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Dibenzyl carbonate, 98%, Thermo Scientific Chemicals
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Catalog number A11464.18
also known as A11464-18
Price (USD)/ Each
373.00
-
Quantity:
50 g
Price (USD)/ Each
373.00
Dibenzyl carbonate, 98%, Thermo Scientific Chemicals
Catalog numberA11464.18
Price (USD)/ Each
373.00
-
Chemical Identifiers
CAS3459-92-5
IUPAC Namedibenzyl carbonate
Molecular FormulaC15H14O3
InChI KeyPIZLBWGMERQCOC-UHFFFAOYSA-N
SMILESO=C(OCC1=CC=CC=C1)OCC1=CC=CC=C1
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Specifications
Specification Sheet
Specification SheetAppearance (Color)Clear colorless to white to pale yellow
FormLiquid
Assay (GC)≥97.5%
Identification (FTIR)Conforms
Refractive Index1.5460-1.5500 @ 20?C
Ionic liquids can effectively accelerate slow N-benzylation reactions utilizing dibenzyl carbonate as an alkylating reagent. Dibenzyl carbonate (DBzlC) has been used to benzylate phenylacetonitrile, benzyl phenylacetate and phenol. Selective N, N-dibenzylation of primary aliphatic amines was carried with dibenzyl carbonate in the presence of phosphonium salts.
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
Ionic liquids can effectively accelerate slow N-benzylation reactions utilizing dibenzyl carbonate as an alkylating reagent. Dibenzyl carbonate (DBzlC) has been used to benzylate phenylacetonitrile, benzyl phenylacetate and phenol. Selective N, N-dibenzylation of primary aliphatic amines was carried with dibenzyl carbonate in the presence of phosphonium salts.
Solubility
Sparingly Soluble (0.099 g/L) (25°C).
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents, heat.
Ionic liquids can effectively accelerate slow N-benzylation reactions utilizing dibenzyl carbonate as an alkylating reagent. Dibenzyl carbonate (DBzlC) has been used to benzylate phenylacetonitrile, benzyl phenylacetate and phenol. Selective N, N-dibenzylation of primary aliphatic amines was carried with dibenzyl carbonate in the presence of phosphonium salts.
Solubility
Sparingly Soluble (0.099 g/L) (25°C).
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents, heat.
RUO – Research Use Only
General References:
- Wen-Chung Shieh,; Mario Lozanov,; Oljan Repič. Accelerated benzylation reaction utilizing dibenzyl carbonate as an alkylating reagent. Tetrahedron Letters. 2003, 44 (36), 6943-6945.
- Alessandro Loris,; Alvise Perosa,; Maurizio Selva,; Pietro Tundo. Selective N,N-Dibenzylation of Primary Aliphatic Amines with Dibenzyl Carbonate in the Presence of Phosphonium Salts. J. Org. Chem. 2004, 69 (11) , 3953-3956.
- Benzylating agent, e.g. in preparation of benzyl ethers of thiols with K2CO3/ 18-crown-6: Synthesis, 382 (1986). Benzylation of phenols and monobenzylation of active methylene compounds have been accomplished using K2CO3 in DMF: J. Chem. Soc., Perkin 1, 1889 (1995). For N-, O- and S-benzylations in the presence of DBU or DABCO, see: Tetrahedron Lett., 44, 4563 (2003).