Lot numbers can be found on the outside label of a product:
2,2-dimethyl-3-phenylpropanoic acid
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CAS No. 5669-14-7
- Cat. No. CS-W001040
- Purity≥97%
- MDL No.MFCD01722147
*For research and further manufacturing use only, not for direct human use.
Structure of 5669-14-7
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General Information
- CAS No. 5669-14-7
- Cat. No. CS-W001040
- Purity ≥97%
- MDL No. MFCD01722147
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₄O₂
- Molecular Weight 178.23
- Synonym(s) 2,2-dimethyl-3-phenylpropionic acid
- SMILES CC(C)(Cc1ccccc1)C(O)=O
Description
This sterically hindered phenyl-substituted carboxylic acid features a bulky dimethyl group adjacent to the carbonyl, enhancing metabolic stability. It serves as a key structural motif in bioactive molecule design and integrates readily into pharmaceutical scaffolds under standard coupling conditions.
Application
2,2-Dimethyl-3-phenylpropanoic acid serves as a valuable building block in medicinal chemistry and natural product synthesis, offering enhanced steric hindrance at the α-carbon due to its geminal dimethyl substitution. The molecule facilitates controlled functionalization and stability under standard reaction conditions, enabling efficient incorporation into complex scaffolds. Its benzylic carboxylic acid functionality supports direct derivatization via esterification, amidation, or decarboxylation protocols, while maintaining compatibility with diverse protecting group strategies and orthogonal transformations in multistep syntheses.
Synthesis
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Route1
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480453-25-6 - ~%
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In-stock
5669-14-7
References
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Arnold, Richard T.; Kulenovic, Srdanka T. Journal of Organic Chemistry, 1980 , vol. 45, # 5 p. 891 - 894
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Route2
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100-44-7
- ~%
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In-stock
5669-14-7
References
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Cocker,W.; Grayson,D.H. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1975 , p. 1347 - 1352
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Route3
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100-39-0
- ~%
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In-stock
5669-14-7
References
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Hasegawa, Nao; Charra, Valentine; Inoue, Satoshi; Fukumoto, Yoshiya; Chatani, Naoto Journal of the American Chemical Society, 2011 , vol. 133, # 21 p. 8070 - 8073
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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 2.3399
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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