40851-64-7

Basic information

• Product Name: [2-(azidomethyl)phenyl]acetic acid
• Synonyms: [2-(azidomethyl)phenyl]acetic acid;2-(Azidomethyl)benzeneacetic acid
• CAS NO: 40851-64-7
• Molecular Formula: C₉H₉N₃O₂
• Molecular Weight: 191.18666
• EINECS: 255-109-8
• Mol File: 40851-64-7.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [2-(azidomethyl)phenyl]acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [2-(azidomethyl)phenyl]acetic acid(40851-64-7)
• EPA Substance Registry System: [2-(azidomethyl)phenyl]acetic acid(40851-64-7)

Safety Data

• Hazardous Substances Data: 40851-64-7(Hazardous Substances Data)

Usage

General Description

[2-(azidomethyl)phenyl]acetic acid is a chemical compound that contains both an azide group and an acetic acid group. It is also known as α-(Azidomethyl)benzylacetic acid. The azide group consists of three nitrogen atoms and is highly reactive, often used as a chemical precursor to create other compounds. The acetic acid group is a carboxylic acid, commonly found in vinegar and used in industrial applications. [2-(azidomethyl)phenyl]acetic acid has potential uses in organic synthesis, medicinal chemistry, and as a building block for creating new molecules with specific properties. It is important to handle this compound with care due to the reactivity of the azide group.

InChI:InChI=1/C9H9N3O2/c10-12-11-6-8-4-2-1-3-7(8)5-9(13)14/h1-4H,5-6H2,(H,13,14)

Upstream product

• 40291-39-2 ethyl 2-(2-methylphenyl)acetate 
• 4385-35-7 isochroman-3-one 
• 39191-76-9 ethyl 2-(2-(bromomethyl)phenyl)acetate 
• 428501-02-4 ethyl 2-(2-(azidomethyl)phenyl)acetate 

Downstream Products

• 428500-97-4 3-O-(2-azidomethyl)phenylacetyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 24331-94-0 1,4-dihydro-3(2H)-isoquinolinone 
• 428500-94-1 p-methoxyphenyl 3-O-[(2-azidomethyl)phenylacetyl]-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 1256446-36-2 C₂HF₃O₂*C₂₆H₃₂N₄O₆S₂ 
• 1256446-34-0 C₂HF₃O₂*C₂₆H₃₂N₄O₆S₂ 
• 641-89-4 anhydrolycorine 
• 40360-71-2 anhydrolycorine-7-one 
• 7135-32-2 1-benzylindolin-2-one 
• 1394134-41-8 1-(2-bromo-4,5-dimethoxybenzyl)indolin-2-one 
• 1062261-04-4 C₃₅H₄₄N₄O₆ 
• 1062261-05-5 C₂₉H₃₃N₃O₅ 
• 1062260-91-6 C₃₄H₄₀N₄O₆ 
• 1062260-95-0 C₃₅H₄₄N₄O₆ 

Relevant articles and documents

Schmidt Reaction of ω-Azido Valeryl Chlorides Followed by Intermolecular Trapping of the Rearrangement Ions: Synthesis of Assoanine and Related Pyrrolophenanthridine Alkaloids

The Schmidt reaction of ω-azido valeryl chlorides in the presence of an additional nucleophile was explored. The arenes, alcohols, and amines were demonstrated as the intermolecular trapping reagents for isocyanate ion and N-acyliminium ion from the Schmidt rearrangement, affording the corresponding products with moderate to excellent yields. Two 2-oxoindoles from the reaction were successfully converted into four natural alkaloids, namely, assoanine, anhydrolycorine, oxoassoanine, and anhydrolycorinone.

(2-Azidomethyl)phenylacetyl as a new, reductively cleavable protecting group for hydroxyl groups in carbohydrate synthesis

The (2-azidomethyl)phenylacetyl group (AMPA) is described as a new protecting group for carbohydrates. AMPA was introduced to carbohydrate hydroxyl groups in the presence of DCC, while its removal was conveniently achieved via Lindlar catalyst-catalyzed hydrogenation that had no influence on other protecting groups including benzyl, acyl, acetal and ketal.