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91-13-4 - o-Xylylene dibromide, 97% - 1,2-Bis(bromomethyl)benzene - alpha,alpha'-Dibromo-o-xylene - A17241 - Alfa Aesar

A17241 o-Xylylene dibromide, 97%

CAS-Nummer
91-13-4
Synonyme
1,2-Bis(bromomethyl)benzene
alpha,alpha'-Dibromo-o-xylene

Größe Preis ($) Menge Verfügbarkeit
5g 16,48
25g 56,65
100g 146,26
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o-Xylylene dibromide, 97%

MDL
MFCD00000175
EINECS
202-042-7

Chemische Eigenschaften

Formel
C8H8Br2
Molmasse
263.96
Schmelzpunkt
92-96°
Dichte
1.960
Löslichkeit
Solubility in toluene is almost transparent and ethanol. Insoluble in water.

Anwendungen

1,2-Bis(bromomethyl)benzene is used in the synthesis of isothioureas involved in the inhibition of human nitric oxide synthases. Also used in the synthesis of tridentate carbene ligands.

Bemerkungen

Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Literaturverweise

Gary D. Ewing, et al. Efficient synthesis of 4,5-benzotropone from o-xylylene dibromide.J. Org. Chem.,1975,40(20), 2965-2966.

C. E. Griffin, et al. Synthesis of a Macrocycle by Application of the Wittig Reaction.J. Org. Chem.,1962,27(5), 1627-1631.

Reductive debromination with activated Ni provides a simple route to o-xylylene, which can be trapped by dienophiles: J. Org. Chem., 53, 339 (1988):

o-Xylylene can also be generated using Zn metal and ultrasound: J. Org. Chem., 47, 751 (1982), or NaI in DMF: Chem. Pharm. Bull., 22, 2159 (1974).

Dialkylating agent for the formation of a variety of benzo-fused carbocyclic and heterocyclic ring systems, e.g. five-membered with Meldrum's acid (Isopropyl­idene malonate, A15603): Org. Prep. Proced. Int., 24, 185 (1992), 7-membered with Dimethyl­ acetone-1,3-dicarboxyl­ate, A14969: J. Org. Chem., 54, 5237 (1989), as well as macrocycles and cryptands; see, e.g.: J. Org. Chem., 57, 6112 (1992). Reaction with 1,2- and 1,3-diols has been used a method of protection; the diol can be regenerated by hydrogenolysis: Synth. Commun., 19, 3363 (1989).

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Sicherheitshinweise: P280-P305+P351+P338-P309-P310

Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: Immediately call a POISON CENTER or doctor/physician.

Weitere Referenzen

Beilstein
637159
Gefahrenklasse
8
Verpackungsgruppe
II
Harmonized Tariff Code
2903.99
TSCA
Yes

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