Diethyl oxalate

C6H10O4

diethyl oxalate

CAS95-92-1
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
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Identification

CAS Number
95-92-1
EC Number
202-464-1
UN Number
2525
Index Number
607-147-00-5
PubChem CID
7268

Physical-chemical properties

Molecular Formula
C6H10O4
Molar Mass
146.14 g/mol
IUPAC Name
diethyl oxalate

Chemical Identifiers

InChI
InChI=1S/C6H10O4/c1-3-9-5(7)6(8)10-4-2/h3-4H2,1-2H3
InChI Key
WYACBZDAHNBPPB-UHFFFAOYSA-N

Overview

Diethyl oxalate (CAS 95-92-1) is an organic ester compound with notable chemical reactivity and industrial versatility. This colorless to pale yellow liquid serves as an important intermediate in organic synthesis and pharmaceutical manufacturing, offering controlled reactivity through its dual ester functional groups. As a diester derivative of oxalic acid, diethyl oxalate exhibits characteristic properties that make it valuable in various chemical processes. The compound features two ethyl ester groups attached to an oxalate backbone, providing both stability and selective reactivity under appropriate conditions. Its molecular structure allows for controlled hydrolysis, transesterification, and condensation reactions, making it particularly useful in synthetic chemistry applications. From a safety perspective, diethyl oxalate is classified with acute toxicity category 4 and eye irritation category 2, requiring standard laboratory safety protocols. The compound carries the warning signal word and GHS07 pictogram, indicating moderate hazard levels that necessitate proper handling procedures including adequate ventilation and personal protective equipment. Its ADR classification as class 6.1 reflects its toxic properties during transport and storage. The compound finds primary applications in pharmaceutical intermediate synthesis, where its controlled reactivity enables the formation of complex molecular structures. It also serves as a reagent in organic synthesis for producing specialty chemicals and as a building block in agrochemical manufacturing. Unlike simpler compounds such as 1-phenylethanone, diethyl oxalate offers dual functionality that enhances synthetic versatility. Additionally, the compound plays a role in analytical chemistry applications and research laboratories for specialized synthetic procedures. Its relationship to other industrial chemicals like 4-nitrophenol highlights its position within the broader spectrum of organic intermediates used in chemical manufacturing. OYSI maintains reliable supply capabilities for diethyl oxalate to support European industrial and research applications.

Safety & Classification

Warning
Classification:

Acute Tox. 4 *; Eye Irrit. 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H302

Harmful if swallowed.

H319

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

Irritant

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:

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 Number2525
ADR Class6.1
Packing GroupIII
Tunnel CodeE
Proper Shipping NameEthyloxalat
Marine PollutantNo

Frequently Asked Questions

What is diethyl oxalate?

Diethyl oxalate is an organic chemical compound with the molecular formula C6H10O4 and CAS number 95-92-1. It is an ester derivative of oxalic acid, featuring two ethyl groups attached to the oxalate backbone. With a molecular weight of 146.14 g/mol, this compound is classified as a moderately hazardous substance with acute toxicity and eye irritation properties, requiring careful handling in industrial applications.

What are the physicochemical properties of diethyl oxalate?

Diethyl oxalate is typically a colorless to pale yellow liquid at room temperature with a characteristic ester-like odor. The compound has moderate solubility in water and is miscible with most organic solvents including alcohols, ethers, and aromatic hydrocarbons. Its ester functional groups make it reactive under basic or acidic hydrolysis conditions, and it exhibits typical ester chemical behavior in organic synthesis reactions.

What is diethyl oxalate used for?

Diethyl oxalate is primarily used as an intermediate in organic synthesis and pharmaceutical manufacturing. It serves as a building block for the production of various pharmaceutical compounds, agrochemicals, and specialty chemicals. The compound is also utilized in research applications for the synthesis of heterocyclic compounds and as a reagent in organic chemistry laboratories for esterification and condensation reactions.

How to handle diethyl oxalate safely?

Diethyl oxalate requires careful handling due to its Acute Tox. 4 and Eye Irrit. 2 classifications. Essential safety measures include wearing chemical-resistant gloves, safety goggles, and protective clothing to prevent skin and eye contact. Work should be conducted in well-ventilated areas or under fume hoods to avoid inhalation. The GHS07 warning pictogram indicates moderate hazard levels requiring standard laboratory safety protocols.

How to store diethyl oxalate correctly?

Diethyl oxalate should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and direct sunlight. The storage area should be equipped with appropriate spill containment measures and maintained at stable temperatures. Keep away from strong bases and acids that could cause hydrolysis, and ensure containers are properly labeled with hazard information and handling precautions.

What to do in case of contact with diethyl oxalate?

Diethyl oxalate exposure requires immediate first aid measures. In case of eye contact, flush immediately with plenty of water for at least 15 minutes and seek medical attention due to its eye irritant properties. For skin contact, wash thoroughly with soap and water. If ingested, do not induce vomiting and seek immediate medical care due to its acute toxicity classification. Remove contaminated clothing and wash before reuse.

How to dispose of diethyl oxalate properly?

Diethyl oxalate must be disposed of according to local, national, and EU waste regulations as hazardous chemical waste. The substance cannot be disposed of in regular drains or municipal waste systems due to its toxicity classification. Contact licensed hazardous waste disposal companies for proper collection and treatment. Small laboratory quantities may be neutralized through controlled hydrolysis under professional supervision before disposal.

How to transport diethyl oxalate?

Diethyl oxalate is classified under ADR Class 6.1 (toxic substances) Packaging Group III for transportation. This classification requires specific packaging standards, labeling with appropriate hazard diamonds, and documentation including transport documents and safety data sheets. Vehicles must carry appropriate emergency equipment, and drivers need ADR certification for transporting toxic substances. Proper segregation from incompatible materials is mandatory during transport.

Is diethyl oxalate subject to specific regulations?

Diethyl oxalate is subject to standard EU chemical regulations under REACH and CLP frameworks but is not classified as a Substance of Very High Concern (SVHC). Users must comply with standard registration, evaluation, and authorization requirements. The substance requires proper classification, labeling, and safety data sheet provision according to CLP regulation. Import/export may require additional documentation depending on destination country regulations.

Where to buy diethyl oxalate in Europe?

Diethyl oxalate 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 documentation including certificates of analysis and safety data sheets. Contact OYSI directly for specific quantities, packaging options, and delivery arrangements to your location within the European market.

Data Sources

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