5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole

Base Information

• Chemical Name: 5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole
• CAS No.: 73790-19-9
• Molecular Formula: C9H9 Br O2
• Molecular Weight: 229.073
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID60469134
• Nikkaji Number: J1.225.378H
• Wikidata: Q82296720
• Mol file: 73790-19-9.mol

Synonyms:5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole;73790-19-9;5-BROMO-2,2-DIMETHYL-1,3-BENZODIOXOLE;1,3-Benzodioxole, 5-bromo-2,2-dimethyl-;MFCD08061597;5-bromo-2,2-dimethyl-benzo[1,3]dioxole;SCHEMBL361525;DTXSID60469134;DBVCFVNYPVLZKX-UHFFFAOYSA-N;AKOS003382314;DS-4344;SY103187;BB 0304789;FT-0770113;A866024;W-203682;5-Bromo-2 pound not2-dimethylbenzo[d][1 pound not3]dioxole

Chemical Property of 5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole

Chemical Property:

• PSA: 18.46000
• LogP: 2.95640
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC2=C(O1)C=C(C=C2)Br)C
• Uses: 5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole is used as a reactant in the preparation of phenanthridine-based Bcl-XL inhibitors.

Technology Process of 5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole

There total 11 articles about 5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole 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: 94.0%

2,2-dimethyl-1,3-benzodioxole (14005-14-2) → 5-bromo-2,2-dimethyl-1,3-benzodioxole (73790-19-9)

Guidance literature:

With bromine; In 1,4-dioxane;

DOI:10.1016/j.bmcl.2003.07.014

Reference yield: 85.0%

→ 5-bromo-2,2-dimethyl-1,3-benzodioxole (73790-19-9)

Guidance literature:

Reference yield: 63.0%

1-bromo-3,4-dihydroxybenzene (17345-77-6) + 2,2-dimethoxy-propane (77-76-9) → 5-bromo-2,2-dimethyl-1,3-benzodioxole (73790-19-9)

Guidance literature:

With toluene-4-sulfonic acid; In water; benzene; for 18h; Dean-Stark; Reflux;

upstream raw materials:

2,2-dimethyl-1,3-benzodioxole

1-bromo-3,4-dihydroxybenzene

acetone

benzene-1,2-diol

Downstream raw materials:

1-bromo-3,4-dihydroxybenzene

(C₅H₄N)N(CH₃)(CH₂)6(C₆H₃O₂B)(2,4,6-C₆H₂iPr₃)

C₂₄H₂₇BN₂O₂

(C₅H₄N)N(CH₃)(CH₂)6(C₆H₃O₂B)(2,4,6-C₆H₂F₃)

Refernces

• 1、 -. "N-{[2-(PIPERIDIN-1-YL)PHENYL](PHENYL)METHYL}-2-(3-OXO-3,4-DIHYDRO-2H-1,4-BENZOXA ZIN-7-YL)ACETAMIDE DERIVATIVES AND RELATED COMPOUNDS AS ROR-GAMMA MODULATORS FOR TREATING AUTOIMMUNE DISEASES". Page/Page column 68; 130; 131. . Retrieved 2018/08/20.
• 2、 López-Frías, Gabriela,Camacho-Dávila, Alejandro A.,Chávez-Flores, David,Zaragoza-Galán, Gerardo,Ramos-Sánchez, Víctor H.. "Synthesis of a functionalized benzofuran as a synthon for salvianolic acid C analogues as potential LDL Antioxidants". . p. 8654 - 8665. Retrieved 2016/09/04.