35353-41-4

Basic information

• Product Name: (R)-2-azido-2-phenylacetyl chloride
• Synonyms: (R)-2-azido-2-phenylacetyl chloride;D(-)-alpha-Azidophenyl acetyl chloride;D(-)-alpha-Azido-alpha-phenylacetylchloride;(R)-α-Azidobenzeneacetic acid chloride
• CAS NO: 35353-41-4
• Molecular Formula: C₈H₆ClN₃O
• Molecular Weight: 195.60574
• EINECS: 252-524-6
• Mol File: 35353-41-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: (R)-2-azido-2-phenylacetyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-azido-2-phenylacetyl chloride(35353-41-4)
• EPA Substance Registry System: (R)-2-azido-2-phenylacetyl chloride(35353-41-4)

Safety Data

• Hazardous Substances Data: 35353-41-4(Hazardous Substances Data)

Usage

Description

(R)-2-azido-2-phenylacetyl chloride is a chiral chemical compound with the molecular formula C8H6ClN3O2. It is known for its mirror-image isomers, with the (R)-enantiomer being the active form. This versatile and reactive compound is commonly used in pharmaceutical and organic chemistry research as a reagent for the synthesis of various compounds. Its ability to form stable amide bonds with a wide range of substrates makes it useful in the development of new pharmaceuticals and materials. Furthermore, (R)-2-azido-2-phenylacetyl chloride has potential applications in the field of bioconjugation, where it can be used to attach chemical groups to biomolecules for various research and diagnostic purposes.

Uses

Used in Pharmaceutical and Organic Chemistry Research:
(R)-2-azido-2-phenylacetyl chloride is used as a reagent for the synthesis of various compounds, particularly in the development of new pharmaceuticals and materials. Its versatility and reactivity make it a valuable tool in these fields.
Used in Bioconjugation:
(R)-2-azido-2-phenylacetyl chloride is used as a bioconjugation agent to attach chemical groups to biomolecules for various research and diagnostic purposes. This application allows for the enhancement of the functionality and properties of biomolecules, making them suitable for a wide range of applications in the life sciences.

InChI:InChI=1/C8H6ClN3O/c9-8(13)7(11-12-10)6-4-2-1-3-5-6/h1-5,7H/t7-/m1/s1

Upstream product

• 29125-25-5 (R)-2-azido-2-phenylacetic acid 

Downstream Products

• 111761-71-8 (2R,3'S,5R,5'R)-benzyl 1-formyl-2',2'-dimethyl-4-oxo-5-phenylspiro-3'-carboxylate 
• 111761-71-8 (2R,3'S,5S,5'R)-benzyl 1-formyl-2',2'-dimethyl-4-oxo-5-phenylspiro-3'-carboxylate 
• 111821-11-5 (6S)-benzyl 6-<(S)-2-amino-2-phenylacetamido>-6-(methylthio)penicillanate 
• 111821-10-4 (6S)-benzyl 6-<(R)-2-amino-2-phenylacetamido>-6-(methylthio)penicillanate 
• 111761-70-7 (2R,3'S,5R,5'R)-benzyl 2',2'-dimethyl-4-oxo-5-phenylspiro-3'-carboxylate 
• 111761-70-7 (2R,3'S,5S,5'R)-benzyl 2',2'-dimethyl-4-oxo-5-phenylspiro-3'-carboxylate 
• 111761-70-7 (2S,3'S,5S,5'R)-benzyl 2',2'-dimethyl-4-oxo-5-phenylspiro-3'-carboxylate 
• 111761-70-7 (2S,3'S,5R,5'R)-benzyl 2',2'-dimethyl-4-oxo-5-phenylspiro-3'-carboxylate 
• 111761-72-9 (2R,3'S,5R,5'R)-1-formyl-2',2'-dimethyl-4-oxo-5-phenylspiro-3'-carboxylic acid 
• 111761-72-9 (2R,3'S,5S,5'R)-1-formyl-2',2'-dimethyl-4-oxo-5-phenylspiro-3'-carboxylic acid 
• 111761-69-4 (6S)-benzyl 6-<(R)-2-azido-2-phenylacetamido>-6-(methylthio)penicillanate 

Relevant articles and documents

Spirocyclic Penicillins

The intramolecular, mercury-mediated cyclisation of (6S)-benzyl 6--6-(methylthio)penicillinates, (8) and (9), has been shown to give spiro derivatives.Unexpectedly, products (16) and (17), derived from attack on the more-hindered β-face, were isolated in addition to the predicted products (10) and (11), formed by attack on the α-face.Formylation and removal of the carboxy protecting group gave spirocyclic penicillins devoid of useful antibacterial activity.