193887-70-6

Basic information

• Product Name: 4-AZIDO-3-CHLOROBENZYL BROMIDE
• Synonyms: 4-AZIDO-3-CHLOROBENZYL BROMIDE
• CAS NO: 193887-70-6
• Molecular Formula: C₇H₅BrClN₃
• Molecular Weight: 246.49
• Mol File: 193887-70-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-AZIDO-3-CHLOROBENZYL BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AZIDO-3-CHLOROBENZYL BROMIDE(193887-70-6)
• EPA Substance Registry System: 4-AZIDO-3-CHLOROBENZYL BROMIDE(193887-70-6)

Safety Data

• Hazardous Substances Data: 193887-70-6(Hazardous Substances Data)

Upstream product

• 136672-34-9 1-azido-2-chloro-4-methylbenzene 
• 615-65-6 2-chloro-4-methyl-benzenamine 

Downstream Products

• 193887-71-7 (2R,3R,4S,5R,6S)-2-(4-Azido-3-chloro-benzyloxymethyl)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran 
• 193887-72-8 (2R,3R,4S,5R,6S)-3-(4-Azido-3-chloro-benzyloxy)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran 
• 617698-90-5 3-O-(4-azido-3-chlorobenzyl)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 1235973-11-1 allyl 3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-α-D-mannopyranoside 
• 210834-06-3 phenyl 6-O-(4-azido-3-chlorobenzyl)-2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside 
• 210834-05-2 phenyl 6-O-(4-azido-3-chlorobenzyl)-1-thio-β-D-glucopyranoside 
• 617698-87-0 phenyl (2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->6)-3-O-(4-azido-3-chlorobenzyl)-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside 
• 617698-88-1 4-{[(3-carboxypropanoyl)oxy]methyl}benzyl 3-O-(4-azido-3-chlorobenzyl)-2-O-benzoyl-4,6-di-O-benzyl-β-D-glucopyranoside 
• 617698-95-0 phenyl 3-O-(4-azido-3-chlorobenzyl)-2-O-benzoyl-4-O-benzyl-6-O-(triphenylmethyl)-1-thio-β-D-glucopyranoside 
• 617698-93-8 4-(hydroxymethyl)benzyl 3-O-(4-azido-3-chlorobenzyl)-2-O-benzoyl-4,6-di-O-benzyl-β-D-glucopyranoside 
• 617698-94-9 phenyl 3-O-(4-azido-3-chlorobenzyl)-2-O-benzoyl-6-O-(triphenylmethyl)-1-thio-β-D-glucopyranoside 
• 617698-91-6 phenyl 3-O-(4-azido-3-chlorobenzyl)-2,4,6-tri-O-benzoyl-1-thio-β-D-glucopyranoside 
• 617698-86-9 phenyl 3-O-(4-azido-3-chlorobenzyl)-2-O-benzoyl-4,6-di-O-benzyl-1-thio-β-D-glucopyranoside 
• 617698-96-1 phenyl 3-O-(4-azido-3-chlorobenzyl)-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside 

Relevant articles and documents

Revisiting the bromination of c-h bonds with molecular bromine by using a photo-microflow system

The photobromination of C-H bonds by using molecular bromine was reinvestigated under microfluidic conditions. The continuous-flow method suppressed the production of dibrominated compounds and effectively produced the desired monobrominated products with high selectivity. Rapid bromination of benzylic substrates containing a photoaffinity azide group was achieved without any decomposition. Go with the (micro)flow: Photobromination of C-H bonds by using molecular bromine under microfluidic conditions has been investigated (see scheme). The continuous-flow method suppressed the production of dibrominated compounds and effectively produced the desired monobrominated compounds with high selectivity. Rapid bromination of benzylic substrates containing a photoaffinity azide group was achieved without any decomposition.

4-Azido-3-chlorobenzyl Ether, New Protection for Hydroxy Functions

The 4-azido-3-chlorobenzyl (Cl-Azb) group was readily introduced to hydroxy functions by the use of a crystalline reagent, 4-azido-3-chlorobenzyl bromide, which was prepared from commercially available 2-chloro-4-methylaniline in two steps. Cl-Azb ethers have improved acid stability as compared to the corresponding parent 4-azidobenzyl (Azb) ether. Cl-Azb ethers were stable to direct 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) oxidation, but were cleaved smoothly by DDQ oxidation after conversion to the corresponding iminophosphorane derivative.