Lot numbers can be found on the outside label of a product:
Tetrabutylurea
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CAS No. 4559-86-8
- Cat. No. CS-0015746
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 4559-86-8
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General Information
- CAS No. 4559-86-8
- Cat. No. CS-0015746
- Purity ≥98%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₇H₃₆N₂O
- Molecular Weight 284.48
- Synonym(s) 1,1,3,3-Tetrabutylurea; NSC 3892; 1,1,3,3-tetrabutyl-ure
- SMILES O=C(N(CCCC)CCCC)N(CCCC)CCCC
Description
Tetrabutylurea serves as a highly polar, bench-stable solvent with exceptional solubilizing power for inorganic salts and polar organics. Its four bulky butyl groups confer low volatility and enhanced stability under ambient conditions, enabling efficient dissolution of metal complexes and ionic species in synthetic workflows.
Application
Tetrabutylurea serves as a high-boiling, bench-stable polar aprotic solvent enabling efficient metal-catalyzed cross-coupling reactions and nucleophilic substitutions. Its four butyl groups enhance solubility in organic media while maintaining excellent functional group tolerance, facilitating purification and scale-up. This compound functions as an effective coordination modulator in transition-metal catalysis, particularly in palladium- and nickel-mediated transformations, where it improves reaction kinetics and selectivity without promoting side pathways.
Synthesis
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Route1
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201230-82-2 -
111-92-2
- ~38%
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In-stock
4559-86-8
References
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Park, Ji Hoon; Yoon, Jae Chun; Chung, Young Keun Advanced Synthesis and Catalysis, 2009 , vol. 351, # 9 p. 1233 - 1237
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Route2
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124-38-9
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111-92-2
- ~86%
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In-stock
4559-86-8
References
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Chaturvedi, Devdutt; Mishra, Nisha; Mishra, Virendra Monatshefte fur Chemie, 2008 , vol. 139, # 3 p. 267 - 270
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Route3
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201230-82-2
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111-92-2
- ~11%
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In-stock
4559-86-8
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In-stock
761-65-9
References
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Shi, Feng; Deng, Youquan; SiMa, Tianlong; Yang, Hongzhou Tetrahedron Letters, 2001 , vol. 42, # 11 p. 2161 - 2163
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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 : H227
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Precautionary Statements : P210-P280-P370+P378-P501
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Quality Control
Computational Chemistry Data
- TPSA 23.55
- LogP 4.9108
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 12
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