tert-Butyl diazoacetate
tert-Butyl diazoacetate (CAS 35059-50-8) is an organic compound with the linear formula N2CHCO2C(CH3)3 and a molecular weight of 142.16 g/mol. This diazoacetate derivative serves as a valuable reagent in organic synthesis, particularly for the introduction of the diazoacetyl group. Its applications extend to cyclopropanation reactions and ylide generation, contributing to the construction of complex molecular architectures in research and development.
Reagent in Organic Synthesis
Tert-Butyl diazoacetate is employed as a synthetic intermediate for various organic transformations, including cyclopropanation and C-H insertion reactions. It facilitates the formation of carbon-carbon bonds and the synthesis of heterocyclic compounds.
Diazo Transfer Reactions
This compound can be utilized in diazo transfer reactions, enabling the synthesis of other diazo compounds. It is a key component in developing new diazoacetate formulations for specialized chemical applications.
Generation of Carbenes and Ylides
Upon decomposition, tert-Butyl diazoacetate can generate carbenes or ylides, which are reactive intermediates used in various bond-forming reactions in advanced chemical synthesis.
| Molecular weight | 142.16 |
|---|---|
| Linear formula | N2CHCO2C(CH3)3 |
| Boiling point | 51-53 °C/12 mmHg(lit.) |
| Density | 1.026 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.453(lit.) |
| Storage temperature | 2-8°C |
| Impurities tested | ≤15% dichloromethane |
| Application | New Diazoacetate Formulations |
Hazard statements
- H226Flammable liquid and vapour
- H302Harmful if swallowed
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
- H350May cause cancer
- H361Suspected of damaging fertility or the unborn child
Precautionary statements
- P201Obtain special instructions before use
- P261Avoid breathing dust, fume, gas or vapours
- P281Use personal protective equipment as required
- P305IF IN EYES
- P308IF exposed or concerned
| Protective equipment | Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 43 °C / 109.4 °F |
| Transport (UN / ADR) | UN 1993C 3 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | T |
| Risk statements (R) | 45-63-10-22-36/37/38 |
| Safety statements (S) | 53-26-36/37-45 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is tert-Butyl diazoacetate used for?
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Tert-Butyl diazoacetate is used as a reagent in organic synthesis, particularly for cyclopropanation, C-H insertion reactions, and the generation of carbenes and ylides.
What is the CAS number and formula for tert-Butyl diazoacetate?
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The CAS number is 35059-50-8 and the linear formula is N2CHCO2C(CH3)3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies tert-Butyl diazoacetate with a minimum purity of 95%, indicated by its refractive index. This is a technical/research grade product, and TSS does not represent it as USP, BP, or EP grade.
How should tert-Butyl diazoacetate be handled safely?
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Tert-Butyl diazoacetate is flammable and harmful if swallowed, causes skin and serious eye irritation, and may cause respiratory irritation. It is also suspected of causing cancer and may damage fertility or the unborn child. Handle with appropriate personal protective equipment including eyeshields, gloves, and a suitable respirator in a well-ventilated area. Store at 2-8°C.
Is tert-Butyl diazoacetate a controlled substance?
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The provided data does not indicate that tert-Butyl diazoacetate is a controlled substance.
How is tert-Butyl diazoacetate packed and shipped?
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Tert-Butyl diazoacetate is packed and shipped according to international regulations for hazardous materials, classified under UN 1993, Hazard Class 3, Packing Group III. Storage is recommended at 2-8°C.
How can I request a quote or sample?
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To request a quote or sample of tert-Butyl diazoacetate, please contact the TSS sales department via the website or listed contact information.
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