Cyclohex-4-ene-1,2-dicarboxylic acid

Name: Cyclohex-4-ene-1,2-dicarboxylic acid
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CAS No. 88-98-2
Cat. No. CS-0146872
Purity≥95%
MDL No.MFCD00019425

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Cyclohex-4-ene-1,2-dicarboxylic acid|CS-0146872

Structure of 88-98-2

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General Information

CAS No. 88-98-2
Cat. No. CS-0146872
Purity ≥95%
MDL No. MFCD00019425
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀O₄
Molecular Weight None
Synonym(s) (1R,2S)-4-Cyclohexene-1,2-dicarboxylic acid
SMILES O=C(C1C(C(O)=O)CC=CC1)O

Description

Cyclohex-4-ene-1,2-dicarboxylic acid features a conjugated diacid system within a strained cyclohexene framework, enabling direct participation in Diels-Alder reactions and serving as a robust scaffold for asymmetric synthesis. The rigid, electron-deficient alkene facilitates controlled cycloaddition under mild conditions.

Application

Cyclohex-4-ene-1,2-dicarboxylic acid serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted cyclohexane scaffolds through standard functional group transformations. Its conjugated diene system facilitates Diels-Alder reactions, while the dicarboxylic acid functionality offers orthogonal reactivity for derivatization, esterification, or salt formation. The compound exhibits good bench stability and is amenable to purification via recrystallization, supporting its use in medicinal chemistry campaigns and materials synthesis.

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H318
Precautionary Statements : P280-P305+P351+P338

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Computational Chemistry Data

TPSA 74.6
LogP 0.738
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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Cyclohex-4-ene-1,2-dicarboxylic acid

CAS No. 88-98-2

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