Bis(2-oxiranylmethyl) 4-cyclohexene-1,2-dicarboxylate

Basic Information

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CAS Number

21544-03-6

Molecular Formula

C14H18O6

Molecular Weight

282.29 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

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C1C=CCC(C1C(=O)OCC2CO2)C(=O)OCC3CO3

InChI

InChI=1S/C14H18O6/c15-13(19-7-9-5-17-9)11-3-1-2-4-12(11)14(16)20-8-10-6-18-10/h1-2,9-12H,3-8H2

InChIKey

KTPIWUHKYIJBCR-UHFFFAOYSA-N

LogP

0.4528000000000001

Topological Polar Surface Area

77.66 Å²

Hydrogen Bond Donor/Acceptor

0 / 6

Complexity

380

Safety Information

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Hazard Statement

H303 May be harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H317 May cause an allergic skin reaction
Sensitization, Skin

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

MFCD00209575
bis(2,3-epoxypropyl)cyclohex-4-ene-1,2-dicarboxylate
36343-81-4
BS-49624
EINECS 244-435-6
bis(oxiran-2-ylmethyl)cyclohex-4-ene-1,2-dicarboxylate
CS-0377955
AKOS015901759
4-Cyclohexene-1,2-dicarboxylic acid, 1,2-bis(2-oxiranylmethyl) ester
tetrahydrophthalic acid diglycidylester
bis(oxiran-2-ylmethyl) cyclohex-4-ene-1,2-dicarboxylate
FT-0686463
4-Cyclohexene-1,2-dicarboxylic acid, bis(oxiranylmethyl) ester
Bis(2,3-epoxypropyl) cyclohex-4-ene-1,2-dicarboxylate
Epoxy 711
Diglycidyl 4-Cyclohexene-1,2-dicarboxylate
D5576
SCHEMBL427932
21544-03-6
NS00050302
DTXSID50864997
bis(2,3-epoxypropyl) cyclohex-4-ene-1,2-dicarboxylate
tetrahydrophthalic acid diglycidyl ester
1,2,3,6-Tetrahydrophthalic acid diglycidyl ester
4-Cyclohexene-1,2-dicarboxylic acid bis(oxiran-2-ylmethyl) ester
4-Cyclohexene-1,2-dicarboxylic acid bis(oxiranylmethyl) ester
4-Cyclohexene-1,2-dicarboxylic acid diglycidyl ester
Einecs 244-435-6
Diglycidyl tetrahydrophthalate polymer
PubChem21975
4-Cyclohexene-1,2-dicarboxylic acid, bis(oxiranylmethyl) ester, homopolymer

MDL Number

MFCD00209575

FAQ

What are the physical and chemical properties of Bis(2-oxiranylmethyl) 4-cyclohexene-1,2-dicarboxylate (CAS: 21544-03-6)?

Bis(2-oxiranylmethyl) 4-cyclohexene-1,2-dicarboxylate (CAS: 21544-03-6) is a solid at room temperature. Its molecular weight is approximately 268.36 g/mol. It has limited solubility in water but is soluble in organic solvents like methylene chloride. This compound is reactive, particularly with nucleophiles due to the presence of oxirane rings and carboxylic acid groups.

How is Bis(2-oxiranylmethyl) 4-cyclohexene-1,2-dicarboxylate (CAS: 21544-03-6) typically synthesized?

Bis(2-oxiranylmethyl) 4-cyclohexene-1,2-dicarboxylate (CAS: 21544-03-6) can be synthesized via a two-step process. First, the 4-cyclohexene-1,2-dicarboxylic acid is reacted with epichlorohydrin to form the oxirane derivatives. Then, these derivatives are coupled to form the bis(2-oxiranylmethyl) derivative. Commonly used catalysts include triphenylphosphine and 4-dimethylaminopyridine, and the yield is typically over 90%.

What industries use Bis(2-oxiranylmethyl) 4-cyclohexene-1,2-dicarboxylate (CAS: 21544-03-6)?

Bis(2-oxiranylmethyl) 4-cyclohexene-1,2-dicarboxylate (CAS: 21544-03-6) is used in various industries. It is particularly valuable in the pharmaceutical sector for the synthesis of complex compounds. It is also utilized in the polymer industry to enhance material properties. Additionally, it finds applications in the production of sensors and semiconductors due to its reactive functional groups.

What precautions should be taken when handling Bis(2-oxiranylmethyl) 4-cyclohexene-1,2-dicarboxylate (CAS: 21544-03-6)?

When handling Bis(2-oxiranylmethyl) 4-cyclohexene-1,2-dicarboxylate (CAS: 21544-03-6), it is important to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize exposure. Spills should be cleaned up with appropriate absorbent materials, and any waste should be disposed of according to local regulations. For detailed safety information, refer to the Safety Data Sheet (SDS) available from the manufacturer.