Lot numbers can be found on the outside label of a product:
2,2'-Dimethyl-1,1'-biphenyl
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CAS No. 605-39-0
- Cat. No. CS-0152961
- Purity≥98%
- MDL No.MFCD00048075
*For research and further manufacturing use only, not for direct human use.
Structure of 605-39-0
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General Information
- CAS No. 605-39-0
- Cat. No. CS-0152961
- Purity ≥98%
- MDL No. MFCD00048075
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₁₄
- Molecular Weight 182.26
- Synonym(s) Dimethylbiphenyl
- SMILES CC1=CC=CC=C1C2=CC=CC=C2C
Description
2,2'-Dimethyl-1,1'-biphenyl features a sterically hindered biphenyl core with methyl groups at the ortho positions, enhancing stability and reducing rotational freedom. This configuration imparts excellent thermal resilience and resistance to oxidative degradation. The compound serves as a robust scaffold in ligand design, particularly in transition metal catalysis where steric bulk modulates reactivity and selectivity. Its bench-stable nature simplifies handling under standard laboratory conditions.
Application
2,2'-Dimethyl-1,1'-biphenyl serves as a robust, bench-stable biaryl building block for transition-metal-catalyzed coupling reactions. Its sterically hindered ortho-methyl groups enhance stability and reduce unwanted side reactions, enabling efficient Suzuki-Miyaura and Stille couplings. The molecule functions as a versatile scaffold in the synthesis of functionalized ligands and pharmaceutical intermediates, offering predictable reactivity and straightforward purification.
Synthesis
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Route1
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95-46-5 - ~93%
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In-stock
605-39-0
References
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Covion Organic Semiconductors GmbH Patent: US2006/58524 A1, 2006 ; Location in patent: Page/Page column 7 ;
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Route2
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95-46-5
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In-stock
16419-60-6 - ~99%
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In-stock
605-39-0
References
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Hoshi, Takashi; Saitoh, Ippei; Nakazawa, Taichi; Suzuki, Toshio; Sakai, Jun-Ichi; Hagiwara, Hisahiro Journal of Organic Chemistry, 2009 , vol. 74, # 10 p. 4013 - 4016
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Route3
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In-stock
615-37-2 - ~85%
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In-stock
605-39-0
References
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Li, Jin-Heng; Xie, Ye-Xiang; Yin, Du-Lin Journal of Organic Chemistry, 2003 , vol. 68, # 25 p. 9867 - 9869
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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 0
- LogP 3.97044
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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