4-Bromo-1,2-(methylenedioxy)benzene
Synonym(s):4-Bromo-1,2-(methylenedioxy)benzene;5-Bromo-1,3-benzodioxole
- CAS NO.:2635-13-4
- Empirical Formula: C7H5BrO2
- Molecular Weight: 201.02
- MDL number: MFCD00005821
- EINECS: 220-123-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-11-29 15:56:16
What is 4-Bromo-1,2-(methylenedioxy)benzene?
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.
Properties of 4-Bromo-1,2-(methylenedioxy)benzene
Boiling point: | 85-86 °C1 mm Hg(lit.) |
Density | 1.669 g/mL at 25 °C(lit.) |
refractive index | n |
Flash point: | >230 °F |
storage temp. | Inert atmosphere,Room Temperature |
solubility | Chloroform, Methanol (Sparingly) |
form | Liquid |
color | Clear yellow-orange |
Specific Gravity | 1.669 |
BRN | 127407 |
Stability: | Light Sensitive |
InChI | InChI=1S/C7H5BrO2/c8-5-1-2-6-7(3-5)10-4-9-6/h1-3H,4H2 |
CAS DataBase Reference | 2635-13-4(CAS DataBase Reference) |
NIST Chemistry Reference | 4-Bromo-1,2-(methylenedioxy)benzene(2635-13-4) |
Safety information for 4-Bromo-1,2-(methylenedioxy)benzene
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 4-Bromo-1,2-(methylenedioxy)benzene
InChIKey | FBOYMIDCHINJKC-UHFFFAOYSA-N |
SMILES | O1C2=CC=C(Br)C=C2OC1 |
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