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13423-73-9

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Basic Information
CAS No.: 13423-73-9
Name: 3,5-Diisopropyl-4-hydroxybenzoic acid
Article Data: 13
Molecular Structure:
Molecular Structure of 13423-73-9 (3,5-Diisopropyl-4-hydroxybenzoic acid)
Formula: C13H18O3
Molecular Weight: 222.284
Synonyms: Propofol 4-Carboxylic Acid;Benzoic acid,4-hydroxy-3,5-bis(1-methylethyl);4-hydroxy-3,5-diisopropyl-benzoic acid;4-carboxy-2,6-di-isopropylphenol;4-Hydroxy-3,5-diisopropyl-benzoesaeure;3,5-Diisopropyl-4-hydroxybenzoic acid;BENZOIC ACID,3,5-DIISOPROPYL-4-HYDROXY;
Density: 1.108g/cm3
Melting Point: 146 °C
Boiling Point: 343.5°Cat760mmHg
Flash Point: 175.7°C
PSA: 57.53000
LogP: 3.33720
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Synthetic route
67-63-0

isopropyl alcohol

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4-hydroxy-benzoic acid

13423-73-9

3,5-diisopropyl p-hydroxybenzoic acid

Conditions
ConditionsYield
With sulfuric acid In water at 5 - 60℃; Large scale;84%
at 40 - 60℃; Microwave irradiation;78%
Stage #1: isopropyl alcohol; 4-hydroxy-benzoic acid With sulfuric acid In water at 15 - 65℃; for 4h; Friedel Crafts Alkylation;
Stage #2: In water		74.6%
10537-86-7

3,5-diisopropyl-4-hydroxybenzaldehyde

13423-73-9

3,5-diisopropyl p-hydroxybenzoic acid

Conditions
ConditionsYield
With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene In tetrahydrofuran; water; butan-1-ol at 20℃; for 16h;68%
2078-54-8

2,6-diisopropylphenol

13423-73-9

3,5-diisopropyl p-hydroxybenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium methylate In N,N-dimethyl acetamide; water23%
Multi-step reaction with 2 steps
1: acetic acid / water / 6 h / Reflux
2: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tetrahydrofuran; butan-1-ol / 16 h / 20 °C
View Scheme
124-38-9

carbon dioxide

sodium-<2.6-diisopropyl-phenolate>

sodium-<2.6-diisopropyl-phenolate>

13423-73-9

3,5-diisopropyl p-hydroxybenzoic acid

108-20-3

di-isopropyl ether

99-96-7

4-hydroxy-benzoic acid

13423-73-9

3,5-diisopropyl p-hydroxybenzoic acid

Conditions
ConditionsYield
With sulfuric acid at 10 - 65℃; Friedel-Crafts Alkylation;120 g
13423-73-9

3,5-diisopropyl p-hydroxybenzoic acid

2078-54-8

2,6-diisopropylphenol

Conditions
ConditionsYield
Stage #1: 4-hydroxy-3,5-diisopropylbenzoic acid; sodium hydroxide In ethylene glycol at 140 - 145℃; for 7h; Inert atmosphere;
Stage #2: With hydrogenchloride In water; ethylene glycol for 1h; pH=1 - 2;		93.5%
With decarboxylase at 25℃; for 15h; pH=6.5; Enzymatic reaction;80.3%
With sodium hydroxide In 2-ethoxy-ethanol at 125 - 130℃; Large scale;74%
Stage #1: 4-hydroxy-3,5-diisopropylbenzoic acid With sodium hydroxide In ethylene glycol at 140 - 145℃;
Stage #2: With hydrogenchloride In water; ethylene glycol at 20℃; for 0.5h; pH=1 - 2;		53 g
13423-73-9

3,5-diisopropyl p-hydroxybenzoic acid

100-39-0

benzyl bromide

160098-34-0

benzyl 3,5-diisopropyl-4-hydroxybenzoate

Conditions
ConditionsYield
With potassium hydroxide In methanol; water; N,N-dimethyl-formamide; acetonitrile79%
13423-73-9

3,5-diisopropyl p-hydroxybenzoic acid

123-31-9

hydroquinone

C97H118O16

Conditions
ConditionsYield
Stage #1: 4-hydroxy-3,5-diisopropylbenzoic acid With toluene-4-sulfonic acid In para-xylene at 60℃; for 1.5h;
Stage #2: hydroquinone In para-xylene at 110℃; for 16h;		61.5%
13423-73-9

3,5-diisopropyl p-hydroxybenzoic acid

106-95-6

allyl bromide

7192-38-3

4-Allyloxy-3.5-diisopropyl-benzoesaeure

Conditions
ConditionsYield
With sodium methylate
13423-73-9

3,5-diisopropyl p-hydroxybenzoic acid

100347-71-5

4-Allyloxy-3.5-diisopropyl-benzoesaeure-aethylester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaOMe
2: (i) SOCl2, (ii) /BRN= 1718733/, Py
View Scheme
Raw Materials
99-96-7
67-63-0
124-38-9
2078-54-8
108-20-3
Downstream Products
2078-54-8
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