5-Chloro-1,3-benzodioxole

Base Information

• Chemical Name: 5-Chloro-1,3-benzodioxole
• CAS No.: 7228-38-8
• Molecular Formula: C7H5ClO2
• Molecular Weight: 156.569
• Hs Code.: 2932999099
• NSC Number: 400867
• DSSTox Substance ID: DTXSID20222606
• Nikkaji Number: J308.093E
• Wikidata: Q83100895
• Mol file: 7228-38-8.mol

Synonyms:5-Chloro-1,3-benzodioxole;7228-38-8;5-Chlorobenzo[d][1,3]dioxole;1-Chloro-3,4-methylenedioxybenzene;1,3-benzodioxole, 5-chloro-;5-CHLORO-BENZO[1,3]DIOXOLE;1,3-Benzodioxole,5-chloro-;NSC400867;5-chloro-1,3-dioxaindane;SCHEMBL409478;DTXSID20222606;5-Chloro-1,3-benzodioxole, 98%;MFCD00010842;4-chloro-1,2-(methylenedioxy)benzene;AKOS000121617;NSC 400867;NSC-400867;AS-37313;FT-0636395;EN300-21225;A837471

Chemical Property of 5-Chloro-1,3-benzodioxole

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 3.28E-10mmHg at 25°C
• Refractive Index: n20/D 1.556(lit.)
• Boiling Point: 186 °C at 760 mmHg
• Flash Point: 93.9 °C
• PSA: 18.46000
• Density: 1.39 g/cm³
• LogP: 2.06870
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 155.9978071
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-1- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Chloro-1,3-benzodioxole

There total 5 articles about 5-Chloro-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: 96.2%

Methylenedioxybenzene (274-09-9) → 5-chloro-1,3-benzodioxole (7228-38-8)

Guidance literature:

With chlorine; In chloroform; at 35 ℃; for 2h; Temperature;

Reference yield: 90.0%

3,4-(methylenedioxy)-benzeneboronic acid (94839-07-3) → 5-chloro-1,3-benzodioxole (7228-38-8)

Guidance literature:

With N-chloro-succinimide; In acetonitrile; at 80 ℃; for 24h;

DOI:10.1039/c6ra25666j

Reference yield: 85.2%

→ 5-chloro-1,3-benzodioxole (7228-38-8)

Guidance literature:

upstream raw materials:

Methylenedioxybenzene

3,4-(methylenedioxy)-benzeneboronic acid

Downstream raw materials:

2-benzo[1,3]dioxol-5-yl-2-benzoyloxy-propane

5-chloro-1,3-benzodioxole-4-carboxylic acid

3,4-methylenedioxybiphenyl

4'-methoxy-3,4-(methylenedioxy-)biphenyl

Refernces

• 1、 Rogers, David A.,Bensalah, Adam T.,Espinosa, Alvaro Tomas,Hoerr, John L.,Refai, Fares H.,Pitzel, Amy K.,Alvarado, Juan J.,Lamar, Angus A.. "Amplification of Trichloroisocyanuric Acid (TCCA) Reactivity for Chlorination of Arenes and Heteroarenes via Catalytic Organic Dye Activation". supporting information. p. 4229 - 4233. Retrieved 2019/06/17.
• 2、 He, Wen,Zhang, Rongli,Cai, Mingzhong. "A highly efficient heterogeneous copper-catalyzed chlorodeboronation of arylboronic acids leading to chlorinated arenes". . p. 764 - 770. Retrieved 2017/01/13.