70354-00-6

Basic information

• Product Name: 3-Hexenedioic acid, dimethyl ester, (3Z)-
• CAS NO: 70354-00-6
• Molecular Formula: C8H12O4
• Molecular Weight: 172.181
• Mol File: 70354-00-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 221.4±20.0 °C(Predicted)
• Density: 1.068±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 3-Hexenedioic acid, dimethyl ester, (3Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hexenedioic acid, dimethyl ester, (3Z)-(70354-00-6)
• EPA Substance Registry System: 3-Hexenedioic acid, dimethyl ester, (3Z)-(70354-00-6)

Safety Data

• Hazardous Substances Data: 70354-00-6(Hazardous Substances Data)

Upstream product

• 526-99-8 meso-galactaric acid 
• 24808-45-5 dimethyl galactarate 
• 67-56-1 methanol 
• 124-38-9 carbon dioxide 
• 3724-55-8 methyl but-3-enoate 
• 300-57-2 allylbenzene 
• 1165952-92-0 cyclohexa-1,4-diene 

Relevant articles and documents

H2-Free Re-Based Catalytic Dehydroxylation of Aldaric Acid to Muconic and Adipic Acid Esters

As one of the most demanded dicarboxylic acids, adipic acid can be directly produced from renewable sources. Hexoses from (hemi)cellulose are oxidized to aldaric acids and subsequently catalytically dehydroxylated. Hitherto performed homogeneously, we present the first heterogeneous catalytic process for converting an aldaric acid into muconic and adipic acid. The contribution of leached Re from the solid pre-reduced catalyst was also investigated with hot-filtration test and found to be inactive for dehydroxylation. Corrosive or hazardous (HBr/H2) reagents are avoided and simple alcohols and solid Re/C catalysts in an inert atmosphere are used. At 120 °C, the carboxylic groups are protected by esterification, which prevents lactonization in the absence of water or acidic sites. Dehydroxylation and partial hydrogenation yield monohexenoates (93 %). For complete hydrogenation to adipate, a 16 % higher activation barrier necessitates higher temperatures.

Ozonolyse von Olefinen, III: Saeurekatalysierte Ozonolyse von 3-Hexen-1,6- und 2-Penten-1,5-dicarbonylderivaten

The ozonolysis of mono-unsaturated compounds containing the structural element =CH-CH2-R was investigated.Reductive ozonolysis of (E)-3-hexene-1,6-dioic acid gives methyl 3,3-dimethoxypropanoate (2), whereas ozonolysis of dimethyl (E)-3-hexene-1,6-dioate (1a) and (Z)-1,1,6,6-tetramethoxy-3-hexene (1b) in a methanolic solution of HCl leads to a mixture of 2, dimethyl malonate (3a) and 1,1,3,3-tetramethoxypropane (3b).The homologuos derivatives, dimethyl glutaconate (4a) and 1,1,5,5-tetramethoxy-2-pentene (4b), were ozonized to give mixtures of 2, 3, dimethyl oxalate (5), methyl 2,2-dimethoxyacetate (6a), and 1,1,2,2-tetramethoxyethane (6b).The ratios of the various reaction products were determined by gas chromatography.In each case the formation of the bifunctional derivatives 2 and 6a was favoured.

CC-KUPLUNGEN VON CO2 MIT 1,3-DIENEN AN EISEN(0)-KOMPLEXEN; CARBOXYLATBILDUNG UND FOLGEREAKTIONEN

1,3-Dienes react with CO2 at ligand-iron(0) systems to η3-allyl carboxylates.The dynamic allylic system is influenced by addition of further ligands such as phosphanes or maleic acid anhydride or acetic acid anhydride.The direction of this infl