5-(Bromomethyl)-2,3-dihydro-1,4-benzodioxine

Base Information

• Chemical Name: 5-(Bromomethyl)-2,3-dihydro-1,4-benzodioxine
• CAS No.: 214894-89-0
• Molecular Formula: C₉H₉BrO₂
• Molecular Weight: 229.073
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID00572217
• Wikidata: Q82460503
• Mol file: 214894-89-0.mol

Synonyms:5-(Bromomethyl)-2,3-dihydro-1,4-benzodioxine;214894-89-0;5-Bromomethyl-2,3-dihydro-benzo[1,4]dioxine;5-(BROMOMETHYL)-2,3-DIHYDRO-1,4-BENZODIOXINE,97%;SCHEMBL2023947;DTXSID00572217;UUZNNLAGACPGPQ-UHFFFAOYSA-N;MFCD05664400;AKOS012020535;AM100509;DS-12220;5-bromomethyl-2,3-dihydro-benzo[1,4]dioxin;D82118;EN300-1910939;A879058;5-(bromomethyl)-2,3-dihydrobenzo[b][1,4]dioxine;F1911-3822

Chemical Property of 5-(Bromomethyl)-2,3-dihydro-1,4-benzodioxine

Chemical Property:

• Vapor Pressure: 0.00265mmHg at 25°C
• Melting Point: 69.4℃
• Refractive Index: 1.586
• Boiling Point: 295.7°C at 760 mmHg
• Flash Point: 137.9°C
• PSA: 18.46000
• Density: 1.549g/cm³
• LogP: 2.35270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

98%min ^*data from raw suppliers

5-(Bromomethyl)-2,3-dihydro-1,4-benzodioxine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R34:Causes burns.
• Hazard Codes: C:Corrosive
• Statements: R34:Causes burns.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C(C=CC=C2O1)CBr

Technology Process of 5-(Bromomethyl)-2,3-dihydro-1,4-benzodioxine

There total 5 articles about 5-(Bromomethyl)-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: 62.0%

(2,3-dihydrobenzo[b][1,4]dioxin-5-yl)methanol (274910-19-9) → 5-(bromomethyl)-2,3-dihydrobenzo[b][1,4]dioxine (214894-89-0)

Guidance literature:

With phosphorus tribromide; In diethyl ether; at 0 - 20 ℃; for 1.16667h;

Reference yield:

5-methyl-2,3-dihydrobenzo[b][1,4]dioxine (33632-34-7) → 5-(bromomethyl)-2,3-dihydrobenzo[b][1,4]dioxine (214894-89-0)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; Heating;

DOI:10.1016/S0968-0896(99)00265-5

Reference yield:

3-methylbenzene-1,2-diol (488-17-5) → 5-(bromomethyl)-2,3-dihydrobenzo[b][1,4]dioxine (214894-89-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone / Heating

2: N-bromosuccinimide; 2,2'-azobisisobutyronitrile / CCl₄ / Heating

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium carbonate; In tetrachloromethane; acetone; 1: Cyclization / 2: Bromination;

DOI:10.1016/S0968-0896(99)00265-5

upstream raw materials:

5-methyl-2,3-dihydrobenzo[b][1,4]dioxine

3-methylbenzene-1,2-diol

2,3-dihydro-1,4-benzodioxine-5-carboxylic acid

(2,3-dihydrobenzo[b][1,4]dioxin-5-yl)methanol

Downstream raw materials:

2,3-dihydro-1,4-benzodioxin-5-methanamine

Refernces

• 1、 -. "ANTIBACTERIAL COMPOUNDS AND USES THEREOF". . . Retrieved 2017/09/28.
• 2、 -. "Heterocyclic compounds". . . Retrieved 2008/06/13.