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4-Bromo-1,2-(methylenedioxy)benzene

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4-Bromo-1,2-(methylenedioxy)benzene Basic information

Product Name:
4-Bromo-1,2-(methylenedioxy)benzene
Synonyms:
  • 5-bromobenzo[d][1,3]dioxole
  • 4-BROMO-1,2-(METHYLENEDIOXY)ENZENE
  • 4-Bromo-1,2-methylenedioxybenzene 99%
  • 5-Bromo-1,3-benzodioxole 99%
  • BROMOBENZODIOXOLE
  • 4-Bromo-1,2-(methylenedioxy)benzene-5
  • 1-Bromo-3,4-(methylenedioxy)benzene 97%
  • 5-Bromo-1,3-benzodioxolane
CAS:
2635-13-4
MF:
C7H5BrO2
MW:
201.02
EINECS:
220-123-5
Product Categories:
  • Building Blocks
  • Chemical Synthesis
  • Miscellaneous
  • Organic Building Blocks
  • Oxygen Compounds
  • Protected Alcohols/Phenols
  • Aromatic Hydrocarbons (substituted) & Derivatives
  • Bromine Compounds
  • Miscellaneous Compounds
  • 2635-13-4
Mol File:
2635-13-4.mol
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4-Bromo-1,2-(methylenedioxy)benzene Chemical Properties

Boiling point:
85-86 °C1 mm Hg(lit.)
Density 
1.669 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.583(lit.)
Flash point:
>230 °F
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform, Methanol (Sparingly)
form 
Liquid
Specific Gravity
1.669
color 
Clear yellow-orange
BRN 
127407
Stability:
Light Sensitive
InChI
InChI=1S/C7H5BrO2/c8-5-1-2-6-7(3-5)10-4-9-6/h1-3H,4H2
InChIKey
FBOYMIDCHINJKC-UHFFFAOYSA-N
SMILES
O1C2=CC=C(Br)C=C2OC1
CAS DataBase Reference
2635-13-4(CAS DataBase Reference)
NIST Chemistry Reference
4-Bromo-1,2-(methylenedioxy)benzene(2635-13-4)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29329990

MSDS

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4-Bromo-1,2-(methylenedioxy)benzene Usage And Synthesis

Chemical Properties

clear yellow-orange liquid

Synthesis Reference(s)

Tetrahedron, 64, p. 4999, 2008 DOI: 10.1016/j.tet.2008.03.085

General Description

The coupling of 1-bromo-3,4-(methylenedioxy)benzene with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.

Synthesis

NBS (1.87 g, 10.50 mmol, 1.05 equiv.), HPLC-grade acetonitrile and benzo[d][1,3]dioxole (10 mmol) were placed into a flask and stirred until completely homogeneous. The solution was pumped through the Corning G1 photoreactor at the desired flow rate. The reaction mixture was collected from the reactor and combined with the two separate streams of toluene and water into a 10-mL Vapourtec static mixer coil; then, the mixture was pumped into a Zaiput liquid-liquid membrane separator, the organic phase was collected and passed twice more through the Zaiput membrane separator. The organic phase was evaporated under reduced pressure, providing the corresponding brominated product 4-Bromo-1,2-(methylenedioxy)benzene.

4-Bromo-1,2-(methylenedioxy)benzene Preparation Products And Raw materials

Preparation Products

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