74774-53-1

Basic information

• Product Name: 1 6-BIS(P-CARBOXYPHENOXY)HEXANE
• Synonyms: 4,4-hexanediyldioxydibenzoic acid
• CAS NO: 74774-53-1
• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.38508
• Product Categories: Building Blocks;C13 to C42+;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
• Mol File: 74774-53-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 278-290 °C
• Boiling Point: 580.1 °C at 760 mmHg
• Flash Point: 205.7 °C
• Appearance: /
• Density: 1.238 g/cm³
• PKA: 4.18±0.10(Predicted)
• CAS DataBase Reference: 1 6-BIS(P-CARBOXYPHENOXY)HEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1 6-BIS(P-CARBOXYPHENOXY)HEXANE(74774-53-1)
• EPA Substance Registry System: 1 6-BIS(P-CARBOXYPHENOXY)HEXANE(74774-53-1)

Safety Data

• Hazard Codes: Xi,N
• Statements: 43-50/53
• Safety Statements: 36/37-60-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 74774-53-1(Hazardous Substances Data)

Usage

Uses

Building block for polyanhydrides, a class of bioerodible polymer with drug delivery applications.1

Upstream product

• 56441-89-5 1,6-bis(4-carbethoxyphenoxy)hexane 
• 2163-00-0 1,6-dichlorohexane 
• 99-96-7 4-hydroxy-benzoic acid 
• 629-03-8 1 ,6-dibromohexane 
• 120-47-8 Ethyl 4-hydroxybenzoate 

Downstream Products

• 14638-68-7 4,4′-hexylenedioxydibenzoyl chloride 
• 102101-55-3 C₄₆H₅₈O₈ 
• 102101-61-1 C₃₄H₃₄O₈ 
• 102101-60-0 C₃₆H₃₈O₈ 
• 102101-59-7 C₃₈H₄₂O₈ 
• 102101-58-6 C₄₀H₄₆O₈ 
• 102101-57-5 C₄₂H₅₀O₈ 
• 102101-56-4 C₄₄H₅₄O₈ 
• 151078-50-1 C₂₄H₂₆O₈ 

Relevant articles and documents

Synthesis and characterization of block copolymers of polystyrene and thermotropic liquid crystalline polyesters

A series of block copolymers containing a thermotropic liquid crystalline polymer and an amorphous polystyrene have been synthesized. The block copolymers were prepared by solution polycondensation of α,ω-dicarboxylic acid-terminated polystyrene with 4,4′-dicarboxy-1,6-diphenoxy-hexane and 4,4′-bis(2-hydroxyalkyloxy)biphenyls in a mixture of triphenylphosphine, hexachloroethane, and pyridine. The obtained polymers were fractionated to isolate the pure block copolymer. The block copolymers were characterized by FTIR spectroscopy, differential scanning calorimetry, thermogravimetric analysis, optical polarizing microscopy measurement. Optical polarizing microscopy measurements verify the presence of a smectic liquid crystalline phase for the block copolymers. The block copolymers represent a microphase-separated morphology, i.e., both amorphous and liquid crystalline properties were displayed by the polystyrene and liquid crystalline polyester segments respectively.

Biological evaluation of bisbenzaldehydes against four Mycobacterium species

A series of bisbenzaldehydes and structurally related analogs, conveniently synthesized via microwave-assisted reactions, were evaluated in vitro against drug susceptible and multi-drug resistant Mycobacterium tuberculosis, against virulent Mycobacterium bovis, against Mycobacterium ulcerans and against two Mycobacterium avium subspecies. Among the 33 substances that were tested, compound 12, i.e. 4,4′-[1,12-dodecanediyl(oxy)]bisbenzaldehyde, emerged as the most promising hit. Its activity was further confirmed in an intracellular growth inhibition assay of M. tb in murine J774 A.1 macrophages. None of the compounds showed significant cytotoxicity on human C3A hepatocytes in a neutral red dye uptake assay and no genotoxicity or mutagenicity was observed as demonstrated by a VITOTOX test and confirmed with a comet assay.

Synthesis and conformation properties of alkylene-aromatic poly(ether esters) with nonlinear hetaryl-containing mesogenic fragments in the backbone

A thermotropic mesogenic alkylene-aromatic poly(ether ester) was prepared by phase-transfer polycondensation of the azomethine derived from 5-amino-2-phenylbenzoxazole and 3,4-dihydroxybenzaldehyde with 1,6-bis(4-chlorocarbonylphenoxy)hexane in the presen