Description

p-Nitrobenzyl 2-Diazo-3-Trimethylsilyloxy-3-Butenoate is a specialized diazo compound featuring a trimethylsilyl (TMS) protecting group and a p-nitrobenzyl ester moiety. This compound is a valuable synthetic intermediate, primarily used in organic synthesis for the photochemical generation of reactive ketene intermediates. It is essential for researchers and manufacturers in the pharmaceutical and fine chemical industries who require high-purity building blocks for complex molecule construction, such as in the synthesis of β-lactam antibiotics and other biologically active compounds.

Application

• Photochemical Precursor: Used as a photolabile precursor for generating ketenes in situ, enabling controlled [2+2] cycloaddition reactions.
• Pharmaceutical Intermediate: A key building block in the synthesis of β-lactam antibiotics and other complex drug molecules.
• Fine Chemical Synthesis: Employed in the preparation of specialized esters, carboxylic acids, and other functionalized organic compounds under mild conditions.
• Polymer Chemistry: Can be utilized in the development of novel polymers and materials via photopolymerization or as a functional monomer.
• Academic & Industrial R&D: Serves as a critical reagent for methodological development in organic synthesis and photochemistry laboratories.

Basic Information

Item	Detail
Product Name	p-Nitrobenzyl 2-Diazo-3-Trimethylsilyloxy-3-Butenoate
CAS No.	93788-47-7
Molecular Formula	C14H17N3O5Si
Molecular Weight	335.39 g/mol
Synonyms	2-Diazo-3-(trimethylsiloxy)-3-butenoic Acid 4-Nitrobenzyl Ester; 4-Nitrobenzyl 2-Diazo-3-(trimethylsiloxy)but-3-enoate; p-Nitrobenzyl 2-Diazo-3-(trimethylsiloxy)-3-butenoate; 2-Diazo-3-trimethylsiloxy-3-butenoic Acid p-Nitrobenzyl Ester; TMS-Diazoketene Precursor; Photolabile Ketene Precursor
EINECS	Contact for details

Quality Control

Our p-Nitrobenzyl 2-Diazo-3-Trimethylsilyloxy-3-Butenoate is produced under strict quality management protocols. Each batch undergoes rigorous analytical testing, including HPLC, NMR, and IR spectroscopy, to ensure high chemical purity and structural integrity. Certificates of Analysis (COA) detailing purity, identity, and impurity profiles are provided with every shipment to support your quality assurance and regulatory compliance needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (typically 15-25°C). Due to its light-sensitive nature, handling should be performed under subdued light or amber glass containers to prevent decomposition. Keep away from heat, sparks, and open flame.

Specification

Item	Specification
Appearance	Yellow to orange crystalline powder or solid
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 95%
Water Content (KF)	≤ 0.5%
Residual Solvents (GC)	Meets ICH guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.