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193283

Sigma-Aldrich

2-Amino-4-tert-butylphenol

98%

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About This Item

Linear Formula:
(CH3)3CC6H3(NH2)OH
CAS Number:
1199-46-8
Molecular Weight:
165.23
EC Number:
214-844-4
MDL number:
MFCD00007698
UNSPSC Code:
12352100
PubChem Substance ID:
24851589
NACRES:
NA.22

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.

Pictograms

Exclamation mark
GHS07

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

Certificates of Analysis (COA)

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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)
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)
Rationally designed 4-phenoxy substituted prolinamide phenols organocatalyst for the direct aldol reaction in water
Z Shu-peng, et al.
Tetrahedron Letters, 50(11), 1173-1176 (2009)
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