The monoesterification of ethylene glycol under isothermal conditions was conducted using benzoic acid in methane-sulfonic acid/Al2O3 as a catalyst. Using this reagent, glycol was selectively monoesterified with high yield. The reactions were performed within an automated batch reactor under equimolar conditions, constant rotational frequency of the stirrer, and within the temperature range from 65 to 85°C. The rate constant related to this reaction and to the corresponding reverse reaction, activation energy, and preexponential factor was derived from experimental data. It has been concluded that under these conditions the formation of dibenzoate was successfully prevented.

Oxidative esterification of alcohols by a single-side organically decorated Anderson-type chrome-based catalyst

The direct esterification of alcohols with non-noble metal-based catalytic systems faces great challenges. Here, we report a new chrome-based catalyst stabilized by a single pentaerythritol decorated Anderson-type polyoxometalate, [N(C4H9)4]3[CrMo6O18(OH)3C{(OCH2)3CH2OH}], which can realize the efficient transformation from alcohols to esters by H2O2oxidation in good yields and high selectivity without extra organic ligands. A variety of alcohols with different functionalities including some natural products and pharmaceutical intermediates are tolerated in this system. The chrome-based catalyst can be recycled several times and still keep the original configuration and catalytic activity. We also propose a reasonable catalytic mechanism and prove the potential for industrial applications.

Stannous chloride as a low toxicity and extremely cheap catalyst for regio-/site-selective acylation with unusually broad substrate scope

This work reports stannous chloride (SnCl2)-catalyzed regio-/site-selective acylation with unusually broad substrate scope. In addition to 1,2- and 1,3-diols and glycosides containing cis-vicinal diol, the substrate scope also includes glycosides without cis-vicinal diol. For such a substrate scope, usually, only methods using stoichiometric amounts of organotin reagents can lead to the same protection pattern with high selectivities and highly isolated yields (84-97% in most cases). Therefore, SnCl2, as a low toxicity and extremely cheap reagent, should be the best catalyst for regio-/site-selective acylation compared with any previously reported reagents. This journal is