ChemicalBook CAS DataBase List BIS(CHLOROMETHYL)ETHER

BIS(CHLOROMETHYL)ETHER synthesis

10synthesis methods

Product Name:BIS(CHLOROMETHYL)ETHER
CAS Number:542-88-1
Molecular formula:C2H4Cl2O
Molecular Weight:114.96

50-00-0 Synthesis

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Yield:542-88-1 90%

Reaction Conditions:

with hydrogenchloride;chlorosulfonic acid at 0 - 20;

Steps:

2.3 Synthesis of bis-chloromethyl ether
Bis-chloromethyl ether (21) was synthesized using a slightly modified procedure from literature (Scheme 5 ) [43]. In a 50mL, 3-neck-round-bottomed flask equipped with a magnetic stirrer, addition funnel and thermometer, 5.25g (0.175mmol) of paraformaldehyde was added and cooled to 0°C. Then, 5mL of HCl 37% p/p (pre-cooled to 0°C) were added in one portion. The slurry was vigorously stirred and cooled to 0°C. 7.5mL of chlorosulphonic acid were added in such a rate that internal temperature was kept at 0-5°C (full addition took 20min). The suspension was then left to reach room temperature and stirred for additional 24h. After that time, stirring was interrupted and the reaction medium separated in two layers. A yellow bottom layer was collected and stirred by 15min with anhydrous sodium chloride to remove moisture and carefully filtered with mild vacuum. The product was pure enough for the intended purposes (9g, 90%) and must be handled with CAUTION, as it is a known carcinogenic.

References:

Cavalcante, Samir F. de A.;Kitagawa, Daniel A.S.;Rodrigues, Rafael B.;Bernardo, Leandro B.;da Silva, Thiago N.;dos Santos, Wellington V.;Correa, Ana Beatriz de A.;de Almeida, Joyce S.F.D.;França, Tanos C.C.;Kuča, Kamil;Simas, Alessandro B.C. [Chemico-Biological Interactions,2019,vol. 309,art. no. 108682]

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505-22-6 Synthesis