Lot numbers can be found on the outside label of a product:
(E)-3-(3,5-Dichlorophenyl)acrylic acid
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CAS No. 20595-53-3
- Cat. No. CS-0102174
- Purity≥95%
- MDL No.MFCD00179444
*For research and further manufacturing use only, not for direct human use.
Structure of 20595-53-3
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General Information
- CAS No. 20595-53-3
- Cat. No. CS-0102174
- Purity ≥95%
- MDL No. MFCD00179444
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₆Cl₂O₂
- Molecular Weight 217.05
- Synonym(s) (E)-3-(3,5-Dichlorophenyl)propenoic acid
- SMILES O=C(O)/C=C/C1=CC(Cl)=CC(Cl)=C1
Description
(E)-3-(3,5-Dichlorophenyl)acrylic acid features a conjugated enone system flanked by two chlorine substituents that enhance electron-withdrawing character and metabolic stability. This configuration supports direct use in coupling reactions, enabling efficient integration into bioactive scaffolds under standard conditions.
Application
(E)-3-(3,5-Dichlorophenyl)acrylic acid serves as a versatile building block for conjugated systems and heterocyclic synthesis. Its well-defined (E)-configuration ensures consistent reactivity in coupling reactions, while the dichlorophenyl moiety enhances metabolic stability and lipophilicity. The carboxylic acid functionality enables direct derivatization or salt formation, facilitating purification and handling. This compound functions reliably in standard synthetic workflows, including esterification, amidation, and transition-metal-catalyzed transformations.
Synthesis
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Route1
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110-89-4 -
10203-08-4 - ~%
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In-stock
20595-53-3
References
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Smithkline Beckman Corporation Patent: US4707488 A1, 1987 ;
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Route2
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695187-25-8
- ~%
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In-stock
20595-53-3
References
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Novartis AG; Legrand, Darren Mark; Furminger, Vikki; Thomson, Christopher; Hughes, Owen Rhys; Stanley, Emily Patent: US2014/171403 A1, 2014 ; Location in patent: Page/Page column ;
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Route3
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141-82-2
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10203-08-4
- ~71%
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In-stock
20595-53-3
References
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Kruse; Kaiser; DeWolf Jr.; Frazee; Ross; Wawro; Wise; Flaim; Sawyer; Erickson Journal of Medicinal Chemistry, 1987 , vol. 30, # 3 p. 486 - 494
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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 37.3
- LogP 3.0912
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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