392510
5-Iod-m-xylol
99%
Synonym(e):
1-Iod-3,5-dimethylbenzol
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Alle Fotos(1)
About This Item
Lineare Formel:
(CH3)2C6H3I
CAS-Nummer:
Molekulargewicht:
232.06
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22
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Qualitätsniveau
Assay
99%
Form
liquid
Brechungsindex
n20/D 1.594 (lit.)
bp
92-94 °C/3 mmHg (lit.)
Dichte
1.608 g/mL at 25 °C (lit.)
Funktionelle Gruppe
iodo
SMILES String
Cc1cc(C)cc(I)c1
InChI
1S/C8H9I/c1-6-3-7(2)5-8(9)4-6/h3-5H,1-2H3
InChIKey
ZLMKEENUYIUKKC-UHFFFAOYSA-N
Verwandte Kategorien
Allgemeine Beschreibung
1-Iodo-3,5-dimethylbenzene (5-Iodo-m-xylene) is an aryl halide. It can be obtained from 5-bromo-m-xylene, via copper-catalyzed halogen exchange reaction, in the presence of NaI or KI in n-BuOH or DMF (solvents). It undergoes reaction with phenol in the presence of CuFe2O4 nano powder as a recyclable catalyst to afford 1,3-dimethyl-5-phenoxybenzene.
Anwendung
1-Iodo-3,5-dimethylbenzene (5-iodo-m-xylene) is suitable for use in the synthesis of N-(3,5-xylyl)-N-ethylaniline, an arylamine.
It may be used in the following studies:
It may be used in the following studies:
- α-Arylation of ketones.
- Copper-catalyzed N-arylation of imidazoles.
- Cyanation of 5-iodo-m-xylene to form 3,5-dimethylbenzonitrile.
- Synthesis of 1,3-Dimethyl-5-phenoxybenzene by nano-CuFe2O4 catalyzed C-O cross-coupling with phenol.
- CuBr-catalyzed amination of 1-iodo-3,5-dimethylbenzene to form N-Allyl-3,5-dimethylbenzenamine.
- Copper-catalyzed C-S bond-formation between 5-iodo-m-xylene and thiophenol.
- As a starting material in the synthesis of biphenyl-3,3′,5,5′-tetracarboxylic acid.
- Radical bromination of 5-iodo-m-xylene by N-bromosuccinimide to form 1,3-bis(bromomethyl)-5-iodobenzene.
Signalwort
Warning
H-Sätze
Gefahreneinstufungen
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Zielorgane
Respiratory system
Lagerklassenschlüssel
10 - Combustible liquids
WGK
WGK 3
Flammpunkt (°F)
235.4 °F - closed cup
Flammpunkt (°C)
113 °C - closed cup
Persönliche Schutzausrüstung
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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M H Ali et al.
The Journal of organic chemistry, 66(8), 2560-2565 (2001-04-17)
Aryl iodides are coupled with amines to give the corresponding arylamines in high yield in the presence of palladium, a suitable ligand, and NaOt-Bu. Functionalized aryl iodides give good yields of the corresponding arylamines when Cs(2)CO(3) is substituted as the
Recyclable and reusable nano-CuFe2O4 catalyzed CO cross-coupling.
Avudoddi V, et al.
European Journal of Organic Chemistry, 3(3), 298-304 (2012)
On the synthesis of heterocyclic dendrons.
Diez-Barra E, et al.
ARKIVOC (Gainesville, FL, United States), 2002(5), 17-25 (2002)
Biphenyl-3, 3', 5, 5'-tetracarboxylic acid.
Coles SJ, et al.
Acta Crystallographica Section E, Structure Reports Online, 58(6), 626-628 (2002)
Fuk Yee Kwong et al.
Organic letters, 4(20), 3517-3520 (2002-09-27)
An efficient copper-catalyzed carbon-sulfur bond formation reaction was developed. This method is particularly noteworthy given its experimental simplicity, high generality, and exceptional level of functional group toleration and the low cost of the catalyst system. [reaction: see text]
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