2131-55-7 Usage
Description
4-Chlorophenyl isothiocyanate is a light yellow crystalline mass that is primarily utilized as a chemical intermediate in the synthesis of various organic compounds. It is a derivative of isothiocyanates, which are known for their reactivity and ability to form a wide range of products.
Uses
Used in Chemical Synthesis:
4-Chlorophenyl isothiocyanate is used as a key building block for the synthesis of thiosemicarbazides. These compounds have been studied for their potential applications in various fields, including pharmaceuticals and materials science.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-chlorophenyl isothiocyanate is used as a starting material for the synthesis of N-alkylated 2-arylaminobenzimidazoles. These compounds have shown potential as therapeutic agents, particularly in the treatment of various diseases and disorders.
Used in Research and Development:
Due to its reactivity and the diverse range of products that can be synthesized from it, 4-chlorophenyl isothiocyanate is also used in research and development for the creation of new compounds with potential applications in various industries, such as agriculture, materials science, and pharmaceuticals.
Synthesis Reference(s)
Chemistry Letters, 6, p. 573, 1977Organic Syntheses, Coll. Vol. 1, p. 165, 1941Tetrahedron Letters, 38, p. 1597, 1997 DOI: 10.1016/S0040-4039(97)00121-4
Purification Methods
Check the IR first to see if free from OH frequencies. Triturate it with pet ether (b 30-60o) and decant the solvent. Repeat this 5times. The combined extracts are evaporated under reduced pressure to give almost pure compound as a readily crystallisable oil with a pleasant anise odour. It can be recrystallised from the minimum volume of EtOH at 50o (do not boil too long as it could react). It can be purified by vacuum distillation. [van der Kerk et al. Org Synth Coll Vol V 223 1973, Beilstein 12 IV 1214.] It is an IRRITANT and causes dermatitis; use gloves.
Check Digit Verification of cas no
The CAS Registry Mumber 2131-55-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,3 and 1 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 2131-55:
(6*2)+(5*1)+(4*3)+(3*1)+(2*5)+(1*5)=47
47 % 10 = 7
So 2131-55-7 is a valid CAS Registry Number.
InChI:InChI=1/C7H4ClNS/c8-6-1-3-7(4-2-6)9-5-10/h1-4H
2131-55-7Relevant articles and documents
COMPOUNDS WITH COPPER- OR ZINC-ACTIVATED TOXICITY AGAINST MICROBIAL INFECTION
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, (2022/02/05)
Heterocyclic compounds with a novel pyrazole thioamide-based NNSN structural motif, having highly effective zinc- or copper-activated toxicity against microbial infections at micromolar or nanomolar minimum inhibitory concentrations (MIC), and methods of making and using same.
Tetrabutylammonium Iodide/I2 Mediated Convenient and Green Synthesis of Substituted Organic Isothiocyanates
Srivastava, Nitin
, p. 562 - 570 (2021/10/07)
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Synthesis of isothiocyanates using DMT/NMM/TsO? as a new desulfurization reagent
Janczewski, ?ukasz,Kolesińska, Beata,Kr?giel, Dorota
, (2021/05/29)
Thirty-three alkyl and aryl isothiocyanates, as well as isothiocyanate derivatives from esters of coded amino acids and from esters of unnatural amino acids (6-aminocaproic, 4-(aminomethyl)benzoic, and tranexamic acids), were synthesized with satisfactory or very good yields (25–97%). Synthesis was performed in a “one-pot”, two-step procedure, in the presence of organic base (Et3 N, DBU or NMM), and carbon disulfide via dithiocarbamates, with 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium toluene-4-sulfonate (DMT/NMM/TsO? ) as a desulfurization reagent. For the synthesis of aliphatic and aromatic isothiocyanates, reactions were carried out in a microwave reactor, and selected alkyl isothiocyanates were also synthesized in aqueous medium with high yields (72–96%). Isothiocyanate derivatives of L-and D-amino acid methyl esters were synthesized, under conditions without microwave radiation assistance, with low racemization (er 99 > 1), and their absolute configuration was confirmed by circular dichroism. Isothiocyanate derivatives of natural and unnatural amino acids were evaluated for antibacterial activity on E. coli and S. aureus bacterial strains, where the most active was ITC 9e.