2-Butene-1,4-dicarboxylic acid(Technical)

Base Information

• Chemical Name: 2-Butene-1,4-dicarboxylic acid(Technical)
• CAS No.: 4436-74-2
• Molecular Formula: C6H8O4
• Molecular Weight: 144.127
• Hs Code.: 2917190090
• Wikidata: Q27159422
• Mol file: 4436-74-2.mol

Synonyms:NCIStruc1_001674;NCIStruc2_000018;AKOS028108478;AT19968;NCI60_041853;2-Butene-1,4-dicarboxylic acid(Technical);FT-0694189;Q27159422

Chemical Property of 2-Butene-1,4-dicarboxylic acid(Technical)

Chemical Property:

• Vapor Pressure: 1.91E-06mmHg at 25°C
• Melting Point: 195-196oC(lit.)
• Boiling Point: 368.7°Cat760mmHg
• PKA: 3.96±0.10(Predicted)
• Flash Point: 191°C
• PSA: 74.60000
• Density: 1.305g/cm³
• LogP: 0.49200
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 144.04225873
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

98% ^*data from raw suppliers

trans-3-Hexenedioic Acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

Useful:

• Canonical SMILES: C(C=CCC(=O)O)C(=O)O
• Uses: trans-3-Hexenedioic Acid is used as a starting material in the synthesis of Adipic Acid (A291590) which is primarily used in the synthesis of nylon.

Technology Process of 2-Butene-1,4-dicarboxylic acid(Technical)

There total 11 articles about 2-Butene-1,4-dicarboxylic acid(Technical) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 51.0%

but-3-enoic acid (625-38-7) → hex-3-ene-1,6-dicarboxylic acid (4436-74-2)

Guidance literature:

[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro-(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphosphine)ruthenium(II); In toluene; at 50 ℃; for 5h;

Reference yield: 8.0%

carbon dioxide (124-38-9,18923-20-1) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → glycolic Acid (79-14-1) + (E)-3-pentenoic acid (1617-32-9) + hex-3-ene-1,6-dicarboxylic acid (4436-74-2) + 3,7-decadienedioic acid (80557-04-6)

Guidance literature:

With magnesium oxide; tetraethylammonium chloride; In acetonitrile; electroreduction (Pb cathode, Pt anode, cathode potential -2.70 V vs SCE);

Reference yield: 8.0%

carbon dioxide (124-38-9,18923-20-1) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → glycolic Acid (79-14-1) + (E)-3-pentenoic acid (1617-32-9) + hex-3-ene-1,6-dicarboxylic acid (4436-74-2) + 3,7-decadienedioic acid (80557-04-6) + 3,4-divinylhexanedioic acid + 6-vinyl-3-octenedioic acid

Guidance literature:

With magnesium oxide; tetraethylammonium chloride; In acetonitrile; Product distribution; effect of cathode material current density, nature of solvent, conducting salt and conc. of water in the catholite;

upstream raw materials:

(2E,4E)-2,4-hexadienedioic acid

hexa-2,4-diyne-1,6-dioic acid

carbon dioxide

buta-1,3-diene

Downstream raw materials:

pent-2-enoic acid

Adipic acid

Dodecen-⁽³⁾-saeure

(E)-Dodec-3-enedioic acid 12-methyl ester

Refernces

• 1、 Connon, Stephen J,Blechert, Siegfried. "A solid-supported phosphine-free ruthenium alkylidene for olefin metathesis in methanol and water.". . p. 1873 - 1876. Retrieved 2007/10/03.
• 2、 Tilborg, W. J. M. van,Smit, C. J.. "The electrosynthesis of carboxylic acids from carbon dioxide and butadiene". . p. 437 - 438. Retrieved 2007/10/02.