ChemicalBook CAS DataBase List 3-Chlorotoluene

3-Chlorotoluene synthesis

13synthesis methods

Product Name:3-Chlorotoluene
CAS Number:108-41-8
Molecular formula:C7H7Cl
Molecular Weight:126.58

3-Chlorotoluene is obtained from m-toluidine by diazotization and substitution. Add m-toluidine to water, slowly add concentrated hydrochloric acid, and add sodium nitrite solution dropwise at 0-5°C. Then the diazo solution is added to the cuprous chloride for replacement reaction. The crude product generated is distilled to obtain the finished product. If the diazo salt is made into a zinc chloride complex salt of m-toluidine diazo salt, it is decomposed by reflux in ether, and the reactants are cooled, washed and dried. After recovering the ether, it is distilled at atmospheric pressure and m-chlorotoluene is obtained by collecting 160-162°C fraction. The advantage of this method is that the diazonium salt is not easy to hydrolyze and generate phenols.

14495-51-3 Synthesis

14495-51-3
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$10.00/5g

108-41-8
261 suppliers
$19.00/10g

108-88-3
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$21.80/5 mL

Yield:108-41-8 21 %Chromat. ，108-88-3 40 %Chromat.

Reaction Conditions:

with Pd-γ-Fe2O3;potassium tert-butylate in isopropyl alcohol at 70; for 12 h;Inert atmosphere;Sealed tube;

Steps:

Dehalogenation of 2-Bromo-1,3,5-trimethylbenzene; 1,3,5-Trimethylbenzene (6a); Typical Procedure for the Dehalogenation Reaction
General procedure: To a dry glass reaction tube purged with argon and equipped with a magnetic stir bar were added 2-bromo-1,3,5-trimethylbenzene (5a; 40 μL, 0.26 mmol), Pd-γ-Fe2O3 (25 mg, 5 mol% Pd), NaOt-Bu (31 mg, 0.33 mmol), and i-PrOH (1 mL) and the sealed tube was heated at 70 °C for 12 h. GC-MS yield of 6a: 100%, based on naphthalene as standard.

References:

Ajdačić, Vladimir;Nikolić, Andrea;Simić, Stefan;Manojlović, Dragan;Stojanović, Zoran;Nikodinovic-Runic, Jasmina;Opsenica, Igor M. [Synthesis,2018,vol. 50,# 1,art. no. SS-2017-T0452-OP,p. 119 - 126]

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108-88-3
7 suppliers
$21.80/5 mL

108-41-8
261 suppliers
$19.00/10g

95-49-8 Synthesis