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 ester compound with ethoxyanilino functionality used in chemical synthesis applications. This specialized chemical intermediate belongs to the family of substituted propanedioate derivatives, characterized by its distinctive ethoxyanilino group attached to a malonate backbone. With the molecular formula C16H21NO5 and a molecular weight of 307.34 g/mol, this compound exhibits properties typical of both aniline derivatives and diethyl malonate compounds. The presence of the ethoxy-substituted aniline moiety provides specific reactivity patterns that make it valuable in organic synthesis protocols. From a safety perspective, diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate is classified under acute toxicity category 4 and presents chronic aquatic hazard category 2, requiring appropriate handling precautions. The compound carries warning pictograms GHS07 and GHS09, indicating both health and environmental considerations during storage, handling, and disposal. Its classification under ADR class 9 designates it as a miscellaneous dangerous substance for transportation purposes. The compound finds primary applications in pharmaceutical intermediate synthesis, where its unique structural features enable specific chemical transformations. It is commonly employed in the development of heterocyclic compounds and serves as a building block for more complex molecular architectures. Industrial applications also include its use in specialty chemical manufacturing and research applications requiring ethoxyanilino functionality. Unlike simpler compounds such as 4-(4,4-dimethyl-3-oxopyrazolidin-1-yl)benzoic acid, this malonate derivative offers enhanced synthetic versatility through its dual ester functionality. OYSI maintains reliable supply chains for diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate to support European industrial and research applications.

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 CAS number 103976-28-9 and molecular formula C16H21NO5. This substance has a molecular weight of 307.34 g/mol and belongs to the class of malonate derivatives. It features an ethoxyanilino group linked to a propanedioate backbone, making it a specialized intermediate compound used in various chemical synthesis applications.

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

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate is a solid organic compound at room temperature with a molecular weight of 307.34 g/mol. The substance contains both hydrophilic and lipophilic structural elements due to its ethoxy and ester groups. Its malonate ester structure suggests moderate solubility in organic solvents. The compound's stability and exact physical appearance may vary depending on purity and storage conditions.

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

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate is primarily used as a chemical intermediate in pharmaceutical and fine chemical synthesis. Its malonate ester structure makes it valuable for various organic reactions, including condensation and cyclization processes. The compound may serve as a building block for developing pharmaceutical compounds, agrochemicals, or specialty chemicals requiring its specific structural features and reactivity patterns.

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

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate requires careful handling due to its Acute Toxicity 4 classification. Operators must wear appropriate personal protective equipment including safety glasses, gloves, and protective clothing. Work should be conducted in well-ventilated areas or under fume hoods. Avoid skin and eye contact, inhalation, and ingestion. Implement proper hygiene measures including thorough hand washing after handling.

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

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate should be stored in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Keep containers tightly closed and properly labeled with GHS07 and GHS09 pictograms. Store separately from incompatible materials and ensure adequate containment to prevent environmental release. Regular inspection of storage containers is recommended to maintain product integrity and safety standards.

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

Immediate action is required upon contact with diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate due to its toxicity classification. For skin contact, remove contaminated clothing and wash thoroughly with soap and water. In case of eye contact, rinse immediately with plenty of water for at least 15 minutes. If inhaled, move to fresh air. For ingestion, do not induce vomiting and seek immediate medical attention.

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

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate must be disposed of through authorized waste management companies specializing in chemical waste. The substance cannot be disposed of in regular waste streams due to its toxicity and environmental hazard classifications. Collect waste in appropriate containers, properly labeled according to local regulations. Disposal methods may include incineration at licensed facilities or other approved treatment methods following national and EU waste regulations.

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

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate is classified as ADR Class 9 (Miscellaneous Dangerous Substances), Packing Group III for transportation. Shipments must comply with dangerous goods regulations including proper packaging, labeling, and documentation. Use UN-approved packaging and ensure vehicles are properly placarded. Drivers must have appropriate dangerous goods training. Transport documentation must include proper shipping names and hazard classifications according to international transport regulations.

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

Diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate is subject to EU REACH and CLP regulations but is not classified as a Substance of Very High Concern (SVHC). The substance requires proper classification and labeling with Warning signal word and appropriate GHS pictograms (GHS07, GHS09). Companies must ensure compliance with registration requirements, safety data sheet provisions, and occupational exposure limits where applicable under European chemical 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 chemical products. OYSI provides reliable supply chains for laboratory and industrial customers across Europe, ensuring proper handling, documentation, and regulatory compliance. As a professional chemical distributor, OYSI maintains quality standards and provides technical support for customers requiring this specialized chemical intermediate for their applications.

Data Sources

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