3,5-Di-tert-butyl-4-hydroxybenzoic acid

Reported in EPA TSCA Inventory.

The 3,5-Di-tert-butyl-4-hydroxybenzoic acid, also known as Benzoic acid, 3,5-di-tert-butyl-4-hydroxy-, is an organic compound with the formula C₁₅H₂₂O₃. It belongs to the product categories of Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Organic Acids; Carboxylic Acids; Phenyls & Phenyl-Het; Pharmaceutical Intermediate; C13 to C42+; Carbonyl Compounds. Its EINECS registry number is 215-823-2. With the CAS registry number 1421-49-4, its IUPAC name is 3,5-ditert-butyl-4-hydroxybenzoic acid. What's more, this chemical is a light yellow to beige crystalline powder.

Physical properties of 3,5-Di-tert-butyl-4-hydroxybenzoic acid: (1)ACD/LogP: 4.80; (2)ACD/LogD (pH 5.5): 3.71; (3)ACD/LogD (pH 7.4): 2.05; (4)ACD/BCF (pH 5.5): 212; (5)ACD/BCF (pH 7.4): 4.71; (6)ACD/KOC (pH 5.5): 789.65; (7)ACD/KOC (pH 7.4): 17.55; (8)#H bond acceptors: 3; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.526; (12)Molar Refractivity: 71.83 cm³; (13)Molar Volume: 233.7 cm³; (14)Surface Tension: 38 dyne/cm; (15)Density: 1.07 g/cm³; (16)Flash Point: 174 °C; (17)Enthalpy of Vaporization: 61.66 kJ/mol; (18)Boiling Point: 340.6 °C at 760 mmHg; (19)Vapour Pressure: 3.28E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by 1-(3,5-di-tert-butyl-4-hydroxyphenacyl)pyridinium iodide. This reaction will need reagent sodium hydroxide and solvents ethanol, H₂O. The reaction time is 1 hour. The yield is about 80%.

Uses of 3,5-Di-tert-butyl-4-hydroxybenzoic acid: it can be used to produce methyl 3,5-bis-tert-butyl-4-hydroxybenzoate by heating. This reaction will need reagent hydrogen chloride with reaction time of 10 hours. The yield is about 84%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful if swallowed. In addition, it is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)C(=O)O
(2)InChI: InChI=1S/C15H22O3/c1-14(2,3)10-7-9(13(17)18)8-11(12(10)16)15(4,5)6/h7-8,16H,1-6H3,(H,17,18)
(3)InChIKey: YEXOWHQZWLCHHD-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	1414mg/kg (1414mg/kg)	BEHAVIORAL: TREMOR GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	National Technical Information Service. Vol. OTS0556382