4841-84-3

Basic information

• Product Name: DIMETHYL CIS-1,2,3,6-TETRAHYDROPHTHALATE
• Synonyms: DIMETHYL CIS-1,2,3,6-TETRAHYDROPHTHALATE;cis-4-Cyclohexene-1,2-dicarboxylic Acid Dimethyl Ester;Dimethyl cis-4-Cyclohexene-1,2-dicarboxylate
• CAS NO: 4841-84-3
• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.22
• Product Categories: C10 to C11;Carbonyl Compounds;Esters
• Mol File: 4841-84-3.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 141-142 °C20 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.145 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0137mmHg at 25°C
• Refractive Index: n20/D 1.472(lit.)
• CAS DataBase Reference: DIMETHYL CIS-1,2,3,6-TETRAHYDROPHTHALATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIMETHYL CIS-1,2,3,6-TETRAHYDROPHTHALATE(4841-84-3)
• EPA Substance Registry System: DIMETHYL CIS-1,2,3,6-TETRAHYDROPHTHALATE(4841-84-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 4841-84-3(Hazardous Substances Data)

Usage

Description

DIMETHYL CIS-1,2,3,6-TETRAHYDROPHTHALATE is an organic compound that has been reported to undergo epoxidation and desymmetrization reactions. It is a derivative of phthalic acid and is characterized by its unique chemical structure and properties.

Uses

Used in Chemical Synthesis:
DIMETHYL CIS-1,2,3,6-TETRAHYDROPHTHALATE is used as a chemical intermediate for the synthesis of various compounds. Its unique structure allows it to be a valuable building block in the creation of new molecules with potential applications in various industries.
Used in Pharmaceutical Industry:
DIMETHYL CIS-1,2,3,6-TETRAHYDROPHTHALATE is used as a key component in the development of new drugs. Its chemical properties make it suitable for use in the synthesis of pharmaceutical compounds, potentially leading to the discovery of novel treatments for various medical conditions.
Used in Polymer Industry:
DIMETHYL CIS-1,2,3,6-TETRAHYDROPHTHALATE can be used as a monomer in the production of polymers. Its unique structure may contribute to the development of new polymer materials with specific properties, such as improved strength, flexibility, or thermal stability.
Used in Research and Development:
DIMETHYL CIS-1,2,3,6-TETRAHYDROPHTHALATE is used as a research compound for studying its chemical properties and potential applications. Its epoxidation and desymmetrization reactions provide valuable insights into the behavior of similar compounds and may lead to the development of new synthetic methods and applications.

InChI:InChI=1/C10H14O4/c1-13-9(11)7-5-3-4-6-8(7)10(12)14-2/h3-4,7-8H,5-6H2,1-2H3/t7-,8+

Upstream product

• 67-56-1 methanol 
• 935-79-5 cis-1,2,3,6-tetrahydrophthalic anhydride 
• 2305-26-2 cis-1,2,3,6-tetrahydrophthalic acid 
• 74-88-4 methyl iodide 
• 149-73-5 trimethyl orthoformate 
• 88-98-2 trans-cyclohex-4-ene-1,2-dicarboxylic acid 
• 186581-53-3 diazomethane 
• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 
• 106-99-0 buta-1,3-diene 

Downstream Products

• 7731-16-0 4-Hydroxy-cyclohexan-1,2-dicarbonsaeure-dimethylester 
• 88-98-2 trans-cyclohex-4-ene-1,2-dicarboxylic acid 
• 77743-53-4 (+/-)-4ξ-chloro-5ξ-hydroxy-cyclohexane-1r,2c-dicarboxylic acid dimethyl ester 
• 58124-76-8 cis-4,5-diacetyl-cyclohexene 
• 100056-83-5 (+/-)-1-(cis-6-isopropenyl-cyclohex-3-enyl)-ethanone 
• 1687-29-2 dimethyl cis-1,2-cyclohexanedicarboxylate 
• 14246-80-1 (1S*,2S*)-cyclohex-4-ene-1,2-dicarbohydrazide 
• 1374760-20-9 C₁₆H₃₀O₄Si 
• 1026073-51-7 methyl (1R,3R,4R,5S)-4-O-(2,3,4-tris-O-benzyl-6-deoxy-α-L-galactopyranosyl)-3,4-dihydroxy-5-methylcyclohexane-1-carboxylate 

Relevant articles and documents

A diastereoselective P450-catalyzed epoxidation reaction: Anti versus syn reactivity This Letter is dedicated to the memory of Harry Wasserman

The achiral cyclohexene derivative dimethyl cis-1,2,3,6-tetrahydrophthalate has been subjected to oxidation catalyzed by cytochrome P450 monooxygenase P450-BM3, leading to diastereoselective epoxidation rather than oxidative hydroxylation. This reaction occurs with 94% diastereoselectivity in favor of the anti-epoxide, in contrast to m-CPBA which delivers unselectively a 70:30 mixture of anti/syn diastereomers. The experimental results are nicely explained on a molecular level by docking experiments and molecular dynamics computations.

Novel 1,2,3-triazole compounds: Synthesis, In vitro xanthine oxidase inhibitory activity, and molecular docking studies

In this study, novel 1,2,3-triazole compounds containing carbasugar frameworks (5 and 6) were synthesized by the copper-catalyzed azide-alkyne cycloaddition reactions and their in vitro inhibition effects on the enzyme xanthine oxidase were investigated. All of the synthesized compounds were characterized by spectroscopic methods. According to the enzyme inhibition results, compounds 5 (IC50 = 0.586 ± 0.017 μM) and 6 (IC50 = 0.751 ± 0.021 μM) showed stronger inhibition effects than allopurinol (IC50 = 1.143 ± 0.019 μM), which is a standard drug used for inhibition of xanthine oxidase. The binding modes of the 1,2,3-triazole compounds (5 and 6) with the active site of xanthine oxidase were explained based on molecular docking studies. The molecular docking studies showed that the aromatic structure, π-π interactions and hydrophobic interactions play a major role in xanthine oxidase inhibition for compounds 5 and 6.

PHARMACEUTICAL COMPOUNDS FOR THE TREATMENT OF COMPLEMENT MEDIATED DISORDERS

This disclosure provides pharmaceutical compounds to treat medical disorders, such as complement-mediated disorders, including complement Cl -mediated disorders.

Chemoenzymatic Sequential Multistep One-Pot Reaction for the Synthesis of (1S,2R)-1-(Methoxycarbonyl)cyclohex-4-ene-2-carboxylic Acid with Recombinant Pig Liver Esterase

In this work, the development of a chemoenzymatic process for the production of (1S,2R)-1-(methoxycarbonyl)cyclohex-4-ene-2-carboxylic acid by ECS-PLE06 (recombinant pig liver esterase) is presented. Herein an optimized esterification protocol, starting f