84-71-9

Basic information

• Product Name: bis(2-ethylhexyl) cyclohexane-1,2-dicarboxylate
• Synonyms: bis(2-ethylhexyl) cyclohexane-1,2-dicarboxylate;1, 2-Cyclohexanedicarboxylic acid, bis(2-ethylhexyl) ester;Hexahydrophthalic acid bis(2-ethylhexyl) ester;Hexahydrophthalic acid di(2-ethylhexyl) ester;Einecs 201-554-8;1,2-Cyclohexanedicarboxylicacid, 1,2-bis(2-ethylhexyl) ester;Diisooctyl 1,2-cyclohexanedicarboxylate
• CAS NO: 84-71-9
• Molecular Formula: C₂₄H₄₄O₄
• Molecular Weight: 396.60376
• EINECS: 201-554-8
• Mol File: 84-71-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 463.9 °C at 760 mmHg
• Flash Point: 217.2 °C
• Appearance: /
• Density: 0.959
• Vapor Pressure: 8.75E-09mmHg at 25°C
• Refractive Index: 1.465
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: bis(2-ethylhexyl) cyclohexane-1,2-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: bis(2-ethylhexyl) cyclohexane-1,2-dicarboxylate(84-71-9)
• EPA Substance Registry System: bis(2-ethylhexyl) cyclohexane-1,2-dicarboxylate(84-71-9)

Safety Data

• Hazardous Substances Data: 84-71-9(Hazardous Substances Data)

Usage

General Description

Bis(2-ethylhexyl) cyclohexane-1,2-dicarboxylate is an organic compound commonly used as a plasticizer in the production of polyvinyl chloride (PVC) products. It is a clear, oily liquid with a mild odor, and it is known for its ability to improve the flexibility and durability of PVC materials. This chemical is often used in the production of items such as wire and cable insulation, flooring, and synthetic leather. While it is effective as a plasticizer, there have been concerns raised about its potential impact on human health and the environment, leading to increased scrutiny and regulations around its use in various industries.

InChI:InChI=1/C24H44O4/c1-5-9-13-19(7-3)17-27-23(25)21-15-11-12-16-22(21)24(26)28-18-20(8-4)14-10-6-2/h19-22H,5-18H2,1-4H3

Upstream product

• 104-76-7 2-Ethylhexyl alcohol 
• 85-42-7 1,2-Cyclohexanedicarboxylic acid-anhydride 
• 78-83-1 2-methyl-propan-1-ol 
• 117-81-7 Di(2-ethylhexyl)phthalate 
• 1687-30-5 cyclohexane-1,2-dicarboxylic acid 
• 117-84-0 Di-n-octyl phthalate 
• 85-68-7 benzyl n-butyl phthalate 

Relevant articles and documents

Hydrogenation of dioctyl phthalate over a Rh-supported Al modified mesocellular foam catalyst

A new catalyst was developed for selective hydrogenation of dioctyl phthalate (DOP) to produce the environmentally friendly plasticizer di(2-ethylhexyl)hexahydrophthalate (DEHHP) by incorporating rhodium via chemical fluid deposition into an aluminum-modified mesocellular foam (MCF). The Al-modified MCF containing a Si/Al molar ratio of 5 and 1 wt% Rh achieved 100% conversion of DOP to DEHHP with no side products at 80 °C and 68 atm H2 pressure in one hour reaction time. On the other hand, a 1 wt% Rh/MCF catalyst without any surface modification with Al yielded only 29% conversion. The interaction of Rh with the support became stronger when Al was incorporated onto the MCF support. An effective control of the acidity provided by Al by closely monitoring the Si/Al ratio was key in improving the catalytic activity of the Rh/Al-MCF catalysts.

Catalytic upcycling of PVC waste-derived phthalate esters into safe, hydrogenated plasticizers

Recycling of end-of-life polyvinyl chloride (PVC) calls for solutions to deal with the vast amounts of harmful phthalate plasticizers that have historically been incorporated in PVC. Here, we report on the upcycling of such waste-extracted phthalate esters into analogues of the much safer diisononyl 1,2-cyclohexanedicarboxylate plasticizer (DINCH), via a catalytic one-pot (trans)esterification-hydrogenation process. For most of the virgin phthalates, Ru/Al2O3 is a highly effective hydrogenation catalyst, yielding >99% ring-hydrogenated products under mild reaction conditions (0.1 mol% Ru, 80 °C, 50 bar H2). However, applying this reaction to PVC-extracted phthalates proved problematic, (1) as benzyl phthalates are hydrogenolyzed to benzoic acids that inhibit the Ru-catalyst, and (2) because impurities in the plasticizer extract (PVC, sulfur) further retard the hydrogenation. These complications were solved by coupling the hydrogenation to an in situ (trans)esterification with a higher alcohol, and by pretreating the extract with an activated carbon adsorbent. In this way, a real phthalate extract obtained from post-consumer PVC waste was eventually completely (>99%) hydrogenated to phthalate-free, cycloaliphatic plasticizers. This journal is

Structure effect of activated carbon in Ru/AC catalysts for hydrogenation of phthalates

Activated carbon with different microporous surface area were used to prepare a series of Ru/AC catalysts for the hydrogenation of dioctyl phthalate (DOP) to dioctyl 1,2-cyclohexanedicarboxylate (DOCH). The presence of micropores benefit the dispersion of Ru, but Ru particles encapsulated into the micropores can be hardly accessed by DOP molecule. An appropriate microporous surface area of the support should be crucial important for the preparation of highly efficient catalyst for phthalates hydrogenation. The as-prepared 0.45%Ru/AC-2 catalyst (Micropore surface area = 604 m2/g) exhibited the best activity in DOP hydrogenation with a TOF of 1406 h?1 due to its suitable micropore surface area.