2-Bromomethyl-1,4-benzodioxane

Base Information

• Chemical Name: 2-Bromomethyl-1,4-benzodioxane
• CAS No.: 2164-34-3
• Molecular Formula: C9H9BrO2
• Molecular Weight: 229.073
• Hs Code.: 29329900
• European Community (EC) Number: 218-503-0
• NSC Number: 106871
• UNII: T2VR2E695H
• DSSTox Substance ID: DTXSID901301573
• Nikkaji Number: J299.133K
• Mol file: 2164-34-3.mol

Synonyms:2-Bromomethyl-1,4-benzodioxane;2164-34-3;2-(bromomethyl)-2,3-dihydro-1,4-benzodioxine;2-(Bromomethyl)-2,3-dihydrobenzo[b][1,4]dioxine;2-Bromomethyl-2,3-dihydrobenzo[1,4]dioxine;3-(bromomethyl)-2,3-dihydro-1,4-benzodioxine;2-(Bromomethyl)-1,4-benzodioxane;2-Bromomethyl-2,3-dihydro-benzo[1,4]dioxine;T2VR2E695H;2-(Bromomethyl)-2,3-dihydro-1,4-benzodioxin;NSC-106871;NSC106871;UNII-T2VR2E695H;1,4-Benzodioxin, 2-(bromomethyl)-2,3-dihydro-;SCHEMBL243878;2-bromomethylbenzo-1,4-dioxan;QYLFKNVZIFTCIY-UHFFFAOYSA-;DTXSID901301573;EINECS 218-503-0;BBL100087;MFCD00044831;STL511272;AKOS000279184;AKOS016843547;NSC 106871;SB48494;2-Bromomethyl-1,4-benzodioxane, 97%;AM100519;AS-40113;B2349;CS-0063856;FT-0611578;FT-0653584;2-bromomethyl-(2,3dihydrobenzo[1,4]dioxine);2-bromomethyl-(2,3 dihydrobenzo[1,4]dioxin);2-bromomethyl-(2,3 dihydrobenzo[1,4]dioxine);6-Methyl-2,3,4,5-tetrahydropyridine N-oxide;EN300-225890;F1967-1719

Chemical Property of 2-Bromomethyl-1,4-benzodioxane

Chemical Property:

• Appearance/Colour: Clear colorless to greyish or light yellow liquid
• Vapor Pressure: 0.00409mmHg at 25°C
• Refractive Index: n20/D 1.5720(lit.)
• Boiling Point: 288.3 °C at 760 mmHg
• Flash Point: 132.5 °C
• PSA: 18.46000
• Density: 1.501 g/cm³
• LogP: 2.22130
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• 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:

97% ^*data from raw suppliers

2-Bromomethyl-1,4-benzodioxane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 36-51/53
• Safety Statements: 26-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(OC2=CC=CC=C2O1)CBr

Technology Process of 2-Bromomethyl-1,4-benzodioxane

There total 5 articles about 2-Bromomethyl-1,4-benzodioxane 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: 96.0%

2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin (3663-82-9) → 2-(bromomethyl)-2,3-dihydrobenzo[1,4]dioxine (2164-34-3)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; In N,N-dimethyl-formamide; at 40 ℃; for 6h;

DOI:10.1016/S0223-5234(00)00164-1

Reference yield:

Triphenylphosphine oxide (791-28-6) + 2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin (3663-82-9) + dibromotriphenylphosphorane (1034-39-5) → 2-(bromomethyl)-2,3-dihydrobenzo[1,4]dioxine (2164-34-3)

Guidance literature:

In hexane; acetonitrile;

Reference yield:

ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate (4739-94-0) → 2-(bromomethyl)-2,3-dihydrobenzo[1,4]dioxine (2164-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 20 °C

2: 96 percent / NBS; PPh₃ / dimethylformamide / 6 h / 40 °C

With N-Bromosuccinimide; lithium aluminium tetrahydride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Reduction / 2: Bromination;

DOI:10.1016/S0223-5234(00)00164-1

upstream raw materials:

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

ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate

Triphenylphosphine oxide

dibromotriphenylphosphorane

Downstream raw materials:

5-[(2,3-Dihydro-benzo[1,4]dioxin-2-ylmethyl)-methyl-amino]-2-(3,4-dimethoxy-phenyl)-2-isopropyl-pentanenitrile

axamozide

2-(2,3-Dihydro-1,4-benzodioxin-2-yl)acetonitrile

1,1,2,2-tetraphenylethylene