(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

C15H20O4

CAS21293-29-8
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
21293-29-8
EC Number
244-319-5
UN Number
3077
Index Number
607-748-00-2
PubChem CID
5280896

Physical-chemical properties

Molecular Formula
C15H20O4
Molar Mass
264.32 g/mol
IUPAC Name
(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

Chemical Identifiers

InChI
InChI=1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7-/t15-/m1/s1
InChI Key
JLIDBLDQVAYHNE-YKALOCIXSA-N

Overview

(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid (CAS 21293-29-8) is a complex organic compound featuring conjugated diene structures with notable aquatic toxicity properties. This specialized chemical compound, with molecular formula C15H20O4 and molecular weight 264.32 g/mol, represents an important class of substituted dienoic acids used in various industrial applications. The molecule contains a unique cyclohexenone ring system connected to a conjugated pentadienoic acid chain, conferring specific chemical reactivity patterns that make it valuable for synthetic chemistry processes. The compound exhibits significant environmental considerations, classified under GHS09 pictogram with aquatic acute and chronic toxicity (Category 1), requiring careful handling protocols during storage and transportation. As a Class 9 ADR substance, it falls under miscellaneous dangerous goods regulations, necessitating appropriate packaging and documentation for shipment across European markets. From a structural perspective, this dienoic acid shares certain chemical characteristics with other complex organic molecules used in specialty applications, though it differs significantly from simpler compounds like copper(1+) thiocyanate in terms of molecular complexity and application scope. The stereochemistry, indicated by the (2Z,4E) and (1S) designations, is crucial for its biological activity and industrial performance. Primary industrial applications include use as an intermediate in pharmaceutical synthesis, specialty polymer production, and as a building block for agrochemical formulations. The compound's conjugated system makes it particularly suitable for applications requiring specific electronic properties or photochemical reactivity. OYSI maintains reliable supply chains for this specialized chemical compound, supporting European manufacturers with consistent quality and regulatory compliance documentation.

Safety & Classification

Warning
Classification:

Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H400

Very toxic to aquatic life.

H410

Very toxic to aquatic life with long lasting effects.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Transport (ADR)

UN Number3077
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping NameS-Abscisinsäure
Marine PollutantNo

Frequently Asked Questions

What is (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid?

(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid is an organic compound with the molecular formula C15H20O4 and CAS number 21293-29-8. This complex molecule features a cyclohexene ring system connected to a dienoic acid chain, with specific stereochemical configurations indicated by the (2Z,4E) and (1S) designations. With a molecular weight of 264.32 g/mol, it belongs to the class of substituted carboxylic acids containing multiple functional groups including hydroxyl, carbonyl, and carboxylic acid moieties.

What are the physicochemical properties of (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid?

The compound has a molecular formula of C15H20O4 with a molecular weight of 264.32 g/mol. As a carboxylic acid derivative with multiple polar functional groups (hydroxyl, carbonyl, and carboxyl), it likely exhibits moderate solubility in polar solvents and limited solubility in non-polar media. The presence of conjugated double bonds and aromatic character may contribute to its stability and optical properties. The specific stereochemical configuration affects its three-dimensional structure and potential biological activity.

What is (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid used for?

(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid is primarily used in specialized chemical research and pharmaceutical intermediate synthesis. Its complex structure with multiple functional groups makes it valuable for organic synthesis applications, particularly in the development of bioactive compounds. The molecule may serve as a building block in medicinal chemistry or as a reference standard in analytical chemistry applications. Its specific stereochemical properties make it important for studies requiring precise molecular configuration.

How to handle (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid safely?

Safe handling requires standard laboratory safety precautions including wearing appropriate personal protective equipment such as safety glasses, gloves, and lab coats. Work in well-ventilated areas or under fume hoods to avoid inhalation. The compound carries a Warning signal word and GHS09 pictogram, indicating environmental hazards. Avoid release to the environment and prevent contact with skin and eyes. Use proper containment measures and have emergency procedures in place. Follow good laboratory practices and ensure personnel are trained in chemical safety protocols.

How to store (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid correctly?

Store the compound in a cool, dry, and well-ventilated area away from direct sunlight and heat sources. Keep containers tightly closed to prevent moisture absorption and contamination. Given its aquatic toxicity classification (Aquatic Acute 1; Aquatic Chronic 1), ensure storage areas have appropriate containment measures to prevent environmental release. Store away from incompatible materials and oxidizing agents. Maintain proper inventory records and regularly inspect containers for damage. Follow local regulations for chemical storage and ensure appropriate fire safety measures are in place.

What to do in case of contact with (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid?

In case of skin contact, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, rinse immediately with plenty of clean water for at least 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. In case of ingestion, do not induce vomiting and seek immediate medical attention. Always consult the safety data sheet for specific first aid measures and contact emergency services if severe symptoms develop.

How to dispose of (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid appropriately?

Disposal must be conducted according to local, regional, and national regulations due to its aquatic toxicity classification. The compound should never be released to the environment or disposed of in regular waste streams. Contact licensed waste disposal companies specialized in hazardous chemical waste management. Small quantities may require incineration at high temperatures in approved facilities. Maintain proper documentation of disposal activities and ensure compliance with REACH and waste framework regulations. Consult local environmental authorities for specific disposal requirements in your region.

How to transport (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid?

Transport follows ADR classification as Class 9 (Miscellaneous dangerous substances), Packing Group III. This classification requires appropriate packaging, marking, and documentation according to international dangerous goods regulations. Use UN-approved packaging suitable for Class 9 materials and ensure proper labeling with hazard diamonds and identification numbers. Transport vehicles must carry appropriate emergency information and equipment. Drivers require ADR certification for dangerous goods transport. Ensure compliance with national and international transport regulations including proper shipping papers and emergency response procedures.

Is (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid subject to special regulations?

The compound is subject to standard REACH and CLP regulations within the European Union but is not classified as a Substance of Very High Concern (SVHC). Its aquatic toxicity classification requires compliance with environmental protection regulations and may trigger reporting requirements under various national environmental frameworks. Users must ensure proper classification, labeling, and packaging according to CLP regulation. Import/export may require additional documentation. Companies handling this substance should maintain safety data sheets and ensure worker training complies with occupational safety regulations.

Where to buy (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid in Europe?

OYSI serves as a reliable European distributor for (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid, offering professional chemical distribution services across Europe. Our experienced team provides technical support, proper documentation, and ensures compliance with European regulations including REACH and ADR transport requirements. We maintain high quality standards and provide appropriate safety data sheets and certificates of analysis. Contact OYSI for availability, specifications, and technical consultation to meet your specific research or industrial application requirements.

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(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid is a dangerous good. We support you with labeling, packaging, and transport documentation.

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Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.