2-(Chloromethyl)-2,3-dihydro-1,4-benzodioxine

Base Information

• Chemical Name: 2-(Chloromethyl)-2,3-dihydro-1,4-benzodioxine
• CAS No.: 2164-33-2
• Molecular Formula: C9H9 Cl O2
• Molecular Weight: 184.622
• Hs Code.: 2932999099
• European Community (EC) Number: 218-502-5
• NSC Number: 33830,24519,1500
• UNII: QBM9T3N34M
• DSSTox Substance ID: DTXSID601258145
• Nikkaji Number: J299.132B
• Mol file: 2164-33-2.mol

Synonyms:2164-33-2;2-(chloromethyl)-2,3-dihydro-1,4-benzodioxine;2-Chloromethyl-1,4-benzodioxane;2-(chloromethyl)-2,3-dihydrobenzo[b][1,4]dioxine;2-(Chloromethyl)-2,3-dihydro-1,4-benzodioxin;3-(chloromethyl)-2,3-dihydro-1,4-benzodioxine;2-Chloromethyl-2,3-dihydro-benzo[1,4]dioxine;NSC-1500;NSC-24519;NSC-33830;2-Chloromethyl-2,3-dihydrobenzo[1,4]dioxine;1,4-Benzodioxin, 2-(chloromethyl)-2,3-dihydro-;MFCD00014666;2-chloromethyl-1,4-benzodioxan;NSC1500;EC-000.1601;2-chloromethyl-benzodioxane;QBM9T3N34M;SCHEMBL2204596;DTXSID601258145;NSC 1500;NSC24519;NSC33830;2-(Chloromethyl)-1,4-benzodioxane;EINECS 218-502-5;NSC 24519;NSC 33830;STK504017;1,4-Benzodioxan, 2-(chloromethyl)-;AKOS004911115;AS-9219;2-(CHLOROMETHYL)-1,4-BENZODIOXAN;AI3-26023;2-chloromethyl-2,3-dihydro-1,4-benzodioxin;FT-0611961;EN300-07284;2-chloromethyl 2,3-dihydro [4H] 1,4-benzodioxin;W-206658;Z56950531;F2184-0203

Chemical Property of 2-(Chloromethyl)-2,3-dihydro-1,4-benzodioxine

Chemical Property:

• Vapor Pressure: 0.0116mmHg at 25°C
• Refractive Index: 1.5540
• Boiling Point: 96 °C
• Flash Point: 96°C/0.4mm
• PSA: 18.46000
• Density: 1.224g/cm³
• LogP: 2.06520
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

99% ^*data from raw suppliers

2-(Chloromethyl)-2,3-dihydro-1,4-benzodioxine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: R34:Causes burns.
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC2=CC=CC=C2O1)CCl
• Uses: 2-(chloromethyl)-2,3-dihydro-1,4-benzodioxine is a useful reactant for the synthesis of various organic compounds such as benzenesulfonamide derivatives.

Technology Process of 2-(Chloromethyl)-2,3-dihydro-1,4-benzodioxine

There total 6 articles about 2-(Chloromethyl)-2,3-dihydro-1,4-benzodioxine 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: 87.0%

2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin (3663-82-9) → 2-chloromethyl-1,4-benzodioxane (2164-33-2)

Guidance literature:

With thionyl chloride; In chloroform; at 5 ℃; for 2.5h; Solvent; Reflux;

Reference yield: 73.0%

2-Iodophenol (533-58-4) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 2-chloromethyl-1,4-benzodioxane (2164-33-2)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 10h;

DOI:10.1021/jo101916e

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 2-chloromethyl-1,4-benzodioxane (2164-33-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / water; toluene / 3.5 h / 70 - 80 °C / Inert atmosphere

2: thionyl chloride / chloroform / 2.5 h / 5 °C / Reflux

With thionyl chloride; potassium hydroxide; In chloroform; water; toluene;

upstream raw materials:

1,3-Dichloro-2-propanol

benzene-1,2-diol

2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin

2-Iodophenol

Downstream raw materials:

1-(2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl)-4-phenyl-piperazine

1-Benzyl-2-(2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl)-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline; hydrochloride

1-<4-(1,4-Benzodioxane-2-methylamino)-phenoxy>-3-1-4-(2-methoxyphenyl)piperazinyl>>propane hydrochloride

2-(3,4-dimethoxyphenylethyl)aminomethylbenzodioxane-(1,4) hydrochloride

Refernces

• 1、 Bhadra, Sukalyan,Adak, Laksmikanta,Samanta, Subhas,Maidul Islam,Mukherjee, Manabendra,Ranu, Brindaban C.. "Alumina-supported Cu(II), A versatile and recyclable catalyst for regioselective ring opening of aziridines and epoxides and subsequent cyclization to functionalized 1,4-benzoxazines and 1,4-benzodioxanes". experimental part. p. 8533 - 8541. Retrieved 2011/03/19.
• 2、 -. "Neuroleptic n-oxacyclyl-alkylpiperidine derivatives". . . Retrieved 2008/06/13.