16654-89-0

Basic information

• Product Name: Phenol, 2,6-bis(1,1-dimethylethyl)-4-methyl-, sodium salt
• CAS NO: 16654-89-0
• Molecular Formula: C15H24O.Na
• Molecular Weight: 242.337
• Mol File: 16654-89-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Phenol, 2,6-bis(1,1-dimethylethyl)-4-methyl-, sodium salt(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 2,6-bis(1,1-dimethylethyl)-4-methyl-, sodium salt(16654-89-0)
• EPA Substance Registry System: Phenol, 2,6-bis(1,1-dimethylethyl)-4-methyl-, sodium salt(16654-89-0)

Safety Data

• Hazardous Substances Data: 16654-89-0(Hazardous Substances Data)

Upstream product

• 128-37-0 2,6-di-tert-butyl-4-methyl-phenol 

Downstream Products

• 936741-73-0 (2,6-tert-butyl-4-methylphenolato)2YbCl(HMPA)2 
• 936741-76-3 [1,4-bis(2-hydroxy-3,5-di-tert-butylbenzyl)imidazolidine^(2-)]YbCl(HMPA)2 
• 950892-46-3 [[(N(2,6-i-Pr₂C₆H₃)C(Me))2CH]Pb(2,6-di-tert-butyl-4-methylphenoxide)] 
• 573984-29-9 (N,N'-diisopropylphenyl-2,4-pentanediimine)Yb(THF)(2,6-di-tert-butyl-4-methylphenoxo)*THF 
• 204399-99-5 Yb(OC₆H₂(C(CH₃)3)2CH₃)(Cl)2(C₄H₈O)3 
• 162378-88-3 tris(2,6-di-tert-butyl-4-methylphenolato)samarium(III)(tetrahydrofuran) - tetrahydrofuran (1/1) 
• 573984-25-5 (N,N'-diisopropylphenyl-2,4-pentanediimine)YbCl(THF)(2,6-di-tert-butyl-4-methylphenoxo) 
• 402828-67-5 Yb[OC₆H₂CH₃(C(CH₃)3)2]2Cl(C₄H₈O)2*C₆H₅CH₃ 
• 402498-87-7 Er[OC₆H₂CH₃(C(CH₃)3)2]2Cl(C₄H₈O)2*C₆H₅CH₃ 
• 571148-23-7 Y[OC₆H₂CH₃(C(CH₃)3)2]2Cl(C₄H₈O)2*C₆H₅CH₃ 
• 159347-32-7 Sm[OC₆H₂CH₃(C(CH₃)3)2]2(C₄H₈O)3*C₆H₅CH₃ 
• 402498-85-5 Sm[OC₆H₂CH₃(C(CH₃)3)2]2Cl(C₄H₈O)2*C₆H₅CH₃ 
• 328240-77-3 [Nd(2,6-di-tert-butyl-4-methyl-phenolate)4][Na(THF)6] 
• 13512-05-5 N,N-Dimethyl-thiocarbamidsaeure-S-<2,6-di-tert.-butyl-4-methyl-phenylester> 

Relevant articles and documents

Sodium Butylated Hydroxytoluene: A Functional Group Tolerant, Eco-Friendly Base for Solvent-Free, Pd-Catalysed Amination

NaBHT (sodium 2,6-di-tert-butyl-4-methylphenolate), a strong, but hindered and lipophilic base, has been effectively paired with similarly lipophilic, high-reactivity Pd-NHC (N-heterocyclic carbene) catalysts to produce an ideal combination for performing

Sodium Butylated Hydroxytoluene (NaBHT) as a New and Efficient Hydride Source for Pd-Catalysed Reduction Reactions

NaBHT (sodium butylated hydroxytoluene), a hindered and soluble base for the efficient arylation of various base-sensitive amines and (hetero)aryl halides has been found to have an unanticipated role as a hydride donor to reduce (hetero)aryl halides and allylic acetates. Mechanistic studies have uncovered that NaBHT, but not BHT, can deliver multiple hydrides through oxidation of the benzylic methyl group in NaBHT to the aldehyde. Further, performing the reduction with NaBHT-d20 has revealed that the redox-active benzylic position is not the only hydride donor site from NaBHT with one hydride in three coming, presumably, from the tert-butyl groups. The reduction works well under mild conditions and, incredibly, only consumes 20 percent of the NaBHT in the process; the remaining 80 percent can be readily recovered in pure form and reused. This, combined with the low cost of the material in ton-scale quantity, makes it practical and attractive for wider use in industry at scale.