Lot numbers can be found on the outside label of a product:
1-Adamantyl acrylate
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CAS No. 121601-93-2
- Cat. No. CS-0167399
- Purity≥98%
- MDL No.MFCD18072700
*For research and further manufacturing use only, not for direct human use.
Structure of 121601-93-2
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General Information
- CAS No. 121601-93-2
- Cat. No. CS-0167399
- Purity ≥98%
- MDL No. MFCD18072700
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₈O₂
- Molecular Weight 206.28
- Synonym(s) Adamantan-1-yl acrylate
- SMILES O=C(C=C)OC1(C2)C[C@H]3C[C@H](C[C@@H]2C3)C1
Description
1-Adamantyl acrylate features a rigid, hydrophobic adamantane core linked to an acrylate moiety, enabling robust incorporation into polymer networks. This structure imparts exceptional thermal stability and enhanced mechanical strength to functional materials. The pendant acrylate group facilitates efficient free-radical polymerization under standard conditions, allowing seamless integration into coatings, adhesives, and advanced resins.
Application
1-Adamantyl acrylate serves as a sterically hindered, bench-stable acrylate building block for conjugate additions and Michael reactions. Its rigid adamantyl moiety imparts high thermal stability and enhances solubility in organic media, facilitating purification and scalability. The α,β-unsaturated ester functionality enables reliable coupling with nucleophiles such as amines, thiols, and enolates, making it valuable for constructing complex scaffolds in medicinal chemistry and materials science.
Synthesis
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Route1
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135394-83-1 - ~50%
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In-stock
121601-93-2
References
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Ochiai, Masahito; Ito, Takao; Takahashi, Hideo; Nakanishi, Akinobu; Toyonari, Mika; Sueda, Takuya; Goto, Satoru; Shiro, Motoo Journal of the American Chemical Society, 1996 , vol. 118, # 33 p. 7716 - 7730
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Route2
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In-stock
768-95-6 -
814-68-6
- ~90%
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In-stock
121601-93-2
References
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Yang; Ng; Garcia-Garibay Journal of Organic Chemistry, 2001 , vol. 66, # 13 p. 4468 - 4475
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References
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Otsu, Takayuki; Matsumoto, Akikazu; Horie, Atsushi; Tanaka, Satoshi Chemistry Letters, 1991 , # 7 p. 1145 - 1148
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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
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Precautionary Statements : P264-P280-P302+P352-P362+P364
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Quality Control
Computational Chemistry Data
- TPSA 26.3
- LogP 2.6844
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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