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o-Xylylene dibromide, 97%, Thermo Scientific Chemicals
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Catalog number A17241.22
also known as A17241-22
Price (USD)/ Each
178.65
Online exclusive
198.00 Save 19.35 (10%)
-
Quantity:
100 g
Price (USD)/ Each
178.65
Online exclusive
198.00 Save 19.35 (10%)
o-Xylylene dibromide, 97%, Thermo Scientific Chemicals
Catalog numberA17241.22
Price (USD)/ Each
178.65
Online exclusive
198.00 Save 19.35 (10%)
-
Chemical Identifiers
CAS91-13-4
IUPAC Name1,2-bis(bromomethyl)benzene
Molecular FormulaC8H8Br2
InChI KeyKGKAYWMGPDWLQZ-UHFFFAOYSA-N
SMILESBrCC1=CC=CC=C1CBr
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Specifications
Specification Sheet
Specification SheetAppearance (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)
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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).