Lot numbers can be found on the outside label of a product:
Dibenzyl carbonate
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CAS No. 3459-92-5
- Cat. No. CS-0187349
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 3459-92-5
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General Information
- CAS No. 3459-92-5
- Cat. No. CS-0187349
- Purity ≥98%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₅H₁₄O₃
- Molecular Weight 242.27
- Synonym(s) Carbonic acid, dibenzyl ester
- SMILES C1=CC=C(C=C1)COC(=O)OCC2=CC=CC=C2
Description
Dibenzyl carbonate serves as a stable, bench-friendly carbonyl source in organic synthesis. This diester features benzyl ester groups that facilitate selective deprotection under mild conditions, enabling efficient incorporation into complex molecular architectures. The molecule exhibits excellent solubility in common organic solvents and maintains integrity during standard handling procedures.
Application
Dibenzyl carbonate serves as a stable, bench-friendly carbonate protecting group for alcohols and phenols, enabling selective deprotection under mild conditions. It functions effectively in multi-step syntheses, offering excellent functional group tolerance and compatibility with common coupling reagents. Its ease of purification and predictable cleavage profile make it a reliable choice for complex molecule assembly.
Synthesis
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Route1
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124-38-9 -
In-stock
100-51-6 - ~97%
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In-stock
3459-92-5
References
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Yamazaki, Yusuke; Kakuma, Kasumi; Du, Ya; Saito, Susumu Tetrahedron, 2010 , vol. 66, # 51 p. 9675 - 9680
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Route2
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616-38-6
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In-stock
100-51-6
- ~92%
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In-stock
3459-92-5
References
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Mutlu, Hatice; Ruiz, Johal; Solleder, Susanne C.; Meier, Michael A. R. Green Chemistry, 2012 , vol. 14, # 6 p. 1728 - 1735
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Route3
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In-stock
298-14-6 -
100-44-7
- ~79%
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In-stock
3459-92-5
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103-50-4
References
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Cella, James A.; Bacon, Sidney W. Journal of Organic Chemistry, 1984 , vol. 49, p. 1122 - 1125
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H312
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Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501
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Quality Control
Computational Chemistry Data
- TPSA 35.53
- LogP 3.54
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 4
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