Lot numbers can be found on the outside label of a product:
Methyl non-2-enoate
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CAS No. 111-79-5
- Cat. No. CS-0152302
- Purity≥98%
- MDL No.MFCD00027316
*For research and further manufacturing use only, not for direct human use.
Structure of 111-79-5
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General Information
- CAS No. 111-79-5
- Cat. No. CS-0152302
- Purity ≥98%
- MDL No. MFCD00027316
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₈O₂
- Molecular Weight 170.25
- Synonym(s) Methyl trans-2-nonenoate
- SMILES CCCCCCC=CC(=O)OC
Description
Methyl non-2-enoate is a linear, unsaturated ester featuring a conjugated double bond at the C2 position. This structure imparts enhanced reactivity in Michael additions and Diels-Alder cycloadditions. The molecule exhibits good stability under standard conditions and serves as a valuable intermediate in synthetic organic chemistry, particularly for constructing complex carbocyclic and heterocyclic frameworks.
Application
Methyl non-2-enoate serves as a versatile synthetic building block in organic synthesis, enabling efficient access to conjugated systems via standard Michael additions, Diels-Alder reactions, and palladium-catalyzed couplings. Its α,β-unsaturated ester functionality offers predictable reactivity with nucleophiles and electrophiles, while the methyl ester group provides compatibility with standard functional group manipulations. Bench-stable and readily purified by distillation or flash chromatography, it functions effectively in multi-step syntheses of complex molecules, including natural product intermediates and pharmaceutical scaffolds.
Synthesis
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Route1
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67-56-1 -
201230-82-2
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42599-17-7 - ~79%
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In-stock
111-79-5
References
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Koos, Peter; Gross, Ulrike; Polyzos, Anastasios; O'Brien, Matthew; Baxendale, Ian; Ley, Steven V. Organic and Biomolecular Chemistry, 2011 , vol. 9, # 20 p. 6903 - 6908
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Route2
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111-71-7
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116-54-1
- ~68%
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In-stock
111-79-5
References
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Ishino, Yoshio; Mihara, Masatoshi; Nishihama, Shintaro; Nishiguchi, Ikuzou Bulletin of the Chemical Society of Japan, 1998 , vol. 71, # 11 p. 2669 - 2672
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Route3
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67-56-1
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198982-72-8
- ~60%
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In-stock
111-79-5
References
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Fortes, Carlos C.; Garrote, Clevia F. D. Synthetic Communications, 1997 , vol. 27, # 22 p. 3917 - 3941
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07,GHS09
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Signal Word : Warning
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UN#: 3082
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Class : 9
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Packing Group : Ⅲ
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Hazard Statements : H315-H319-H411
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Precautionary Statements : P264-P273-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364-P391-P501
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Quality Control
Computational Chemistry Data
- TPSA 26.3
- LogP 2.686
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 6
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