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3,5-Bis-tert-butylsalicylic acid

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3,5-Bis-tert-butylsalicylic acid Basic information

Product Name:
3,5-Bis-tert-butylsalicylic acid
Synonyms:
  • 3,2-bis(1,1-Dimethylethyl)-2-hydroxybenzoicacid
  • 3,5-di-t-butyl-2-hydroxybenzoic acid
  • 3,5-DI-TERT-BUTYLESALIYLIC ACID
  • 3,5-DI-TERT-BUTYLSALICYLIC ACID 99%
  • 3,5-Di-t-butylsalicylic acid (DTBS)
  • 3,5-Di-Tert-Butyl-2-Hydroxybenzoic
  • 3,5-Di-tert-butylsalicylic Acid
  • 2-Hydroxy-3,5-di-tert-butylbenzoic acid
CAS:
19715-19-6
MF:
C15H22O3
MW:
250.33
EINECS:
243-246-6
Product Categories:
  • Organic acids
  • C13 to C42+
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
  • Carbonyl Compounds
  • Carboxylic Acids
Mol File:
19715-19-6.mol
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3,5-Bis-tert-butylsalicylic acid Chemical Properties

Melting point:
157-162 °C (lit.)
Boiling point:
335.6±42.0 °C(Predicted)
Density 
1.070±0.06 g/cm3(Predicted)
Flash point:
179 °C
storage temp. 
Inert atmosphere,Room Temperature
solubility 
soluble in Methanol
form 
Powder
pka
3.34±0.14(Predicted)
color 
Off-white to beige
InChI
InChI=1S/C15H22O3/c1-14(2,3)9-7-10(13(17)18)12(16)11(8-9)15(4,5)6/h7-8,16H,1-6H3,(H,17,18)
InChIKey
ZWQBZEFLFSFEOS-UHFFFAOYSA-N
SMILES
C(O)(=O)C1=CC(C(C)(C)C)=CC(C(C)(C)C)=C1O
CAS DataBase Reference
19715-19-6(CAS DataBase Reference)
EPA Substance Registry System
Benzoic acid, 3,5-bis(1,1-dimethylethyl)-2-hydroxy- (19715-19-6)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
TSCA 
Yes
HS Code 
29182900

MSDS

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3,5-Bis-tert-butylsalicylic acid Usage And Synthesis

Chemical Properties

Off-white to beige powder

Uses

3,5-Di-tert-butylsalicylic acid was used to study long wavelength fluorescence emission of 3,5-Di-tert-butylsalicylic acid in a variety of organic solvents. It was also used to catalyze the reaction between aldehydes and silyl ketene acetals.

Application

3,5-Bis-tert-butylsalicylic acid is an important substance widely used as synthetic materials such as pressure sensitive recording paper, agriculture chemicals, antioxidants and so on. 3,5-di-tert-butylsalicylic acid and its derivatives, both metal salts and complexes, possess interesting triboelectrical properties. They are frequently used as charge control additives in dry xerographic toner at low concentrations to control the charging characteristic of toners.

Synthesis

98% concentrated sulfuric acid 400g was added to 100g methyl salicylate and 60g methanol at 0-15 °C. After cooling, added drops of butanol 100g are maintained at 15 °C. The obtained product was added to dissolve the ice water and filtered water to neutralize it to obtain 3,5 di-tert-butyl salicylic acid methyl ester. The product is input to another 1L in a three-mouth bottle by adding 40g NaOH and 200 ml water in 70-90 °C reflux 3h. Recovering ethanol solvent and cooling to 60 °C -70 °C by adding 20% dilute hydrochloric acid to pH=1. After washing, filtering, and drying for 8 hours to obtain 3,5-di-tert-butyl salicylic acid 152g, yield 92%.

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