289712-58-9

Basic information

• Product Name: Benzoyl chloride, 2-(azidomethyl)-
• CAS NO: 289712-58-9
• Molecular Formula: C8H6ClN3O
• Molecular Weight: 195.608
• Mol File: 289712-58-9.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Benzoyl chloride, 2-(azidomethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoyl chloride, 2-(azidomethyl)-(289712-58-9)
• EPA Substance Registry System: Benzoyl chloride, 2-(azidomethyl)-(289712-58-9)

Safety Data

• Hazardous Substances Data: 289712-58-9(Hazardous Substances Data)

Upstream product

• 933-88-0 ortho-toluoyl chloride 
• 118-90-1 ortho-methylbenzoic acid 
• 89-71-4 2-Methyl-benzoic acid methyl ester 
• 2417-73-4 methyl 2-bromomethylbenzoate 
• 289712-57-8 2-(azidomethyl)benzoic acid 
• 329781-57-9 methyl 2-(azidomethyl) benzoate 

Downstream Products

• 385422-27-5 1,3,4,6-tetra-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-α-D-galactopyranoside 
• 501432-19-5 2-Azidomethyl-benzoic acid (2S,3R,4S,5S,6R)-2,3,5-trihydroxy-6-hydroxymethyl-tetrahydro-thiopyran-4-yl ester 
• 501432-20-8 2-Azidomethyl-benzoic acid (3aS,4aR,8aS,9S,9aR)-2,2,7,7-tetramethyl-hexahydro-[1,3]dioxolo[4',5':5,6]thiopyrano[3,2-d][1,3]dioxin-9-yl ester 
• 501432-18-4 2-Azidomethyl-benzoic acid (3aR,5S,6R,6aR)-5-((R)-2-acetoxy-1-acetylsulfanyl-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 1222078-42-3 C₅₂H₅₄N₈O₈Si 
• 676530-90-8 allyl 2-O-(azidomethyl)benzoyl-3-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 850430-50-1 2-Azidomethyl-benzoic acid (2R,4aR,6S,7R,8S,8aR)-8-allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester 
• 753025-63-7 allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-(2-azidomethyl)benzoyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 676530-87-3 2-Azidomethyl-benzoic acid (2R,4aR,6S,7R,8S,8aR)-8-(2,2-dimethyl-propionyloxy)-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester 
• 676530-89-5 allyl 2-O-(2-azidomethyl)benzoyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 503180-82-3 4-pentenyl 3,4-di-O-acetyl-6-O-[2-(azidomethyl)benzoyl]-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 461383-63-1 S-(2-iodophenethyl) 2-(azidomethyl)benzenecarbothioate 
• 385421-99-8 n-pentenyl 4-(2-(azidomethyl)benzoyl)-3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonyl)-β-D-glucopyranoside 
• 385421-95-4 methyl 6-O-(2-(azidomethyl)benzoyl)-3,4-di-O-benzyl-2-O-p-methoxybenzyl-β-D-glucopyranoside 

Relevant articles and documents

Iridium(iii) complex-based electrochemiluminescent probe for H2S

Since abnormal levels of hydrogen sulphide (H2S) correlate with various diseases, simple methods for its rapid and sensitive detection are highly required. Herein, we introduce a new electrochemiluminescent probe 1 for H2S based on a cyclometalated iridium(iii) complex. o-(Azidomethyl)benzoate ester groups on the main ligands of probe 1 react selectively with H2S, resulting in cascade reactions involving H2S-mediated reduction and intramolecular cyclization/ester cleavage. With this structural change induced by H2S, the intrinsic electrochemiluminescence (ECL) of 1 decreased greatly due to the unfavourable electron transfer of a tripropylamine (TPA) radical. Probe 1 showed a high ECL turn-off ratio and good selectivity for H2S over various anions and biothiols. The sensing mechanism of H2S was elucidated using1H NMR spectroscopy and MALDI-TOF mass spectrometry analyses.

Non-stoichiometric O-acetylation of Shigella flexneri 2a O-specific polysaccharide: Synthesis and antigenicity

Synthetic functional mimics of the O-antigen from Shigella flexneri 2a are seen as promising vaccine components against endemic shigellosis. Herein, the influence of the polysaccharide non-stoichiometric di-O-acetylation on antigenicity is addressed for the first time. Three decasaccharides, representing relevant internal mono- and di-O-acetylation profiles of the O-antigen, were synthesized from a pivotal protected decasaccharide designed to tailor late stage site-selective O-acetylation. The latter was obtained via a convergent route involving the imidate glycosylation chemistry. Binding studies to five protective mIgGs showed that none of the acetates adds significantly to broad antibody recognition. Yet, one of the five antibodies had a unique pattern of binding. With IC50 in the micromolar to submicromolar range mIgG F22-4 exemplifies a remarkable tight binding antibody against diversely O-acetylated and non-O-acetylated fragments of a neutral polysaccharide of medical importance. This journal is the Partner Organisations 2014.

Chemical synthesis of bioactive siRNA in solution phase by using 2-(azidomethyl)benzoyl as 3′-hydroxyl group protecting group

A protecting group AZMB was introduced to ribonucleosides 3′-hydroxyl group to facilitate solution phase synthesis of siRNA. The protection and cleavage reaction were carried out in mild conditions, that is protection by acyl chloride and cleavage by triphenylphosphine. The synthesized siRNA showed good biological activity to suppress targeted superoxide dismutase gene expression.