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TRANS-2-BUTENE-1,4-DICARBOXYLIC ACID, also known as trans-3-hexenedioic acid, is an organic compound that serves as a key intermediate in the chemical industry. It is characterized by its unique structure, featuring two carbon atoms double-bonded between a pair of carboxyl groups, which gives it versatile reactivity and potential for various applications.

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  • 4436-74-2 Structure
  • Basic information

    1. Product Name: TRANS-2-BUTENE-1,4-DICARBOXYLIC ACID
    2. Synonyms: (E)-hex-3-enedioic acid;trans-beta-Hydromuconic acid 98%;trans-3-Hexenedioic Acid;3-hexenedioicacid;TRANS-3-DIHYDROMUCONIC ACID;TRANS-3-HEXENEDIOIC ACID;TRANS-2-BUTENE-1,4-DICARBOXYLIC ACID;TRANS-BETA-DIHYDROMUCONIC ACID
    3. CAS NO:4436-74-2
    4. Molecular Formula: C6H8O4
    5. Molecular Weight: 144.13
    6. EINECS: 224-648-0
    7. Product Categories: C6;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;Building Blocks
    8. Mol File: 4436-74-2.mol
  • Chemical Properties

    1. Melting Point: 195-196 °C(lit.)
    2. Boiling Point: 368.7°Cat760mmHg
    3. Flash Point: 191°C
    4. Appearance: /
    5. Density: 1.305g/cm3
    6. Vapor Pressure: 1.91E-06mmHg at 25°C
    7. Refractive Index: 1.51
    8. Storage Temp.: 2-8°C
    9. Solubility: DMSO (Slightly), Methanol (Slightly)
    10. PKA: 3.96±0.10(Predicted)
    11. BRN: 1723581
    12. CAS DataBase Reference: TRANS-2-BUTENE-1,4-DICARBOXYLIC ACID(CAS DataBase Reference)
    13. NIST Chemistry Reference: TRANS-2-BUTENE-1,4-DICARBOXYLIC ACID(4436-74-2)
    14. EPA Substance Registry System: TRANS-2-BUTENE-1,4-DICARBOXYLIC ACID(4436-74-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: 22-24/25
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 4436-74-2(Hazardous Substances Data)

4436-74-2 Usage

Uses

Used in Chemical Synthesis Industry:
TRANS-2-BUTENE-1,4-DICARBOXYLIC ACID is used as a starting material for the synthesis of Adipic Acid (A291590). Adipic Acid is a crucial compound primarily utilized in the production of nylon, a synthetic polymer known for its strength, durability, and versatility in various applications, including textiles, plastics, and fibers. The use of TRANS-2-BUTENE-1,4-DICARBOXYLIC ACID in this process highlights its importance in the manufacturing of everyday materials and industrial products.

Check Digit Verification of cas no

The CAS Registry Mumber 4436-74-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,3 and 6 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 4436-74:
(6*4)+(5*4)+(4*3)+(3*6)+(2*7)+(1*4)=92
92 % 10 = 2
So 4436-74-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H8O4/c7-5(8)3-1-2-4-6(9)10/h1-2H,3-4H2,(H,7,8)(H,9,10)/b2-1+

4436-74-2Relevant articles and documents

PROCESS FOR THE PREPARATION OF DICARBOXYLIC ACIDS OR DICARBOXYLIC ACID ESTERS BY METATHESIS

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Page/Page column 17, (2011/10/05)

The present invention relates to a process for the preparation of dicarboxylic acids or dicarboxylic acid esters comprising the following process steps: A1 provision of at least the following reactants: a1 - a first aliphatic compound having 5 to 40 carbon atoms with in each case at least one functional group of the general formula (I) and (II), wherein R1 is a saturated or unsaturated aliphatic group having 2 to 20, preferably 4 to 16 and particularly preferably 6 to 12 carbon atoms and R2 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, preferably having 1 to 5 carbon atoms and particularly preferably having 1, 2 or 3 carbon atoms formula (I) and (II) and a2 at least one further aliphatic compound which differs from the first aliphatic compound, chosen from the group consisting of a2a a compound of the general formula (III) in which n is chosen from 1, 2, 3, 4 and 5; a2b a compound of the general formula (IV) in which R3 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, preferably having 1 to 5 carbon atoms and particularly preferably having 1, 2 or 3 carbon atoms and R4 and R5 independently of each other are a saturated alkylene group having 1 to 14 carbon atoms, preferably having 1 to 10 carbon atoms and very particularly preferably 1 to 5 carbon atoms; A2 provision of at least one organometallic catalyst based on ruthenium; A3 bringing into contact of the reactants and the catalyst to obtain a product mixture and the catalyst; A4 separating off of the catalyst; A5 optionally division of the product mixture into products Pi, i being a natural number, and the reactants which remain; the process being a metathesis reaction, and the dicarboxylic acid obtainable therefrom and the dicarboxylic acid ester obtainable therefrom, a process for the preparation of a polymer and the polymer obtainable by this process.

A solid-supported phosphine-free ruthenium alkylidene for olefin metathesis in methanol and water.

Connon, Stephen J,Blechert, Siegfried

, p. 1873 - 1876 (2007/10/03)

The synthesis and olefin metathesis activity in protic solvents of 7, a phosphine-free ruthenium alkylidene bound to a hydrophilic solid support are reported. This heterogeneous catalyst promotes relatively efficient ring closing- and cross-metathesis reactions in both methanol and water. The potential utility of homogeneous catalyst 2 for olefin metathesis in methanol is also demonstrated.

Electrocarboxylation of 1,4-dibromobut-2-ene in a CO2 - DMF liquid mixture

Grinberg,Koch,Mazin,Mysov,Sterlin

, p. 1560 - 1564 (2007/10/03)

The possibility of synthesizing dihydromuconic acid by cathodic carboxylation of 1,4-dibromobut-2-ene in the liquid CO2 - aprotic solvent system was investigated. The low yield of dihydromuconic acid in this reaction was explained by the competing reductive debromodimerization and oligomerization of 1,4-dibromobut-2-ene, which lead to the predominant formation of 1,8-dibromo-2,6-octadiene and polymeric products.

The electrosynthesis of carboxylic acids from carbon dioxide and butadiene

Tilborg, W. J. M. van,Smit, C. J.

, p. 437 - 438 (2007/10/02)

Electroreduction of carbon dioxide in acetonitrile in the presence of butadiene gives rise to the formation of 3-pentenoic acid (2), 3-hexenedioic acid (3), and 3,7-decadienedioic and two isomeric C10-dicarboxylic acids (4) in high chemical yields.

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