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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%

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

Dimensioni Prezzo ($) Quantità Disponibilità
5g 16,30
25g 56,10
100g 145,00
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o-Xylylene dibromide, 97%

MDL
MFCD00000175
EINECS
202-042-7

Proprietà chimiche

Formula
C8H8Br2
Peso formula
263.96
Punto di fusione
92-96°
Densità
1.960
Solubilità
Solubility in toluene is almost transparent and ethanol. Insoluble in water.

Applicazioni

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.

Note

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

Letteratura

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).

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H314-H318

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

Dichiarazioni precauzionali: P260-P201-P280-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
637159
Classe di rischio
8
Gruppo di imballaggio
II
Codice tariffe armonizzato
2903.99
TSCA
Yes

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