87-60-5 Usage
Synthesis
It is obtained by chlorination and reduction of o-nitrotoluene.1. Chlorination reactionIn o-nitrotoluene, add 2% ferric chloride as a catalyst, pass chlorine gas at 50-60 ° C until the relative density of the reaction solution reaches 1.27-1.29 (50 ° C), wash with 5% hydrochloric acid, and then Wash with water, and finally adjust pH to 7 with liquid caustic soda. Divide the water layer, evaporate the water, carry out vacuum distillation, collect 120-150 ℃ (5.33-8.0kPa) fractions, crystallize by cooling and filter to obtain 2-chloro-6-nitrotoluene.2. Reduction reactionAdd hydrochloric acid and iron powder to the reaction pot, stir and heat to 90°C, slowly add melted 2-chloro-6-nitrotoluene, complete the addition, and reflux for 3 hours. Cooling, adding liquid alkali to adjust pH to 8, steam distillation to obtain 3-chloro-o-toluidine.
Chemical Properties
Different sources of media describe the Chemical Properties of 87-60-5 differently. You can refer to the following data:
1. clear yellow to red or red-brown liquid
2. The chloromethylanilines are colorless or
white crystalline solids or liquids, some have a mild
fishy odor.
Uses
Different sources of media describe the Uses of 87-60-5 differently. You can refer to the following data:
1. Intermediate.
2. 3-Chloro-2-Methylaniline can be used for dyeing cotton, viscose, silk, nylon and acetate, as well as printing on cotton. It is mainly used for dyeing red, such as coupling with chromophenol AS, AS-BO, AS-ITR, etc.
Preparation
By 1-Methyl-2-nitrobenzene chlorination byproducts 3-Chloro-2-methylbenzenamine?reduction.
Safety Profile
Poison by ingestion.
Mutation data reported. When heated to
decomposition it emits toxic fumes of Cl
and NOx. See also other chloro toluidine
entries.
Potential Exposure
Most of the isomers are used in dyestuff manufacture. The 3-chloro-para isomer is used to kill
birds. It is marketed as pelleted bait for control of bird
populations.
Incompatibilities
Incompatible with oxidizers, strong
acids; chloroformates, and acid anhydrides, isocyanates,
aldehydes forming fire and explosive hazards.
Check Digit Verification of cas no
The CAS Registry Mumber 87-60-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 7 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 87-60:
(4*8)+(3*7)+(2*6)+(1*0)=65
65 % 10 = 5
So 87-60-5 is a valid CAS Registry Number.
InChI:InChI=1/C7H8ClN/c1-5-6(8)3-2-4-7(5)9/h2-4H,9H2,1H3
87-60-5Relevant articles and documents
NaI/PPh3-Mediated Photochemical Reduction and Amination of Nitroarenes
Qu, Zhonghua,Chen, Xing,Zhong, Shuai,Deng, Guo-Jun,Huang, Huawen
supporting information, p. 5349 - 5353 (2021/07/21)
A mild transition-metal- and photosensitizer-free photoredox system based on the combination of NaI and PPh3 was found to enable highly selective reduction of nitroarenes. This protocol tolerates a broad range of reducible functional groups such as halogen (Cl, Br, and even I), aldehyde, ketone, carboxyl, and cyano. Moreover, the photoredox catalysis with NaI and stoichiometric PPh3 provides also an alternative entry to Cadogan-type reductive amination when o-nitrobiarenes were used.
A Pod-like Core-Shell Catalyst with High Reduction Performance Under Mild Conditions
Du, Liting,He, Lei,Li, Tuanhui,Luo, Shizhou,Xu, Fagong,Yun, Ruirui,Zhan, Feiyang,Zhang, Beibei,Zheng, Baishu
, (2022/01/11)
Recent years, tubular structure as the carrier loading nanoparticles has been reported more and more frequently which is synthesized by pyrolysis polyhedral MOFs. However, the construct mechanism has not been referred. Herein, a tubular structure has been designed by calcining modified ZIF-8 under different temperature to reveal the formation process of tubular carbon from the polyhedron. As a result, a pod-like core-shell catalyst of Fe/Fe3C-900 has been obtained and exhibits a high activity and excellent substituent tolerance for the reduction of nitro groups under mild conditions.
Synthesis, characterization, and catalytic activity of half-sandwich ruthenium complexes with pyridine/phenylene bridged NHC = E (NHC = N-heterocyclic carbene, E = S, Se) ligands
Jia, Wei-Guo,Du, Teng-Teng,Gao, Li-Li,Du, Jun
, (2020/05/16)
Three half-sandwichruthenium(II) complexes with pyridine/phenylene bridged NHC = E (NHC = N-heterocyclic carbene, E = S, Se) ligands [Ru(p-cymene)L](PF6)1–2 (1a–1c, L = ligand) were synthesized and characterized. All ruthenium complexes were fully characterized by 1H and 13C NMR spectra, mass spectrometry, and single-crystalX-ray diffraction methods. Moreover, the half-sandwich ruthenium complexes with NHC = E ligands showed highly catalytic activities towards to the tandem dehydrogenation of ammonia borane (AB) and hydrogenation of R–NO2 to R–NH2 at 353 K in water.
