3,4-(Methylenedioxy)phenylmagnesiumbromide

Base Information

• Chemical Name: 3,4-(Methylenedioxy)phenylmagnesiumbromide
• CAS No.: 17680-04-5
• Molecular Formula: C7H5BrMgO2
• Molecular Weight: 225.324
• Hs Code.: 29329990
• DSSTox Substance ID: DTXSID60403210
• Mol file: 17680-04-5.mol

Synonyms:3,4-(methylenedioxy)phenylmagnesiumbromide;magnesium;5H-1,3-benzodioxol-5-ide;bromide;DTXSID60403210;KLRLIDQAFFVFCV-UHFFFAOYSA-M;J-011233

Chemical Property of 3,4-(Methylenedioxy)phenylmagnesiumbromide

Chemical Property:

• Vapor Pressure: 1.73mmHg at 25°C
• Boiling Point: 173°C at 760 mmHg
• Flash Point: 14 °F
• PSA: 18.46000
• Density: 1.04 g/mL at 25 °C
• LogP: 2.06110
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: It reacts with water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 223.93233
• Heavy Atom Count: 11
• Complexity: 211

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4-(Methylenedioxy)phenylmagnesium bromide solution 1.0 M in THF: toluene (1:1) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R11-34-48/20-63-65-67:
• Hazard Codes: F,C
• Statements: 11-34-48/20-63-65-67-40-37-19-14
• Safety Statements: 26-36/37/39-45-62-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=[C-]C=C2.[Mg+2].[Br-]
• Uses: 3,4-(Methylenedioxy)phenylmagnesium bromide is used as an organic chemical synthesis intermediate.

Technology Process of 3,4-(Methylenedioxy)phenylmagnesiumbromide

There total 3 articles about 3,4-(Methylenedioxy)phenylmagnesiumbromide 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:

1,2-(methylenedioxy)-4-bromobenzene (2635-13-4) + magnesium (7439-95-4) → (3,4-methylenedioxy)phenylmagnesium bromide (17680-04-5)

Guidance literature:

With iodine; In tetrahydrofuran; at 20 ℃;

DOI:10.1039/c5cc02277k

Reference yield:

1,2-(methylenedioxy)-4-bromobenzene (2635-13-4) → (3,4-methylenedioxy)phenylmagnesium bromide (17680-04-5)

Guidance literature:

With iodine; magnesium; In tetrahydrofuran; for 2h; Inert atmosphere; Reflux;

DOI:10.1021/jacs.6b03384

Reference yield:

→ (3,4-methylenedioxy)phenylmagnesium bromide (17680-04-5)

Guidance literature:

upstream raw materials:

1,2-(methylenedioxy)-4-bromobenzene

magnesium

Downstream raw materials:

(-)-asarinin

trans-4-[(1,3-benzodioxol-5-yl)hydroxymethyl]-3-[(1,3-mbenzodioxol-5-yl)methyl]dihydro-2(3H)-furanone

α,α,α-trifluoro-3,4-methylenedioxyacetophenone

(3aR,4aS,7S,8aS)-7-(1,3-benzodioxol-5-yl)-2,2-dimethyl-5-[(4-methylphenyl)sulfonyl]-4,4a,5,6,7,8a-hexahydro-3aH-[1,3]dioxolo[4,5-f]indole

Refernces

• 1、 Benischke, Andreas D.,Desaintjean, Alexandre,Juli, Thomas,Cahiez, Gérard,Knochel, Paul. "Nickel-Catalyzed Cross-Coupling of Functionalized Organo manganese Reagents with Aryl and Heteroaryl Halides Promoted by 4-Fluorostyrene". supporting information. p. 5396 - 5412. Retrieved 2017/12/14.
• 2、 Yang, Wanfei,Chen, Huoji,Li, Jianxiao,Li, Chunsheng,Wu, Wanqing,Jiang, Huanfeng. "Palladium-catalyzed aerobic oxidative double allylic C-H oxygenation of alkenes: A novel and straightforward route to α,β-unsaturated esters". supporting information. p. 9575 - 9578. Retrieved 2015/06/08.