Search
元素の検索
構造の検索
Thermo Scientific Chemicals
o-Xylylene dibromide, 97%
CAS: 91-13-4 | C8H8Br2 | 263.96 g/mol
化学物質識別子
CAS91-13-4
IUPAC Name1,2-bis(bromomethyl)benzene
Molecular FormulaC8H8Br2
InChI KeyKGKAYWMGPDWLQZ-UHFFFAOYSA-N
SMILESBrCC1=CC=CC=C1CBr
さらに表示
仕様
スペックシート
スペックシートAppearance (Color)White to pale cream to pale orange to brown or pale pink
Assay (GC)≥96.0% (non-U.S. specification)
FormCrystals or powder or crystalline powder
Assay from Suppliers CofA≥96.0% (U.S. specification)
Identification (FTIR)Conforms (non-U.S. specification)
さらに表示
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
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.
Solubility
Solubility in toluene is almost transparent and ethanol. Insoluble in water.
Notes
Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.
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.
Solubility
Solubility in toluene is almost transparent and ethanol. Insoluble in water.
Notes
Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.
RUO – Research Use Only
General References:
- 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 (Isopropyl idene malonate, A15603): Org. Prep. Proced. Int., 24, 185 (1992), 7-membered with Dimethyl acetone-1,3-dicarboxyl ate, 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).