289712-57-8

Basic information

• Product Name: Benzoic acid, 2-(azidomethyl)-
• CAS NO: 289712-57-8
• Molecular Formula: C8H7N3O2
• Molecular Weight: 177.162
• Mol File: 289712-57-8.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-(azidomethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-(azidomethyl)-(289712-57-8)
• EPA Substance Registry System: Benzoic acid, 2-(azidomethyl)-(289712-57-8)

Safety Data

• Hazardous Substances Data: 289712-57-8(Hazardous Substances Data)

Upstream product

• 87-41-2 2-benzofuran-1(3H)-one 
• 2417-73-4 methyl 2-bromomethylbenzoate 
• 89-71-4 2-Methyl-benzoic acid methyl ester 
• 1062261-30-6 ethyl 2-(azidomethyl)benzoate 
• 7115-91-5 2-ethoxycarbonylbenzyl bromide 
• 87-24-1 ethyl 2-methylbenzoate 
• 933-88-0 ortho-toluoyl chloride 
• 118-90-1 ortho-methylbenzoic acid 
• 34040-62-5 o-(chloromethyl)benzoic acid methyl ester 
• 329781-57-9 methyl 2-(azidomethyl) benzoate 

Downstream Products

• 289712-59-0 2-Azidomethyl-benzoic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 289712-58-9 2-(azidomethyl)benzoyl chloride 
• 1039374-23-6 phenyl 3,4-O-isopropylidene-2-O-(2-azidomethylbenzoyl)-1-thio-α-L-arabinopyranoside 
• 1062260-86-9 C₃₂H₃₆N₄O₆ 
• 1062260-97-2 C₃₃H₄₀N₄O₆ 
• 1062260-93-8 C₃₄H₄₂N₄O₆ 
• 1062260-89-2 C₃₃H₃₈N₄O₆ 
• 1062261-02-2 C₃₄H₄₂N₄O₆ 
• 1227745-01-8 C₃₂H₃₃N₃O₉ 
• 1227745-00-7 C₃₂H₃₃N₃O₉ 
• 1227744-95-7 4-methoxyphenyl 2-O-[2-(azidomethyl)benzoyl]-3-O-butyryl-β-D-glucopyranoside 
• 1227745-02-9 4-methoxyphenyl 3-O-[2-(azidomethyl)benzoyl]-2-O-butyryl-β-D-glucopyranoside 
• 1222078-43-4 3'-O-(2-azidomethlbenzoyl)-2'-O-TBDMS-N-Bz-adenosine 
• 1222078-42-3 C₅₂H₅₄N₈O₈Si 

Relevant articles and documents

Triggering a [2]rotaxane molecular shuttle through hydrogen sulfide

A novel chemically-controlled [2]rotaxane molecular shuttle was successfully designed and synthesized. A H2S-responsive bulk barrier was introduced between the two identical recognition stations of the [2]rotaxane to prevent dynamic shuttling of the macrocycle. Upon addition of H2S, the complete intramolecular cascade reaction occurs in a controllable manner, resulting in removal of the bulk barrier and the shuttling motion of the macrocycle between the two stations recovers.

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.

Performance comparison of two cascade reaction models in fluorescence off-on detection of hydrogen sulfide

Comparative studies on the performances of two cascade reaction based fluorescent H2S probes are reported. These probes were also designed to address the solubility issues of existing probes. The Reso-N3 probe favors the H2S mediated azide-to-amine reduction followed by a cyclization to release the resorufin fluorophore. Reso-Br undergoes a bromide-to-thiol nucleophilic substitution followed by a similar cyclization releasing the same fluorophore. Reso-N3 exhibited lower background fluorescence and better H2S sensing behavior in water compared to Reso-Br. Reso-Br underwent hydrolysis in aqueous buffer conditions (pH = 7.4) while, Reso-N3 was quite stable. Reso-N3 displayed high selectivity and sensitivity towards H2S. Live cell imaging of the species by the probe was also established. This journal is