Lot numbers can be found on the outside label of a product:
Methyl cyclopent-3-ene-1-carboxylate
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CAS No. 58101-60-3
- Cat. No. CS-W003142
- Purity≥95%
- MDL No.MFCD04038661
*For research and further manufacturing use only, not for direct human use.
Structure of 58101-60-3
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General Information
- CAS No. 58101-60-3
- Cat. No. CS-W003142
- Purity ≥95%
- MDL No. MFCD04038661
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₁₀O₂
- Molecular Weight 126.15
- Synonym(s) Methyl 3-cyclopentenecarboxylate
- SMILES O=C(C1CC=CC1)OC
Description
Methyl cyclopent-3-ene-1-carboxylate features a conjugated enone system within a strained cyclopentane framework, enabling efficient Diels-Alder cycloadditions. The ester group provides a handle for selective derivatization, while the rigid, electron-deficient alkene enhances reactivity in [4+2] processes under mild conditions.
Application
Methyl cyclopent-3-ene-1-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized cyclopentane scaffolds. Its conjugated enone system facilitates Michael additions, Diels-Alder reactions, and transition-metal-catalyzed couplings. The ester group provides a handle for selective transformations, while the inherent ring strain supports controlled functionalization. Bench-stable and amenable to purification by distillation or chromatography, it functions reliably in multi-step syntheses of natural products and pharmaceutical intermediates.
Synthesis
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Route1
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67-56-1 -
In-stock
7686-77-3 - ~10%
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In-stock
58101-60-3
References
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Wang, Yuguang; Chackalamannil, Samuel; Root, Yuriko Y. Patent: US2007/254952 A1, 2007 ; Location in patent: Page/Page column 35 ; US 20070254952 A1
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Route2
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In-stock
7686-77-3
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74-88-4
- ~95%
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In-stock
58101-60-3
References
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Butora, Gabor; Goble, Stephen D.; Pastemak, Alexander; Yang, Lihu; Zhou, Changyou; Moyes, Christopher R. Patent: US2008/81803 A1, 2008 ; Location in patent: Page/Page column 35 ; US 20080081803 A1
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Route3
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In-stock
84646-68-4 - ~80%
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In-stock
58101-60-3
References
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Wainwright, Phillip; Maddaford, Adrian; Bissell, Richard; Fisher, Ray; Leese, David; Lund, Andrew; Runcie, Karen; Dragovich, Peter S.; Gonzalez, Javier; Kung, Pei-Pei; Middleton, Donald S.; Pryde, David C.; Stephenson, Peter T.; Sutton, Scott C. Synlett, 2005 , # 5 art. no. D36004ST, p. 765 - 768
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS02,GHS05
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Signal Word : Danger
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UN#: 1993
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Class : 3
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Packing Group : Ⅲ
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Hazard Statements : H226-H318
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Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P370+P378-P501
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Quality Control
Computational Chemistry Data
- TPSA 26.3
- LogP 1.1256
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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