2,4-Dibromo-1-[(prop-2-en-1-yl)oxy]benzene

Base Information

• Chemical Name: 2,4-Dibromo-1-[(prop-2-en-1-yl)oxy]benzene
• CAS No.: 69227-61-8
• Molecular Formula: C9H8Br2O
• Molecular Weight: 291.97
• DSSTox Substance ID: DTXSID80553241
• Wikidata: Q82433783

Synonyms:69227-61-8;2,4-dibromo-1-prop-2-enoxybenzene;2,4-Dibromo-1-[(prop-2-en-1-yl)oxy]benzene;1-(Allyloxy)-2,4-dibromobenzene;SCHEMBL2322279;DTXSID80553241;BEILBPGDCMZRPS-UHFFFAOYSA-N;AKOS037629303;LS-11791;2,4-DIBROMO-1-(PROP-2-EN-1-YLOXY)BENZENE

Chemical Property of 2,4-Dibromo-1-[(prop-2-en-1-yl)oxy]benzene

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 291.89214
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CCOC1=C(C=C(C=C1)Br)Br

Technology Process of 2,4-Dibromo-1-[(prop-2-en-1-yl)oxy]benzene

There total 2 articles about 2,4-Dibromo-1-[(prop-2-en-1-yl)oxy]benzene 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: 84.0%

2,4-dibromophenol (615-58-7) + allyl bromide (106-95-6) → 1-(allyloxy)-2,4-dibromobenzene (69227-61-8)

Guidance literature:

2,4-dibromophenol; With potassium carbonate; In N,N-dimethyl-formamide; for 0.0833333h; Inert atmosphere; Schlenk technique;

allyl bromide; In N,N-dimethyl-formamide; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.202012496

Reference yield:

sodium 2,4-dibromophenolate (3784-01-8) + allyl bromide (106-95-6) → 1-(allyloxy)-2,4-dibromobenzene (69227-61-8)

Guidance literature:

With Amberlite IRA-400(Cl-form); Yield given. Multistep reaction; 1.) water, 2.) EtOH, room t., 2.0 h;

Reference yield: 45.0%

benzonitrile oxide (873-67-6) + 1-(allyloxy)-2,4-dibromobenzene (69227-61-8) → 5-(2,4-dibromo-phenoxymethyl)-3-phenyl-4,5-dihydro-isoxazole

Guidance literature:

DOI:10.1023/B:COHC.0000040778.88220.e3

upstream raw materials:

2,4-dibromophenol

allyl bromide

sodium 2,4-dibromophenolate

Downstream raw materials:

2-allyl-4,6-dibromophenol

(2,4-dibromo-phenyl)-(2,3-dibromo-propyl)-ether

1-Allyl-3,5-dibromo-2-methoxy-benzene

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