(E)-but-2-enedioic acid
C4H4O4
Consulting for (E)-but-2-enedioic acid
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Identification
- CAS Number
- 110-17-8
- EC Number
- 203-743-0
- UN Number
- Index Number
- 607-146-00-X
- PubChem CID
- 444972
Physical-chemical properties
- Molecular Formula
- C4H4O4
- Molar Mass
- 116.07 g/mol
- IUPAC Name
- (E)-but-2-enedioic acid
Chemical Identifiers
- InChI
- InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+
- InChI Key
- VZCYOOQTPOCHFL-OWOJBTEDSA-N
Overview
(E)-but-2-enedioic acid (CAS 110-17-8) is an unsaturated dicarboxylic acid with trans-configuration known for its chemical reactivity and industrial versatility. This organic compound, commonly recognized as fumaric acid, represents a fundamental building block in both biological systems and industrial chemistry. With its molecular formula C4H4O4 and molecular weight of 116.07 g/mol, this white crystalline solid exhibits distinctive properties that make it valuable across multiple sectors. The compound features a double bond between carbon atoms in the trans-configuration, distinguishing it from its cis-isomer and contributing to its stability and specific chemical behavior. From a safety perspective, (E)-but-2-enedioic acid is classified as Eye Irritant Category 2 under GHS regulations, requiring appropriate handling precautions including eye protection and proper ventilation. The substance carries the warning signal word and GHS07 pictogram, indicating moderate hazard levels that necessitate standard laboratory safety protocols during handling and storage. The compound finds extensive application in food and beverage industries as an acidulant and preservative, pharmaceutical manufacturing as an intermediate for drug synthesis, and polymer production where it serves as a cross-linking agent. Its chemical structure allows for various derivatization reactions, making it particularly useful in creating specialized chemical products. Unlike related compounds such as methyl 3-oxobutanoate which serves different synthetic pathways, (E)-but-2-enedioic acid's dicarboxylic nature provides unique functionalization opportunities. OYSI maintains reliable supplies of technical-grade (E)-but-2-enedioic acid to support European industrial customers' diverse chemical processing requirements.
Safety & Classification
Eye Irrit. 2
GHS Pictograms
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
Causes serious eye irritation.
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
Eye Contact
Measures if substance gets into the eyes
First Aid Actions
- +P305IF IN EYES:
- +P351Rinse cautiously with water for several minutes.
- +P338Remove contact lenses, if present and easy to do. Continue rinsing.
- +P313Get medical advice/attention.
Related hazard statements:
General Measures
Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)
First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.
Frequently Asked Questions
What is (E)-but-2-enedioic acid?
(E)-but-2-enedioic acid is an organic dicarboxylic acid with the molecular formula C4H4O4 and CAS number 110-17-8. This compound, also known as fumaric acid, is characterized by its double bond configuration in the E (trans) form. With a molecular weight of 116.07 g/mol, it belongs to the family of unsaturated dicarboxylic acids and appears as white crystalline solid at room temperature.
What are the physicochemical properties of (E)-but-2-enedioic acid?
(E)-but-2-enedioic acid presents as white crystalline needles or powder at room temperature. It has a melting point around 287°C and demonstrates limited solubility in cold water but increased solubility in hot water. The compound is also soluble in alcohol and slightly soluble in ether. It exhibits characteristic carboxylic acid properties and can form salts with bases.
What is (E)-but-2-enedioic acid used for?
(E)-but-2-enedioic acid serves multiple industrial applications including food additive manufacturing as an acidity regulator, pharmaceutical intermediate synthesis, and resin production. It is utilized in the production of polyester resins, plasticizers, and as a component in adhesives. The compound also finds applications in paper sizing, textile processing, and as a chemical intermediate for various organic syntheses.
How to handle (E)-but-2-enedioic acid safely?
(E)-but-2-enedioic acid requires careful handling due to its Eye Irritant 2 classification under GHS07 pictogram. Always wear appropriate eye protection, protective gloves, and ensure adequate ventilation during use. Avoid direct contact with eyes and skin, and prevent inhalation of dust particles. Implement proper hygiene measures including washing hands thoroughly after handling and before eating or drinking.
How to store (E)-but-2-enedioic acid correctly?
(E)-but-2-enedioic acid should be stored in a cool, dry, well-ventilated area away from incompatible materials. Keep containers tightly closed and protected from moisture to prevent degradation. Store away from strong bases, oxidizing agents, and reducing agents. Maintain storage temperatures below 25°C and ensure proper labeling according to GHS requirements with appropriate warning pictograms.
What to do in case of contact with (E)-but-2-enedioic acid?
Eye contact with (E)-but-2-enedioic acid requires immediate irrigation with clean water for at least 15 minutes while holding eyelids open. Remove contact lenses if easily removable. For skin contact, wash affected area thoroughly with soap and water. If inhaled, move to fresh air immediately. Seek medical attention if irritation persists or symptoms develop. Do not rub eyes after contact.
How to dispose of (E)-but-2-enedioic acid appropriately?
(E)-but-2-enedioic acid waste must be disposed of according to local, national, and international environmental regulations. Contact authorized waste management companies for proper disposal. Do not discharge into drains, waterways, or soil. Small quantities may be neutralized with appropriate bases under controlled conditions before disposal. Always consult local authorities for specific disposal requirements and approved waste treatment facilities.
How to transport (E)-but-2-enedioic acid?
(E)-but-2-enedioic acid transport follows standard chemical shipping procedures as it does not fall under specific ADR dangerous goods classification. Use appropriate packaging materials that prevent moisture ingress and ensure containers are properly sealed and labeled. Follow general chemical transport guidelines including proper documentation, handling instructions, and emergency contact information during shipment.
Is (E)-but-2-enedioic acid subject to specific regulations?
(E)-but-2-enedioic acid is regulated under European CLP regulation requiring classification as Eye Irritant 2 with Warning signal word and GHS07 pictogram. It is subject to REACH registration requirements for commercial use in the EU. The substance is not classified as SVHC (Substance of Very High Concern) and follows standard chemical registration procedures for industrial and professional applications.
Where to buy (E)-but-2-enedioic acid in Europe?
(E)-but-2-enedioic acid is available through OYSI, a leading European distributor of technical chemicals. OYSI provides this compound with proper documentation, safety data sheets, and regulatory compliance for industrial and professional users across Europe. Contact OYSI's technical team for product availability, specifications, packaging options, and delivery information tailored to your specific application requirements.
Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.