Lot numbers can be found on the outside label of a product:
Benzoylmesitylene
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CAS No. 954-16-5
- Cat. No. CS-0040161
- Purity≥98%
- MDL No.MFCD02685558
*For research and further manufacturing use only, not for direct human use.
Structure of 954-16-5
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General Information
- CAS No. 954-16-5
- Cat. No. CS-0040161
- Purity ≥98%
- MDL No. MFCD02685558
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₆H₁₆O
- Molecular Weight 224.30
- Synonym(s) Mesityl phenyl ketone; NSC 26923; phenyl(2,4,6-trimethylphenyl)methanone
- SMILES O=C(C1=CC=CC=C1)C2=C(C)C=C(C)C=C2C
Description
Benzoylmesitylene features a conjugated system linking a benzoyl group to a mesitylene core, delivering enhanced stability and reactivity in electrophilic aromatic substitution. This compound integrates readily into synthetic sequences requiring electron-deficient aryl intermediates, offering predictable regiochemistry under standard conditions.
Application
Benzoylmesitylene serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of complex aromatic systems. Its conjugated enone functionality facilitates Michael additions, Diels–Alder reactions, and electrophilic substitutions under mild conditions. The mesitylene moiety provides steric protection and enhances bench stability, while the benzoyl group offers predictable reactivity in nucleophilic acyl substitution and reduction processes. This compound functions reliably in multi-step syntheses requiring functional group tolerance and ease of purification.
Synthesis
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Route1
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98-88-4 -
108-67-8
- ~10%
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In-stock
954-16-5
References
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Parella, Ramarao; Naveen; Kumar, Amit; Babu, Srinivasarao Arulananda Tetrahedron Letters, 2013 , vol. 54, # 13 p. 1738 - 1742
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Route2
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In-stock
65-85-0 -
108-67-8
- ~99%
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In-stock
954-16-5
References
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Matsushita, Yoh-Ichi; Sugamoto, Kazuhiro; Matsui, Takanao Tetrahedron Letters, 2004 , vol. 45, # 24 p. 4723 - 4727
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Route3
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In-stock
93-97-0 -
108-67-8
- ~95%
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In-stock
954-16-5
References
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Arai, Shigeru; Sudo, Yukinori; Nishida, Atsushi Tetrahedron, 2005 , vol. 61, # 19 p. 4639 - 4642
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 17.07
- LogP 3.84286
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 2
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