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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%

Numéro de CAS
91-13-4
Synonymes
1,2-Bis(bromomethyl)benzene
alpha,alpha'-Dibromo-o-xylene

Conditionnement Prix ($) Quantité Disponibilité
5g 16,30
25g 56,10
100g 145,00
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o-Xylylene dibromide, 97%

MDL
MFCD00000175
EINECS
202-042-7

Propriétés chimiques

Formule
C8H8Br2
Poids moleculaire
263.96
Point de fusion
92-96°
Densité
1.960
Solubilité
Solubility in toluene is almost transparent and ethanol. Insoluble in water.

Applications

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.

Notes

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

Références bibliographiques

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).

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H314-H318

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

Mentions de prudence: P280-P305+P351+P338-P309-P310a

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:

Autres références

Beilstein
637159
Classe de danger
8
Groupe d'emballage
II
Code tarifaire harmonisé
2903.99
TSCA
Yes

Recommandé

Consulté récemment

Produits chimiques

Sciences de la vie

Métaux et matériaux

Catalyseurs

Analytique et matériel de laboratoire