2,6-di-tert-Butyl-4-(dimethylaminomethyl)phenol

Base Information

• Chemical Name: 2,6-di-tert-Butyl-4-(dimethylaminomethyl)phenol
• CAS No.: 88-27-7
• Deprecated CAS: 42567-07-7,2137444-05-2
• Molecular Formula: C17H29 N O
• Molecular Weight: 263.423
• European Community (EC) Number: 201-816-1
• NSC Number: 58410,27823
• UNII: 8TK6VR2KYX
• DSSTox Substance ID: DTXSID0044997
• Nikkaji Number: J47.627G
• Wikidata: Q27270995
• ChEMBL ID: CHEMBL1528970
• Mol file: 88-27-7.mol

Synonyms:88-27-7;2,6-di-tert-Butyl-4-(dimethylaminomethyl)phenol;Ethyl 703;N,N-dimethyl-3,5-di-tert-butyl-4-hydroxybenzylamine;Agidol 3;2,6-Di-tert-butyl-4-(dimethylamino)methylphenol;F 1 (Antioxidant);Ethyl antioxidant 703;2,6-Di-tert-butyl-4-[(dimethylamino)methyl]phenol;NSC 27823;2,6-Di-tert-butyl-alpha-dimethylamino-p-cresol;C17H29NO;2,6-ditert-butyl-4-[(dimethylamino)methyl]phenol;N-(3,5-Di-tert-butyl-4-hydroxybenzyl)dimethylamine;EINECS 201-816-1;UNII-8TK6VR2KYX;8TK6VR2KYX;2,6-Di-tert-butyl-alpha-(dimethylamino)-p-cresol;BRN 0884076;2,6-Di-tert-butyl-.alpha.-(dimethylamino)-p-cresol;AI3-63215;DTXSID0044997;NSC-27823;OMI;Phenol, 4-((dimethylamino)methyl)-2,6-bis(1,1-dimethylethyl)-;Phenol, 4-[(dimethylamino)methyl]-2,6-bis(1,1-dimethylethyl)-;EC 201-816-1;4-13-00-02014 (Beilstein Handbook Reference);p-Cresol, 2,6-di-tert-butyl-alpha-(dimethylamino)-;2,6-DI-TERT-BUTYL-4-((DIMETHYLAMINO)METHYL)PHENOL;2,6-Di-tert-butyl-.alpha.-dimethylamino-p-cresol;p-Cresol,6-di-tert-butyl-.alpha.-(dimethylamino)-;2,6-Di-tert-butyl-4-dimethylaminomethylphenol;ChemDiv1_023646;2,6-ditert-butyl-4-(dimethylaminomethyl)phenol;Oprea1_482941;SCHEMBL38719;IONOL 103;MLS000104818;BIDD:ER0654;2,6-bis(tert-butyl)-4-[(dimethylamino)methyl]phenol;CHEMBL1528970;DTXCID8024997;HMS654C18;VMZVBRIIHDRYGK-UHFFFAOYSA-;HMS2347D11;NSC27823;NSC58410;Tox21_301401;MFCD00026283;NSC-58410;AKOS001659002;CCG-109070;CAS-88-27-7;NCGC00256270-01;2,6-di-tert-butyl-dimethylamino-p-cresol;AS-68762;LS-55370;SMR000054751;2,6-di-t-butyl-4-dimethylaminomethylphenol;4-dimethylaminomethyl-2,6-di-t-butylphenol;CS-0204402;D2301;FT-0610727;2,6-di-t-butyl-4-(dimethylaminomethyl)phenol;E78869;2,6-Di- t-butyl-4-(dimethylamino-methyl)phenol;(4-hydroxy-3,5-di-tert-butylbenzyl)dimethylamine;A862257;Dimethyl(3,5-di-tert-butyl-4-hydroxybenzyl)amine;EN300-22956352;N,N-dimethyl,2,6-di-t-butyl-4-aminomethylphenol;N,N-dimethyl-2,6-di-t-butyl-4-aminomethylphenol;N,N-dimethyl-3,5-di-t-butyl-4-hydroxybenzylamine;N,N-dimethyl-4-aminomethyl-2,6-di-t-butylphenol;N-(3,5-di-tert.butyl-4-hydroxybenzyl)dimethylamine;W-109320;2,6-di-tert-butyl-4-(n,n-dimethylaminomethyl)phenol;N,N-dimethyl-3,5-di-tert.butyl-4-hydroxybenzylamine;N-(3,5-di-tert.butyl-4-hydroxybenzyl) dimethylamine;N-(3,5-di-tert.butyl-4-hydroxybenzyl)-dimethylamine;Q27270995;2,6-Di-tert-butyl-4-(dimethylaminomethyl)phenol, 96%;p-Cresol, 2,6-di-tert-butyl-.alpha.-(dimethylamino)-;4-[(Dimethylamino)methyl]-2,6-bis(1,1-dimethylethyl)phenol;Fenol, 4-[(dimetilamino)metil]-2,6-bis(1,1-dimetiletil)-;Phenol, 4-[(dimethylamino)methyl] -2,6-bis(1,1-dimethylethyl)-;4-Dimethylaminomethyl-2,6-di-tert-butylphenol;Dibutyldimethylaminomethylphenol

Chemical Property of 2,6-di-tert-Butyl-4-(dimethylaminomethyl)phenol

Chemical Property:

• Vapor Pressure: 0.000689mmHg at 25°C
• Melting Point: 93-94 °C(lit.)
• Refractive Index: 1.5020 (estimate)
• Boiling Point: 172 °C30 mm Hg(lit.)
• PKA: 11.17±0.70(Predicted)
• Flash Point: 138°C
• PSA: 23.47000
• Density: 0.9225 (rough estimate)
• LogP: 4.04880
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• Water Solubility.: 10.7mg/L at 20℃
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 263.224914549
• Heavy Atom Count: 19
• Complexity: 261

Purity/Quality:

90%,98% ^*data from raw suppliers

2,6-Di-tert-butyl-4-dimethylaminomethylphenol >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)CN(C)C

Technology Process of 2,6-di-tert-Butyl-4-(dimethylaminomethyl)phenol

There total 4 articles about 2,6-di-tert-Butyl-4-(dimethylaminomethyl)phenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2,6-di-tert-butylphenol (128-39-2) + dimethyl amine (124-40-3) → N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine (88-27-7)

Guidance literature:

In ethanol; for 48h;

Reference yield:

3-tert-Butyl-4-hydroxyanisole (121-00-6,1341-82-8) + 3,3',5,5'-tetra-tert-butyl-1,1'-dimethyl-[1,1'-bi(cyclohexane)]-2,2',5,5'-tetraene-4,4'-dione (131544-10-0) + dimethyl amine (124-40-3) → 1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane (1516-94-5) + 2,6-di-tert-butyl-4-methyl-phenol (128-37-0) + 2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one (2607-52-5) + 3,3',5,5'-tetra-tert-butyl-4,4'-stilbenequinone (809-73-4) + 2,2'-dihydroxy-3,3'-di-tert-butyl-5,5'-dimethoxy-1,1'-biphenyl (14078-41-2) + N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine (88-27-7)

Guidance literature:

MULTISTEP REACTION; decay of BHT-radical in the presence of BHA; also in the presence of Et₃N;

DOI:10.1007/BF02577855

Reference yield:

2,6-di-tert-butyl-4-methyl-phenol (128-37-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine (88-27-7)

Guidance literature:

With tert.-butylhydroperoxide; Quinoline N-oxide; copper(I) bromide; In decane; dimethyl sulfoxide; at 60 ℃;

DOI:10.1039/c8ob02844c

upstream raw materials:

formaldehyd

2,6-di-tert-butylphenol

dimethyl amine

3-tert-Butyl-4-hydroxyanisole

Downstream raw materials:

2-(3,5-Di-tert-butyl-4-hydroxy-benzyl)-2-(4-hydroxy-3,5-dimethyl-benzyl)-malonic acid dimethyl ester

2,2-Bis-(3,5-di-tert-butyl-4-hydroxy-benzyl)-malonic acid bis-(2-ethoxy-ethyl) ester

2-Cyano-2-(3,5-di-tert-butyl-4-hydroxy-benzyl)-3-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propionic acid octadecyl ester

2,2-Bis-(3,5-di-tert-butyl-4-hydroxy-benzyl)-malonic acid bis-(2-butoxy-ethyl) ester

Refernces

• 1、 -. "Preparation method of 2,6-ditertbutyl p-alkylphenol". Paragraph 0029; 0030; 0033; 0036. . Retrieved 2018/07/30.
• 2、 Bugaev,Dmitriev,Prosenko. "Direct phthalimidomethylation of 2,6-dialkylphenols. Reactions of N-(4-hydroxybenzyl)phthalimides with electrophiles and nucleophiles". . p. 298 - 302. Retrieved 2013/06/26.