Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

3459-92-5 - Dibenzyl carbonate, 98% - Benzyl carbonate - Carbonic acid dibenzyl ester - A11464 - Alfa Aesar

A11464 Dibenzyl carbonate, 98%

CAS Number
3459-92-5
Synonyms
Benzyl carbonate
Carbonic acid dibenzyl ester

Size Price ($) Quantity Availability
10g 78.07
50g 301.79
250g 860.80
Add to Cart Add to Quote Request View Item

Dibenzyl carbonate, 98%

MDL
MFCD00014436
EINECS
222-401-1

Chemical Properties

Formula
C15H14O3
Formula Weight
242.27
Melting point
27-30°
Boiling Point
150-155°/0.8mm
Flash Point
>110°(230°F)
Refractive Index
1.5485
Sensitivity
Air Sensitive
Solubility
Sparingly Soluble (0.099 g/L) (25°C).

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.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents, heat.

Literature 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).

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H312

Harmful if swallowed. Harmful in contact with skin.

Precautionary Statements: P280-P264-P270-P301+P312-P312-P363-P322-P302+P352-P330-P501a

Wear protective gloves/protective clothing/eye protection/face protection. Wash thoroughly after handling. Do not eat, drink or smoke when using this product. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Wash contaminated clothing before reuse. Specific measures (see label). IF ON SKIN: Wash with plenty of soap and water. Rinse mouth. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1882864
Harmonized Tariff Code
2920.90
TSCA
Yes

Recommended

  • A11638

    3-(3,4-Dihydroxyphenyl)propionic acid, 98+%
  • A12362

    Diphenyl carbonate, 99%
  • A16776

    4-Nitro-m-xylene, 99%
  • A18636

    DL-2-Hydroxybutyric acid sodium salt, 97+%
  • B23520

    Benzyltrimethylammonium iodide, 98%

Recently Viewed

Chemicals

Life Science

Metals & Materials

Catalysts

Analytical & Labware