Tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate

C24H25O2P

tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate

CAS35000-38-5
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

Consulting for Tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate

Our experts support you with application, dosage, and compliance.

Request Consultation

Identification

CAS Number
35000-38-5
EC Number
412-880-7
UN Number
3464
Index Number
015-175-00-9
PubChem CID
256127

Physical-chemical properties

Molecular Formula
C24H25O2P
Molar Mass
376.40 g/mol
IUPAC Name
tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate

Chemical Identifiers

InChI
InChI=1S/C24H25O2P/c1-24(2,3)26-23(25)19-27(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22/h4-19H,1-3H3
InChI Key
ZWZUFQPXYVYAFO-UHFFFAOYSA-N

Overview

Tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate (CAS 35000-38-5) is an organophosphorus compound featuring a Wittig reagent structure with ester functionality for synthetic organic chemistry applications. This specialized phosphorus ylide compound represents a valuable tool in modern organic synthesis, particularly for carbon-carbon bond formation reactions. With the molecular formula C24H25O2P and a molecular weight of 376.4 g/mol, this substance combines the reactivity of triphenylphosphine derivatives with the stability provided by the tert-butyl ester protecting group. The lambda5-phosphanylidene designation indicates the pentavalent phosphorus center characteristic of Wittig reagents, making it particularly useful for olefination reactions where precise control over stereochemistry is required. From a safety perspective, tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate requires careful handling due to its classification under multiple hazard categories. The compound carries acute toxicity warnings (Acute Tox. 3), potential for specific target organ toxicity from repeated exposure (STOT RE 2), and can cause eye irritation and skin sensitization. Its environmental impact includes chronic aquatic toxicity, necessitating proper waste management protocols. Transportation falls under ADR Class 6.1, reflecting its toxic properties. Industrial applications primarily center on pharmaceutical intermediate synthesis, fine chemical manufacturing, and specialized organic transformations. Unlike simpler organophosphorus compounds such as those derived from N-methylaniline systems, this Wittig reagent offers superior selectivity for ester-containing target molecules. The compound finds particular utility in multi-step synthetic routes where the tert-butyl protecting group can be selectively removed under mild acidic conditions. OYSI maintains reliable supply chains for this specialized organophosphorus reagent to support European chemical manufacturing and research operations.

Safety & Classification

Danger
Classification:

Acute Tox. 3 *; STOT RE 2 *; Eye Irrit. 2; Skin Sens. 1; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H301

Toxic if swallowed.

H373

May cause damage to organs through prolonged or repeated exposure.

H319

Causes serious eye irritation.

H317

May cause an allergic skin reaction.

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

Skin Contact

Irritant

Measures if substance contacts the skin

First Aid Actions

  • +P302IF ON SKIN:
  • +P352Wash with plenty of water.
  • +P361Take off immediately all contaminated clothing.
  • +P313Get medical advice/attention.

Related hazard statements:

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

Toxic

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 Number3464
ADR Class6.1
Packing GroupII
Tunnel CodeD/E
Proper Shipping Nametert-Butyl-(triphenylphosphoranyliden)acetat
Marine PollutantNo

Frequently Asked Questions

What is tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate?

Tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate is an organophosphorus compound with the molecular formula C24H25O2P and CAS number 35000-38-5. This chemical substance has a molecular weight of 376.4 g/mol and belongs to the family of phosphonium ylides. It is classified as a hazardous substance with acute toxicity and potential for specific target organ toxicity upon repeated exposure.

What are the physicochemical properties of tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate?

Tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate is a complex organic molecule containing phosphorus with a molecular mass of 376.4 g/mol. The compound features a tert-butyl ester group combined with a triphenylphosphonium moiety. Its exact physical state, color, and solubility properties depend on storage conditions and purity grade, though specific data should be verified through technical documentation from suppliers.

What is tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate used for?

Tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate is primarily used as a reagent in organic synthesis, particularly in Wittig reactions and related phosphonium ylide chemistry. This compound serves as an important intermediate in pharmaceutical synthesis and fine chemical manufacturing. Its applications include the preparation of alkenes and other carbon-carbon bond forming reactions in research laboratories and specialized chemical production facilities.

How to handle tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate safely?

Tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate requires careful handling due to its Acute Tox. 3 classification and skin sensitization potential. Essential protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing. Work should be conducted in well-ventilated areas or under fume hoods. Avoid skin and eye contact, and prevent inhalation of vapors or dust. Emergency eyewash stations and safety showers should be readily accessible.

How to store tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate correctly?

Tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from incompatible materials. Keep containers away from heat sources and direct sunlight. Storage areas should be equipped with appropriate spill containment measures and restricted to authorized personnel only. Regular inspection of container integrity is recommended to prevent leaks and environmental contamination.

What to do in case of contact with tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate?

Immediate action is required upon contact with tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate. For skin contact, remove contaminated clothing and wash thoroughly with soap and water. In case of eye contact, flush immediately with clean water for at least 15 minutes. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention. Always consult a physician and provide the safety data sheet.

How to dispose of tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate properly?

Tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate must be disposed of as hazardous chemical waste according to local and national regulations. The substance cannot be disposed of in regular waste streams due to its toxicity and environmental impact classification. Contact licensed waste disposal companies specialized in chemical waste treatment. Ensure proper documentation and tracking of waste disposal activities as required by environmental protection authorities.

How to transport tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate?

Tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate is classified under ADR Class 6.1 (toxic substances), Packing Group II, indicating moderate toxicity requiring special transport precautions. Shipments must comply with dangerous goods regulations including proper packaging, labeling with GHS pictogrammes (GHS06, GHS08, GHS09), and appropriate transport documentation. Only authorized carriers trained in hazardous materials transport should handle shipments of this substance.

Is tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate subject to specific regulations?

Tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate is subject to various chemical safety regulations including REACH registration requirements and CLP classification standards. The substance is not currently listed as SVHC (Substance of Very High Concern). Users must comply with occupational safety regulations, environmental protection laws, and proper hazard communication requirements including safety data sheet provision and worker training on hazardous substance handling.

Where to buy tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate in Europe?

Tert-butyl 2-(triphenyl-lambda5-phosphanylidene)acetate is available through OYSI, a European distributor specializing in technical chemical products. OYSI provides this specialty chemical to research institutions, pharmaceutical companies, and fine chemical manufacturers across Europe. As an established chemical distributor, OYSI ensures proper documentation, regulatory compliance, and technical support for customers requiring this organophosphorus compound for their applications.

Data Sources

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