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

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

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	n20/D 1.583(lit.)
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.