120-55-8

Basic information

• Product Name: Diethylene glycol dibenzoate
• Synonyms: OXY BIS(2-ETHYL BENZOATE);DIGLYCOL DIBENZOATE;DIETHYLENE GLYCOL DIBENZOATE;DEGDB;2,2'-oxydiethylene dibenzoate;2,2’-oxybis-ethanodibenzoate;2-[2-(Benzoyloxy)ethoxy]ethyl benzoate;Benzo flex 2-45
• CAS NO: 120-55-8
• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.33
• EINECS: 204-407-6
• Product Categories: Functional Materials;Plasticizer;Polyalcohol Ethers, Esters (Plasticizer);Plasticizers;Polymer Additives;Polymer Science
• Mol File: 120-55-8.mol

Chemical Properties

• Melting Point: 24°C
• Boiling Point: 235-237 °C7 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: clear liquid
• Density: 1.175 g/mL at 25 °C(lit.)
• Vapor Pressure: 0Pa at 25℃
• Refractive Index: n20/D 1.544(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility: 微溶于水，溶于一般有机溶剂
• CAS DataBase Reference: Diethylene glycol dibenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Diethylene glycol dibenzoate(120-55-8)
• EPA Substance Registry System: Diethylene glycol dibenzoate(120-55-8)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 2
• RTECS: ID6650000
• Hazardous Substances Data: 120-55-8(Hazardous Substances Data)

Usage

Uses

Used in Analytical Studies:
Diethylene glycol dibenzoate is used as a subject of investigation in analytical studies for understanding the migration potential of coating materials from cookware products. This application is crucial in ensuring the safety and quality of materials used in the production of cookware.
Used in Plasticizer Industry:
Diethylene glycol dibenzoate is used as a plasticizer to enhance the flexibility, workability, and processability of various materials, particularly in the plastics and coatings industries. Its ability to improve the performance of materials makes it a valuable component in the production of a wide range of products.

InChI:InChI=1/C18H18O5/c1-13(22-17(19)15-9-5-3-6-10-15)21-14(2)23-18(20)16-11-7-4-8-12-16/h3-14H,1-2H3

Synthetic route

1,9,12,20-Tetraphenyl-2,5,8,10,11,13,16,19,21,22-decaoxa-tricyclo[18.2.0.09,12]docosane (86491-79-4) → diethyleneglycol dibenzoate (120-55-8)

Conditions	Yield
Heating;	100%

benzoic acid (65-85-0) + diethylene glycol (111-46-6) → diethyleneglycol dibenzoate (120-55-8)

Conditions	Yield
With Sb(OAc)2 at 105℃; for 48h;	98%
With titanium(IV) isopropylate In 5,5-dimethyl-1,3-cyclohexadiene at 170℃; Large scale;	98%
With sodium hydrogen sulfate at 180 - 200℃; Large scale;	95%

diethylene glycol (111-46-6) + 3,6-dibenzoyloxy-1,2-pyridazine (848417-68-5) → diethyleneglycol dibenzoate (120-55-8)

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 75 - 80℃; for 6h;	80%

benzoyl chloride (98-88-4) + diethylene glycol (111-46-6) → diethyleneglycol dibenzoate (120-55-8)

Conditions	Yield
With sodium hydroxide
With pyridine

sodium benzoate (532-32-1) + 3-oxa-1,5-dichloropentane (111-44-4) → diethyleneglycol dibenzoate (120-55-8)

Conditions	Yield
With diethylamine at 200℃;

sodium benzoate (532-32-1) + 3-oxa-1,5-dichloropentane (111-44-4) → diethyleneglycol dibenzoate (120-55-8) + 2-(2-chloroethoxy)ethyl benzoate (91427-49-5)

Conditions	Yield
With diethylamine at 140℃;

diethyleneglycol dibenzoate (120-55-8) → acid sodium salt of benzohydroxamic acid (22513-32-2)

Conditions	Yield
With hydroxylamine hydrochloride; sodium hydroxide at 33℃; for 0.25h; Temperature;	88.91%

Upstream product

• 98-88-4 benzoyl chloride 
• 111-46-6 diethylene glycol 
• 532-32-1 sodium benzoate 
• 111-44-4 3-oxa-1,5-dichloropentane 
• 65-85-0 benzoic acid 
• 62698-60-6 stilbeno-9-crown-3 
• 78502-13-3 2,3,11,12-Tetraphenyl-2,3,11,12-didehydro<18>krone-6 
• 3555-84-8 2,4-dimethoxybenzophenone 
• 86491-78-3 (1R,9S)-1,9-Diphenyl-2,5,8,10,11-pentaoxa-bicyclo[7.2.0]undecane 
• 86491-79-4 1,9,12,20-Tetraphenyl-2,5,8,10,11,13,16,19,21,22-decaoxa-tricyclo[18.2.0.0^9,12]docosane 
• 848417-68-5 3,6-dibenzoyloxy-1,2-pyridazine 

Downstream Products

• 22513-32-2 acid sodium salt of benzohydroxamic acid 

Related news

Materials performance in Diethylene glycol dibenzoate (cas 120-55-8) environments containing sulphur compounds08/29/2019

The effect of para-toluene sulphonic acid (PTSA) on the corrosion of steels and nickel-based alloys in diethylene glycol dibenzoate (DEGDB) was investigated. Chromium is the major alloying element that reduces the corrosion rate. With increasing Ni content in metals, the rate increases. Mo alloy...detailed

Differential tissue regulation of peroxisome proliferator-activated receptor α (PPARα) and cannabinoid receptor 1 (CB1) gene transcription pathways by Diethylene glycol dibenzoate (cas 120-55-8) (DEGB): preliminary observations in a seabream (Sparus aurata) in vivo model08/28/2019

Today a variety of endocrine disrupting chemicals (EDCs) are recognized in the group of metabolic disruptors, a wide range of environmental contaminants that alter energy balance regulation by affecting the peroxisome proliferator-activated receptor (PPAR)/retinoid X receptor (RXR) pathway. Here...detailed

Relevant articles and documents

PLASTICIZER COMPOSITION, RESIN COMPOSITION AND METHODS OF PREPARING THE SAME

The present invention relates to a plasticizer composition, a resin composition and methods of preparing the same, and provides a plasticizer which is environmentally friendly so as to be suitable for use, exhibits excellent transparency and adhesiveness, and can be improved in basic properties such as tensile strength, an elongation rate, hardness and the like when used as a plasticizer for a resin composition, and a resin composition including the same.

A solid acid catalysis of the preparation process of benzoic acid ester plasticizer (by machine translation)

The present invention discloses a solid acidify catalytic benzoic acid ester plasticizer of the preparation process, the preparation method is: to benzoic acid and alcohol as the raw material, with agent and catalyst in direct reaction to produce benzoic acid ester compound; catalytic system of the invention compared with the sulfuric acid, toluene sulfonic acid and sulfuric acid to sodium has a better catalytic activity, so the catalyst less consumption, in addition, because of the use of the is supported on a solid acid catalyst, after the reaction directly filtering can realize the separation of the catalyst, and the catalyst can be reused, makes the production process more simple, and can be basically prevent the generation of waste water, makes the production process more green environmental protection. (by machine translation)

A two-benzoic acid preparation method of dihydric alcohol ester plasticizers (by machine translation)

A two-benzoic acid dihydric alcohol ester plasticizers of the preparation method, the method to benzoic acid and dihydric alcohol as raw materials, in under the catalytic action, 100 - 250 °C, to carry out the esterification reaction, the reaction 0.5 - 48h. By distilling under reduced pressure, to obtain two-benzoic acid dihydric alcohol ester product. Two-benzoic acid ester is a non-toxic alcohol plasticizer, can replace the phthalic acid ester used for plastic, rubber in the industry field. The method for preparing the product of high yield, product is easy to separate, environment friendly, has very good application prospect. (by machine translation)

High-efficiency production method of diethylene glycol dibenzoate

The invention discloses a method for efficiently producing diethylene glycol dibenzoate. Process flow of the method is as follows: weighing benzoic acid and diglycol, as well as a catalyst sodium hydrogen sulfate in proportion, and adding into a reaction kettle to carry out alcoholization; pumping into a neutralizing kettle, adding NaOH aqueous liquor for neutralizing, washing with water after layering, discoloring after layering, and then washing with water, drying, filtering and inspecting to obtain finished products. The invention discloses a method for producing a 4.5-tonnage high-quality plasticizer or DEDB (Diethylene Glycol Dibenzoate) in a reaction kettle with capacity of 5.5 cubic meters by taking sodium hydrogen sulfate as the catalyst.

Chemical investigation of the marine sponges Clathria reinwardti and Haliclona cribricutis

Diethylene glycol dibenzoate (DEGDB) (1) and two fenvalerate isomers (4 and 5) have been isolated from the sponges Clathria reinwardti and Haliclona cribricutis respectively. Two other diethylene glycol esters (2 and 3) are also synthesized. The structures of the compounds have been established by means of spectroscopic analysis, optical rotations and comparison with known compounds. These compounds are evaluated for their antimicrobial and pesticidal activities.

3,6-Dibenzoxyl-1,2-pyridazine: A new versatile benzoyl transferring agent for NH2, -OH and -SH benzoylations

A newly synthesized 3,6-dibenzoxyl-1,2-pyridazine 3 has been investigated for its potential to transfer the benzoyl group to various organic substrates carrying -NH2, -OH and -SH groups. The benzoyl transfer is fairly general in scope, occurs under convenient conditions and provides good to excellent yields of benzoylated products. Moreover, by choosing proper conditions, it is possible to achieve chemoselective benzoylation in bi-functional molecules. For instance, N-benzoylation of aromatic amines can be selectively accomplished over that of aliphatic amines and vice versa by manipulating reaction conditions. Selective N- or O-benzoylation in aminophenols is also possible. Although, not studied in detail, we final that dibenzoate 3 can also be used to effect C-benzoylation of reactive phenols and ketones, as exemplified by the C-benzoylation of resorcinol and acetophenone, respectively. Dibenzoate 3, besides being a crystalline, easy to handle, solid possesses twice the potential as an acyl carrier compared to the other known acyl carriers. These features make 3 as an attractive choice for many applications pertaining to benzoyl transfer reactions.

Deacylation of Pyrrole and other Aromatic Ketones

Ethyl 4-acetyl-3,5-dimethyl-1H-pyrrole-2-carboxylate (1a) reacts rapidly with ethylene glycol in refluxing benzene with p-toluenesulfonic acid or perchloric acid as a catalyst to give ethyl 3,5-dimethyl-1H-pyrrole-2-carboxylate (3) in high yield (96 percent).Various 2- and 3-acylpyrroles can be efficiently deacylated by using this procedure.Other ketones which undergo deacylation include phenyl(2-phenylindol-3-yl)methanone (19), 1-(5-methyl-1-phenylpyrazol-4-yl)ethanone (20), and 2,4-dimethoxybenzophenone.Certain pyrrole ketones where the acyl group is flanked by two ring methyl groups are also cleaved under acidic conditions by using ethanedithiol.

DIOXETANO-CROWN ETHERS. STABILIZATION THROUGH COMPLEXATION WITH METAL IONS

The first members of dioxetanocrown ethers 3 and 4 were prepared in methylene blue-sensitized,photooxygenations of 9- and 18-membered stilbecrown ethers 1 and 2, and the activation paramethers for the thermolyses of 3 and 4 were obtained.Thermal decomposition of the bis-dioxetano-18-crown-6 4 was decelerated,or accelerated in the presence of alkali metal salts depending upon the nucleophilicity of the counter anion.