Lot numbers can be found on the outside label of a product:
Di-n-butyl carbonate
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CAS No. 542-52-9
- Cat. No. CS-0030718
- Purity≥98%
- MDL No.MFCD00043938
*For research and further manufacturing use only, not for direct human use.
Structure of 542-52-9
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General Information
- CAS No. 542-52-9
- Cat. No. CS-0030718
- Purity ≥98%
- MDL No. MFCD00043938
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₈O₃
- Molecular Weight 174.24
- Synonym(s) Dibutyl carbonate; NSC 8462; n-Butyl carbonate; Carbonic acid, dibutyl ester
- SMILES O=C(OCCCC)OCCCC
Description
Di-n-butyl carbonate is a bench-stable, moisture-tolerant reagent that serves as a mild, selective carbonyl source in organic synthesis. Featuring two n-butyl ester groups, it facilitates efficient carbamate formation and C–O bond activation under standard conditions. This reagent integrates smoothly into iterative coupling sequences and offers improved handling over volatile or reactive alternatives.
Application
Di-n-butyl carbonate serves as a stable, bench-friendly carbonyl source for the selective protection of amines and alcohols under mild conditions. It facilitates efficient N- and O-carbamation reactions with high functional group tolerance, enabling straightforward purification via simple distillation or extraction. The resulting carbamates and carbonates are readily cleaved under physiological or acidic conditions, making it a practical reagent for intermediate synthesis in medicinal chemistry and process-scale applications.
Synthesis
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Route1
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124-38-9 -
71-36-3
- ~10%
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In-stock
542-52-9
References
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Shinohata, Masaaki; Miyake, Nobuhisa Patent: US2011/54211 A1, 2011 ; Location in patent: Page/Page column 32 ;
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Route2
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64-17-5
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71-36-3
- ~7%
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30714-78-4
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In-stock
542-52-9
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105-58-8
References
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EP1460056 A1, ; Page 31 ;
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Route3
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124-38-9
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3349-36-8
- ~99%
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In-stock
542-52-9
References
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Shinohata, Masaaki; Miyake, Nobuhisa Patent: US2010/292496 A1, 2010 ; Location in patent: Page/Page column 57 ;
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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 : H315-H319-H412
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Precautionary Statements : P264-P273-P280-P302+P352-P362+P364-P501
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Quality Control
Computational Chemistry Data
- TPSA 35.53
- LogP 2.7398
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 6
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Key Words
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