4-Chloro-6-(chloromethyl)-1,3-benzodioxole

Base Information

• Chemical Name: 4-Chloro-6-(chloromethyl)-1,3-benzodioxole
• CAS No.: 885531-04-4
• Molecular Formula: C₈H₆Cl₂O₂
• Molecular Weight: 205.04
• European Community (EC) Number: 869-829-0

Synonyms:885531-04-4;4-chloro-6-(chloromethyl)-1,3-benzodioxole;4-chloro-6-(chloromethyl)benzo[d][1,3]dioxole;4-chloro-6-(chloromethyl)-2H-1,3-benzodioxole;4-Chloro-6-chloromethyl-benzo[1,3]dioxole;SCHEMBL1464593;HIBLZHMSBAYVEO-UHFFFAOYSA-N;MFCD08444213;AKOS001210829;4-chloro-6-(chloromethyl)-1,3-dioxaindane;EN300-24034;C93176;F8881-3726

Chemical Property of 4-Chloro-6-(chloromethyl)-1,3-benzodioxole

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 203.9744848
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

4-chloro-6-(chloromethyl)-2H-1,3-benzodioxole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1OC2=C(O1)C(=CC(=C2)CCl)Cl

Technology Process of 4-Chloro-6-(chloromethyl)-1,3-benzodioxole

There total 5 articles about 4-Chloro-6-(chloromethyl)-1,3-benzodioxole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(7-chloro-1,3-benzodioxol-5-yl)methanol (179110-08-8) → 4-chloro-6-(chloromethyl)benzo[d][1,3]dioxole (885531-04-4)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

5-chloro-3,4-dihydroxybenzaldehyde (34098-18-5) → 4-chloro-6-(chloromethyl)benzo[d][1,3]dioxole (885531-04-4)

Guidance literature:

Multi-step reaction with 3 steps

1: caesium carbonate / N,N-dimethyl-formamide / 60 °C

2: sodium tetrahydroborate / tetrahydrofuran / 0.5 h / 0 °C

3: thionyl chloride / dichloromethane / 1 h / 20 °C

With sodium tetrahydroborate; thionyl chloride; caesium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

5-chlorovanillin (19463-48-0) → 4-chloro-6-(chloromethyl)benzo[d][1,3]dioxole (885531-04-4)

Guidance literature:

Multi-step reaction with 4 steps

1: boron tribromide / dichloromethane / -40 °C / Inert atmosphere

2: caesium carbonate / N,N-dimethyl-formamide / 60 °C

3: sodium tetrahydroborate / tetrahydrofuran / 0.5 h / 0 °C

4: thionyl chloride / dichloromethane / 1 h / 20 °C

With sodium tetrahydroborate; thionyl chloride; boron tribromide; caesium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

(7-chloro-1,3-benzodioxol-5-yl)methanol

5-chloro-3,4-dihydroxybenzaldehyde

5-chlorovanillin

7-chlorobenzo[d][1,3]dioxole-5-carbaldehyde

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