| Identification | More | [Name]
4-Bromo-1,2-(methylenedioxy)benzene | [CAS]
2635-13-4 | [Synonyms]
1,2-METHYLENEDIOXY-4-BROMOBENZENE
1,3-BENZODIOXOLE, 5-BROMO-
1-BROMO-3,4-(METHYLENEDIOXY)BENZENE
3,4-METHYLENDIOXYBROMOBENZENE
3,4-METHYLENEDIOXYBROMOBENZENE
4-BROMO-1,2-METHYLENEDIOXYBENZENE
5-BROMO-1,3-BENZODIOXOLE
5-BROMOBENZO-1,3-DIOXOLE
TIMTEC-BB SBB006662
4-Bromomethylenedioxybenzene
4-Bromo-1,2-(Methylenedioxy)Be
4-Bromo-1,2-methylenedioxybenzene 99%
5-Bromo-1,3-benzodioxole 99%
BROMOBENZODIOXOLE
5-bromobenzo[d][1,3]dioxole
4-BROMO-1,2-METHYLENEDIOXYBENZENE 97+%
3,4-Methylenedioxybrombenzene
4-Bromo-1,2-(methylenedioxy)benzene, 5-Bromo-1,3-benzodioxole
1,3-Benzodioxole-5-yl bromide | [EINECS(EC#)]
220-123-5 | [Molecular Formula]
C7H5BrO2 | [MDL Number]
MFCD00005821 | [Molecular Weight]
201.02 | [MOL File]
2635-13-4.mol |
| Chemical Properties | Back Directory | [Appearance]
clear yellow-orange liquid | [Boiling point ]
85-86 °C1 mm Hg(lit.)
| [density ]
1.669 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.583(lit.)
| [Fp ]
>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 | [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) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29329990 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
clear yellow-orange liquid | [Uses]
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 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.
 | [References]
[1] Tetrahedron Letters, 2001, vol. 42, # 39, p. 6941 - 6942
[2] Angewandte Chemie - International Edition, 2018, vol. 57, # 39, p. 12869 - 12873
[3] Angew. Chem., 2018, vol. 130, p. 13051 - 13055,5
[4] Organic Letters, 2017, vol. 19, # 16, p. 4243 - 4246
[5] Canadian Journal of Chemistry, 2009, vol. 87, # 2, p. 440 - 447 |
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