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622-37-7

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622-37-7 Usage

Uses

Phenylazide in greener solvent, 2-methyltetrahydrofuran (2-MeTHF).2-Methyltetrahydrofuran (2-MeTHF): A Biomass-Derived Solvent with Broad Application in Organic Chemistry

Synthesis Reference(s)

Journal of the American Chemical Society, 89, p. 5284, 1967 DOI: 10.1021/ja00996a036Tetrahedron Letters, 27, p. 4749, 1986 DOI: 10.1016/S0040-4039(00)85055-8

General Description

Azidobenzene solution can undergo click reaction with alkyne-functionalized oligomers to form O-ester-functionalized o-phenylenes, a group of aromatic foldamers with a good folding tendency in most solvents.

Safety Profile

Explodes when heated.Explosive or violent reactions with Lewis acids [e.g., aluminum chloride (explosive); sulfuric acid (violent)]. When heated to decomposition it emits toxic fumes of NOx.

Check Digit Verification of cas no

The CAS Registry Mumber 622-37-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 2 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 622-37:
(5*6)+(4*2)+(3*2)+(2*3)+(1*7)=57
57 % 10 = 7
So 622-37-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H6N3/c7-9-8-6-4-2-1-3-5-6/h1-5,7H/q+1

622-37-7 Well-known Company Product Price

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  • Aldrich

  • (727490)  Azidobenzenesolution  ~0.5 M in tert-butyl methyl ether, ≥95.0%

  • 622-37-7

  • 727490-10ML

  • 1,353.69CNY

  • Detail
  • Aldrich

  • (727490)  Azidobenzenesolution  ~0.5 M in tert-butyl methyl ether, ≥95.0%

  • 622-37-7

  • 727490-50ML

  • 5,365.62CNY

  • Detail
  • Aldrich

  • (778583)  Azidobenzenesolution  ~0.5 M in 2-methyltetrahydrofuran, ≥95.0% (HPLC)

  • 622-37-7

  • 778583-10ML

  • 1,242.54CNY

  • Detail
  • Aldrich

  • (778583)  Azidobenzenesolution  ~0.5 M in 2-methyltetrahydrofuran, ≥95.0% (HPLC)

  • 622-37-7

  • 778583-50ML

  • 4,837.95CNY

  • Detail

622-37-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Phenyl azide

1.2 Other means of identification

Product number -
Other names diazoaminobenzene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:622-37-7 SDS

622-37-7Relevant articles and documents

Hybrid Pyrazolyl-1,2,3-Triazolyl Tripodal Tetraamine Ligands: Click Synthesis and Cobalt(III) Complexes

Cubanski, John R.,Reish, Matthew E.,Blackman, Allan G.,Steel, Peter J.,Gordon, Keith C.,McMorran, David A.,Crowley, James D.

, p. 1160 - 1170 (2015)

A family of tripodal tetraamine ligands incorporating two pyrazolyl and one 1,2,3-triazolyl donor arm have been synthesized in modest-to-excellent yields (42-90%) using the copper(i)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. Mono-, bis-, and tris-tripodal ligand scaffolds were readily generated using this method. The coordination chemistry of the ligands with cobalt(iii) ions has been studied, and cobalt(iii) carbonato complexes of the ligands have been isolated and characterized spectroscopically and crystallographically. X-ray crystallography and NMR spectroscopy of the mono-metallic complexes showed that racemic mixtures of the cis-isomer are formed selectively. The di- and tri-metallic systems could not be crystallized, but NMR spectroscopy indicates that these compounds were isolated as mixtures of stereoisomers.

A simple copper-catalysed tandem cyclisation of ynamides leading to triazolo-1,2,4-benzothiadiazine-1,1-dioxides in PEG-400 medium

Reddy, Alla Siva,Reddy, M. Nagarjuna,Swamy, K. C. Kumara

, p. 28359 - 28367 (2014)

An efficient one-pot approach for the synthesis of fused triazolo 1,2,4-benzothiadiazine-1,1-dioxide derivatives from functionalised ynamides and sodium azide in the presence of CuI using PEG-400 as the medium is described. The cyclisation process involves intermolecular C-N bond formation and subsequent cycloaddition between ynamide and azide. Thus three new C-N bonds are formed in a single step. It is also demonstrated that the triazole ring in triazolo-1,2,4-benzothiadiazine-1,1-dioxide can be readily decyclised in the presence of glacial acetic acid with the elimination of molecular nitrogen.

-

Ito

, p. 635 (1966)

-

Iron-mediated desulphurization approach: synthesis of cyanamides and their conversions

Nannapaneni, Madhavi,Pendem, Venkata Bhavanarushi,Tamminana, Ramana

, (2022/01/12)

The iron-mediated efficient multi-component method has been demonstrated for the synthesis of substituted cyanamides from isothiocyanates under mild reaction conditions. Subsequent nucleophilic addition and desulfurization are involved in this proposed synthetic methodology. All the reactions are rapid, facile, and accomplished at room temperature. A variety of substrates readily underwent the optimized reaction conditions to provide their respective target products in good to excellent yields. Furthermore, we have confirmed that no other by-products could be identified during our experimental reaction process. Graphical abstract: Iron-mediated efficient multi-component method has been demonstrated for the synthesis of substituted cyanamides from isothiocyanates under mild reaction conditions. Subsequent nucleophilic addition and desulfurization are involved in this proposed synthetic methodology.[Figure not available: see fulltext.].

Immobilization of vitamin B1 on the magnetic dialdehyde starch as an efficient carbene-type support for the copper complexation and its catalytic activity examination

Abbaspour, M.,Mohammadi Ziarani, G.,Rafiee, F.

, (2021/11/16)

Since the starch biopolymer is an available and inexpensive matrix with modifiable functionality and stabilization capability for metal ions, in this report, we oxidized it to dialdehyde form for the further functionalization with vitamin B1 as a green σ-donor and π-acceptor carbene type ligand. Immobilization of vitamin B1 on this biopolymer was done through imine bond formation between NH2 groups of aminopyrimidine segment of vitamin B1 and aldehyde functional groups of starch oxide. Thiazolium heterocycle part in this biomolecule provided a carbene type precursor for the metal complexation. After the magnetization process by using of Fe3O4 nanoparticles that lead to quick and facile magnetic separation and metal catalyst recycling, copper ions immobilized on the magnetic support (5.9 wt% Cu, 0.93 mmol/g). The prepared copper N-heterocyclic carbene complex (Fe3O4@DAS@VB1@CuCl nanocomposite) was characterized by FT-IR, SEM, EDX, XRD, VSM, TGA and ICP-OES analysis and then its catalytic activity investigated in azidonation of arylboronic acids and also one-pot coupling reaction of the synthesized aryl azides with phenylacetylene. 1,4-Diaryl 1,2,3-triazoles were obtained in excellent yields (≥90%) at proper reaction times (30–200 min). The magnetic catalyst was recovered by a magnetic field and reused in azidation reaction up to 7 cycle.

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