Lot numbers can be found on the outside label of a product:
Octadec-9-enedioic acid
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CAS No. 4494-16-0
- Cat. No. CS-W022929
- Purity≥98%
- MDL No.MFCD23135466
*For research and further manufacturing use only, not for direct human use.
Structure of 4494-16-0
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General Information
- CAS No. 4494-16-0
- Cat. No. CS-W022929
- Purity ≥98%
- MDL No. MFCD23135466
- Storage 4°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₈H₃₂O₄
- Molecular Weight 312.44
- Synonym(s) Octadecane-9-enedioic acid
- SMILES OC(=O)CCCCCCCC=CCCCCCCCC(O)=O
Description
Octadec-9-enedioic acid features a conjugated diene system flanked by carboxylic acid groups, enabling versatile reactivity in polymerization and functionalization. This bifunctional molecule integrates readily into unsaturated polyesters and serves as a building block for bio-based resins under standard conditions.
Application
Octadec-9-enedioic acid serves as a versatile diacid building block for synthesizing functionalized polymers and bioactive lipid derivatives. Its conjugated double bond at the C9–C10 position enables selective transformations, including hydrogenation, epoxidation, and Diels-Alder cycloadditions, while maintaining stability under standard bench conditions. The molecule’s bifunctional carboxylic acid motif facilitates straightforward coupling reactions and derivatization, making it a practical scaffold for materials science and medicinal chemistry applications.
Synthesis
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Route1
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In-stock
14436-32-9 - ~90%
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In-stock
4494-16-0
References
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Arkema france Patent: US2011/105774 A1, 2011 ; Location in patent: Page/Page column 6 ;
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Route2
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In-stock
112-80-1 - ~73%
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In-stock
4494-16-0
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5557-31-3
References
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The United States of America as represented by the Secretary of Agriculture Patent: US7534917 B1, 2009 ; Location in patent: Page/Page column Sheet 2/6; 6-8; 16; 18 ;
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Route3
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In-stock
112-80-1
- ~46%
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In-stock
4494-16-0
References
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Rajabi, Mehdi; Lanfranchi, Moreno; Campo, Federica; Panza, Luigi Synthetic Communications, 2014 , vol. 44, # 8 p. 1149 - 1154
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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-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 74.6
- LogP 5.1732
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 16
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Key Words
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