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193283

Sigma-Aldrich

2-Amino-4-tert-butylphenol

98%

Linear Formula:
(CH3)3CC6H3(NH2)OH
CAS Number:
Molecular Weight:
165.23
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

mp

160-163 °C (lit.)

SMILES string

CC(C)(C)c1ccc(O)c(N)c1

InChI

1S/C10H15NO/c1-10(2,3)7-4-5-9(12)8(11)6-7/h4-6,12H,11H2,1-3H3

InChI key

RPJUVNYXHUCRMG-UHFFFAOYSA-N

Related Categories

Application

2-Amino-4-tert-butylphenol can be used as a reactant to prepare:
  • 4-tert-butyl-2-[(pyridylmethylene)amino]phenol intermediates, which are used to synthesize biologically important 2-(pyridyl)benzoxazole derivatives.
  • Prolinamide phenols, as efficient hydrophobic organocatalysts for direct asymmetric aldol reaction aldehydes and ketones in water.
  • N-(2-hydroxy-4-tert-butylphenyl)-acetamide, a key intermediate to prepare uranylsalophene derivatives which can be used as selective receptors in anion sensitive membrane sensors.
  • Poly(2-amino-4-tert-butylphenol) [poly(2A-4TBP)] by electrochemical or chemical oxidative polymerization reaction.

Packaging

10 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Synthesis of 2-(2-, 3-, and 4-pyridyl) benzoxazoles by the reaction of phenolic Schiff bases with thianthrene cation radical.
Park MS, et al.
Journal of Heterocyclic Chemistry, 39(6), 1279-1282 (2002)
The chemical and electrochemical oxidative polymerization of 2-amino-4-tert-butylphenol
Abidi M, et al.
Electrochimica Acta, 212, 958-965 (2016)
Neutral anion receptors: Synthesis and evaluation as sensing molecules in chemically modified field effect transistors
Antonisse MMG, et al.
The Journal of Organic Chemistry, 62(26), 9034-9038 (1997)
Neutral anion receptors: synthesis and evaluation as sensing molecules in chemically modified field effect transistors.
Antonisse MMG, et al.
The Journal of Organic Chemistry, 62(26), 9034-9038 (1997)
Rationally designed 4-phenoxy substituted prolinamide phenols organocatalyst for the direct aldol reaction in water.
Zhang S-P, et al.
Tetrahedron Letters, 50(11), 1173-1176 (2009)

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