Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate

C16H21NO5

diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate

CAS103976-28-9
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
103976-28-9
EC Number
431-430-0
UN Number
3077
Index Number
607-579-00-4
PubChem CID
2267551

Physical-chemical properties

Molecular Formula
C16H21NO5
Molar Mass
307.34 g/mol
IUPAC Name
diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate

Chemical Identifiers

InChI
InChI=1S/C16H21NO5/c1-4-20-13-9-7-12(8-10-13)17-11-14(15(18)21-5-2)16(19)22-6-3/h7-11,17H,4-6H2,1-3H3
InChI Key
WQQOKAKJKDTIBY-UHFFFAOYSA-N

Overview

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate (CAS 103976-28-9) is an organic compound featuring an aniline derivative structure with ethoxycarbonyl substituents and moderate aquatic toxicity concerns. This specialized organic intermediate belongs to the class of substituted malonate derivatives, characterized by its molecular formula C16H21NO5 and molecular weight of 307.34 g/mol. The compound features a distinctive structure combining an ethoxy-substituted aniline moiety with a malonate diester framework, creating unique chemical properties valuable in synthetic chemistry applications. The presence of the 4-ethoxyaniline group contributes to its electronic properties and reactivity profile, while the diethyl malonate portion provides versatility for further chemical transformations. From a safety perspective, this compound is classified under GHS hazard categories Acute Tox. 4 and Aquatic Chronic 2, requiring appropriate handling precautions as indicated by the Warning signal word and corresponding GHS07 and GHS09 pictograms. The ADR Class 9 classification designates it as a miscellaneous dangerous substance for transport purposes. Laboratory personnel should implement standard protective measures including proper ventilation, personal protective equipment, and environmental containment protocols to prevent aquatic contamination. The compound finds primary applications in pharmaceutical intermediate synthesis, where its malonate structure serves as a versatile building block for complex molecule construction. It is also utilized in specialty chemical manufacturing and research applications requiring specific aniline derivatives. Unlike simpler compounds such as 4-(4,4-dimethyl-3-oxopyrazolidin-1-yl)benzoic acid, this malonate derivative offers enhanced synthetic flexibility through its dual ester functionality. OYSI maintains reliable supply chains for this technical grade compound, supporting European customers with consistent availability for specialized chemical synthesis requirements.

Safety & Classification

Warning
Classification:

Acute Tox. 4 *; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H302

Harmful if swallowed.

H411

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

Ingestion

Harmful

Measures if substance is accidentally swallowed

First Aid Actions

  • +P301IF SWALLOWED:
  • +P330Rinse mouth.
  • +P331Do NOT induce vomiting.
  • +P310Immediately call a POISON CENTER/doctor.

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.

Transport (ADR)

UN Number3077
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping NameDiethyl-[(4-ethoxyanilino)methylen]malonat
Marine PollutantNo

Frequently Asked Questions

What is diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate?

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate is an organic chemical compound with the molecular formula C16H21NO5 and CAS number 103976-28-9. This substance has a molecular weight of 307.34 g/mol and belongs to the family of diethyl malonate derivatives. It features an ethoxyanilino group linked through a methylidene bridge to a propanedioate backbone. The compound is classified as moderately hazardous with acute toxicity category 4 and chronic aquatic toxicity category 2.

What are the physicochemical properties of diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate?

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate is an organic solid compound with a molecular weight of 307.34 g/mol and the molecular formula C16H21NO5. As a diethyl ester derivative containing aromatic and aliphatic components, it typically exhibits limited water solubility but good solubility in organic solvents. The compound's physical appearance, exact melting point, and specific solubility parameters would need to be determined through analytical testing for precise handling requirements.

What is diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate used for?

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate is primarily used as an intermediate in organic synthesis and pharmaceutical research. Its malonate ester structure makes it valuable for various chemical transformations including condensation reactions, cyclizations, and as a building block for more complex molecules. The compound may also find applications in specialty chemical manufacturing, agrochemical synthesis, and as a research reagent in academic and industrial laboratories developing new organic compounds.

How to handle diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate safely?

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate requires careful handling due to its Acute Tox. 4 classification. Wear appropriate personal protective equipment including safety glasses, chemical-resistant gloves, and protective clothing. Work in well-ventilated areas or under fume hoods to avoid inhalation exposure. Avoid skin and eye contact, and prevent ingestion. The Warning signal word indicates moderate hazard level, but proper safety protocols must always be followed during handling and processing operations.

How to store diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate correctly?

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep containers closed when not in use and protect from light and moisture. Due to its organic ester nature, avoid storage near strong oxidizing agents, acids, or bases. Maintain storage temperatures according to supplier specifications and ensure proper labeling with GHS pictograms GHS07 and GHS09 for safety identification.

What to do in case of contact with diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate?

In case of skin contact with diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate, immediately remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. For eye contact, flush immediately with clean water for 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 complete first aid procedures and contact emergency services if necessary.

How to dispose of diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate properly?

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate must be disposed of in accordance with local, national, and EU waste regulations due to its toxicity classification and environmental impact. The substance requires handling as hazardous waste and should not be discharged into sewers, soil, or waterways due to its Aquatic Chronic 2 classification. Contact licensed waste disposal companies for proper treatment and disposal. Small laboratory quantities may require incineration at authorized facilities under controlled conditions.

How to transport diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate?

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate is classified under ADR Class 9 (Miscellaneous dangerous substances), Packing Group III for transportation purposes. This classification requires appropriate packaging, labeling, and documentation for road transport within Europe. Use UN-approved packaging suitable for Packing Group III substances and ensure proper shipping documentation includes the correct UN number and classification. Transport vehicles must comply with ADR requirements for Class 9 materials and carry appropriate emergency response information.

Is diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate subject to specific regulations?

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate is subject to standard EU chemical regulations including REACH and CLP classifications but is not currently listed as a Substance of Very High Concern (SVHC). The substance must be handled according to its harmonized classification as Acute Tox. 4 and Aquatic Chronic 2, requiring appropriate risk management measures. Users must comply with occupational exposure limits, environmental discharge restrictions, and proper waste management protocols as defined by national and EU legislation.

Where to buy diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate in Europe?

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides this compound to industrial customers, research institutions, and chemical manufacturers across Europe with proper regulatory compliance and technical support. As a professional chemical distributor, OYSI ensures appropriate packaging, documentation, and safety data sheets for safe handling and regulatory compliance. Contact OYSI directly for availability, specifications, and technical assistance for your specific application requirements.

Data Sources

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