22915-73-7

Basic information

• Product Name: 1,6-Hexanediol, dibenzoate
• Synonyms: 1,6-Hexanediol, dibenzoate
• CAS NO: 22915-73-7
• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.38628
• Mol File: 22915-73-7.mol

Chemical Properties

• Boiling Point: 456.4°Cat760mmHg
• Flash Point: 226.1°C
• Appearance: /
• Density: 1.117g/cm³
• Vapor Pressure: 1.63E-08mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: 1,6-Hexanediol, dibenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-Hexanediol, dibenzoate(22915-73-7)
• EPA Substance Registry System: 1,6-Hexanediol, dibenzoate(22915-73-7)

Safety Data

• Hazardous Substances Data: 22915-73-7(Hazardous Substances Data)

Usage

Formation

Esterification of 1,6-hexanediol with benzoic acid

Common Uses

Plasticizer in lubricants, adhesives, and polymers
Enhances flexibility and durability

Antimicrobial Properties

Suitable for use in personal care products (soaps and lotions)

Toxicity

Low-toxicity alternative to other plasticizers

Versatility

Valued for its ability to enhance the performance of different materials and products

Applications

Various industries (chemical, personal care, manufacturing)

InChI:InChI=1/C20H22O4/c21-19(17-11-5-3-6-12-17)23-15-9-1-2-10-16-24-20(22)18-13-7-4-8-14-18/h3-8,11-14H,1-2,9-10,15-16H2

Upstream product

• 532-32-1 sodium benzoate 
• 629-03-8 1 ,6-dibromohexane 
• 629-09-4 1,6-diiodohexane 
• 532-31-0 silver benzoate 
• 63521-02-8 C₂₀H₁₇⁽²⁾HO₄ 
• 629-11-8 1,6-hexanediol 
• 98-88-4 benzoyl chloride 
• 3066-65-7 1,6-bis-(ethoxycarbonylamino)-hexane 
• 86178-59-8 N,N'-dinitroso-N,N'-hexanediyl-bis-carbamic acid diethyl ester 
• 59556-81-9 Benzoic acid (2R,3R,6S)-6-ethoxy-3-iodo-3,6-dihydro-2H-pyran-2-ylmethyl ester 
• 65-85-0 benzoic acid 
• 2163-00-0 1,6-dichlorohexane 
• 93-58-3 benzoic acid methyl ester 

Relevant articles and documents

Dipole-Dipole Interactions between the Terminal Groups of l,n-Diarenecarboxy Alkanes, n=1, 2, ..., 6

The mutual interaction between the end groups of bichromophoric molecules is studied using absorption and fluorescence techniques (steady-state and time-resolved).With three series of di-1,n-arenecarboxyalkanes (arene = benzene, naphthalene and anthracene; n = 1,2,3,5 and 6) and a series of 1-pyrenecarboxy, n-(N-methyl, N-phenylamino) alkanes (n = 2,3,4,5,6 and 9), it is found that model compounds such as the methyl, ethyl and hexyl esters of benzene, naphthalene, anthracene and pyrene differ from the bichromophoric compounds in their absorption and emission spectra, molar absorption coefficients and radiative rate constants.These differences decrease with the mean value of the sixth power of the end-to-end distance, being attributed to dipole-dipole interactions between the end groups.The terminal group induces mixing of the lowest excited singlet state with higher energy states and increases the local polarizability of the medium.Two methods for evaluating the unquenched fluorescence lifetimes of bichromophoric compounds are discussed.

Solvent-free synthesis of symmetric methylene diestersviadirect reaction of aromatic carboxylates with 1,n-dihaloalkanes

An efficient methodology for the synthesis of symmetrical methylene diesters was developed through direct reaction of various aromatic carboxylates with 1,n-dihaloalkanes under solvent-free conditions. This strategy offers a high product yield, facile work-up and purification, and an environmentally friendly approach to obtain long-chain methylene carboxylate scaffolds with increased diversity.

Metal-free transesterification catalyzed by tetramethylammonium methyl carbonate

Environmentally benign metal-free tetramethylammonium methyl carbonate is effective as a catalyst for the chemoselective, scalable, and reusable transesterification of various esters and alcohols in common organic solvents. In situ-generated highly active species, tetramethylammonium alkoxides, can greatly avoid self-decomposition at ≤110 °C, and are reusable. In particular, chelating substrates, such as amino alcohols, diols, triols, sugar derivatives, alkaloids, α-amino acid esters, etc., which deactivate conventional metal salt catalysts, can be used. A 100 gram scale biodiesel production was also demonstrated.

DBU-Based Dicationic Ionic Liquids Promoted Esterification Reaction of Carboxylic Acid with Primary Chloroalkane Under Mild Conditions

Abstract: A series of DBU-based (DBU = 1, 8-diazabicyclo [5.4.0] undec-7-ene) dicationic ionic liquids with different anions were successfully synthesized by the reaction of DBU and 1, 6-dichlorohexane. Therein, the dicationic ionic liquid 1, 1′-(hexane-1, 6-diyl)bis(1, 8-diazabicyclo [5.4.0]undec-7-enium) dichlorine (IL-1) was successfully employed as an efficient catalyst in esterification reaction of carboxylic acids with primary chloroalkanes under mild conditions without any additional basic reagents. Moreover, the optimum catalyst could be efficiently reused for five times without any significant change on the catalytic effect. The improved protocol is not only efficient, but also green and pollution-free.

Odd-even effect of dopant molecules on clearing temperatures of nematic liquid-crystal phases

Nematic liquid-crystal phases doped with the novel dopant compounds 1 (C6F5COO(CH)nOCOC6F5, n = 17) and 2 (C6H5-COO(CH)nOCOC6H 5, n = 17) showed an "opposite odd-even effect" on clearing temperatures. The tendency was exactly opposite to that reported for liquid-crystal dimers. A mechanism is postulated on the basis of the difference in the formation of molecular aggregations of even- and odd-number-dopant molecules in the host liquid-crystal molecules.

Metabolites from the biodegradation of 1, 6-hexanediol dibenzoate, a potential green plasticizer, by Rhodococcus rhodochrous

Metabolites from the biodegradation of a potential plasticizer 1, 6-hexanediol dibenzoate in the presence of n-hexadecane as a co-substrate by the common soil organism Rhodococcus rhodochrous were identified using GC/MS and Fourier transform mass spectros

Chemo- and stereoselective monobenzoylation of 1,2-diols catalyzed by organotin compounds

A new facile method for monoacylation of diols has been developed. A variety of cyclic and acyclic diols, in particular 1,2-diols, were selectively monobenzoylated in good yields by the reaction with benzoyl chloride in the presence of a catalytic amount of dimethyltin dichloride and inorganic bases such as potassium carbonate. Furthermore, the method was successfully applied to a kinetic resolution of racemic 1-phenyl-1,2- ethanediol using a chiral organotin catalyst. The ee was dependent on the kind of base, water as an additive, and the reaction temperature.

A new convenient method for selective monobenzoylation of diols

A new facile method for monoacylation of diols has been developed. A variety of cyclic and acyclic diols, in particular 1,2-diols, was selectively monobenzoylated in good yields by their reaction with benzoyl chloride in the presence of a catalytic amount of dimethyltin dichloride and inorganic bases.