5-tert-Butyl-2-hydroxybenzaldehyde supplier

Name
5-TERT-BUTYL-2-HYDROXY-BENZALDEHYDE
EINECS
CAS No. 2725-53-3
Article Data66
CAS DataBase
Density 1.072
Solubility
Melting Point 100-103 °C
Formula C₁₁H₁₄O₂
Boiling Point 252.054 °C at 760 mmHg
Molecular Weight 178.231
Flash Point 103.964 °C
Transport Information
Appearance
Safety 23-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Salicylaldehyde,5-tert-butyl- (6CI,7CI);2-Hydroxy-5-tert-butylbenzaldehyde;5-(1,1-Dimethylethyl)salicylaldehyde;5-tert-Butyl-2-hydroxybenzaldehyde;5-tert-Butylsalicylaldehyde;
PSA 37.30000
LogP 2.50220

Synthetic route

: 50-00-0
formaldehyd

: 98-54-4
para-tert-butylphenol

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

Conditions

Conditions	Yield
With triethylamine; magnesium chloride In acetonitrile for 3h; Heating;	98%
With triethylamine; magnesium chloride In acetonitrile for 3h; Reflux;	98%
With triethylamine; magnesium chloride In acetonitrile for 8h; Reflux;	96%

: 98-54-4
para-tert-butylphenol

: 100-97-0
hexamethylenetetramine

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

Conditions

Conditions	Yield
With trifluoroacetic acid at 80℃; for 24h; Inert atmosphere;	61.06%
Stage #1: para-tert-butylphenol; hexamethylenetetramine With trifluoroacetic acid at 120℃; for 0.5h; Microwave irradiation; Stage #2: With water; potassium carbonate	46%
With trifluoroacetic acid for 1.5h; Heating;	29%
With acetic acid
With boric acid; glycerol

: 67-66-3
chloroform

: 98-54-4
para-tert-butylphenol

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

Conditions

Conditions	Yield
With sodium hydroxide In water for 8h; Inert atmosphere; Reflux;	42.5%
With sodium hydroxide In methanol; water at 65℃; for 2h;	27.3%
With sodium hydroxide In methanol; water at 65 - 70℃; for 3h;	25%

: 81441-06-7
2-aminomethyl-4-tert-butyl-phenol

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

Conditions

Conditions	Yield
With hexamethylenetetramine In acetic acid for 4h; Heating;	17%

: 98-54-4
para-tert-butylphenol

(CH2O)x: (CH2O)x

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

Conditions

Conditions	Yield
Stage #1: para-tert-butylphenol With magnesium methanolate In methanol; toluene for 1h; Heating; Stage #2: (CH2O)x In toluene at 110℃; for 3h; Stage #3: With sulfuric acid In toluene at 60℃; for 1.5h;

: 98-54-4
para-tert-butylphenol

: CH3MgO

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

Conditions

Conditions	Yield
In methanol; toluene for 3h; Heating;

: 108-95-2
phenol

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: zinc chloride / 180 °C 2: NaOH; water View Scheme

: 64-17-5
ethanol

: 98-54-4
para-tert-butylphenol

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

Conditions

Conditions	Yield
With chloroform; potassium hydroxide In water at 60℃; for 15h; Reimer-Tiemann Phenol Formylation;

: 50-00-0
formaldehyd

: 88-18-6
2-tert-Butylphenol

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

Conditions

Conditions	Yield
With triethylamine; magnesium chloride In tetrahydrofuran for 5h; Inert atmosphere; Reflux;

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1108723-71-2
5-(tert-butyl)-2-((tert-butyldimethylsilyl)oxy)benzaldehyde

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 15h;	100%
With 1H-imidazole In dichloromethane at 0℃; Sealed tube;
With 1H-imidazole In dichloromethane at 0℃; Sealed tube;
With dmap; triethylamine In dichloromethane at 20℃; for 24h; Inert atmosphere;
With 1H-imidazole In N,N-dimethyl-formamide

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 50849-50-8
5-(tert-butyl)-2-hydroxybenzaldehyde oxime

Conditions

Conditions	Yield
With pyridine; hydroxylamine hydrochloride In ethanol at 60℃; for 3h;	100%
With hydroxylamine hydrochloride; sodium acetate In ethanol; water for 3h; Reflux;	37%
With hydroxylamine hydrochloride; sodium hydrogencarbonate In ethanol; water for 4h; Reflux;

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: N-(ethoxymethyl)-N-hexylhexan-1-amine

: 494769-72-1
5-tert-butyl-3-[(dihexylamino)methyl]-2-hydroxybenzaldehyde

Conditions

Conditions	Yield
In acetonitrile for 90h; Reflux; Inert atmosphere;	99.1%
In acetonitrile for 72h; Heating;

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 85943-75-5
3-nitro-5-tert-butyl-2-hydroxybenzaldehyde

Conditions

Conditions	Yield
With (NO)+18-crown-6-H(NO3)2 In ethyl acetate at 20℃; for 5h;	99%
Stage #1: 2-hydroxy-5-t-butylbenzaldehyde With nitronium tetrafluoborate In acetonitrile at -30 - -15℃; for 1h; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate	94%
With nitric acid In acetic acid at 20℃; for 2h;	61%

: 50-00-0
formaldehyd

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 367965-70-6
3-(bromomethyl)-5-(tert-butyl)-2-hydroxybenzaldehyde

Conditions

Conditions	Yield
With sulfuric acid; hydrogen bromide at 70℃; for 96h;	99%
With sulfuric acid; water; hydrogen bromide at 70℃; for 20h;	98%
With sulfuric acid; hydrogen bromide In water at 70℃; for 24h;	98%

: 50-00-0
formaldehyd

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 3-(chloromethyl)-5-(tert-butyl)-2-hydroxybenzaldehyde

Conditions

Conditions	Yield
With hydrogenchloride; sulfuric acid at 70℃; for 20h; Inert atmosphere;	99%
With hydrogenchloride; sulfuric acid In water at 70℃; for 120h; Inert atmosphere;	96%
With hydrogenchloride; sulfuric acid; water at 70℃; for 45h;	93%

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 1581705-40-9
dimethylcarbamic acid 2-formyl-4-tert-butylphenyl ester

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; copper(l) chloride at 80℃; for 0.25h;	99%

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 3536-96-7
vinylmagnesium chloride

: 4-(tert-butyl)-2-(1-hydroxyallyl)phenol

Conditions

Conditions	Yield
In tetrahydrofuran at -78 - 20℃; for 0.5h; Inert atmosphere;	99%

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 35168-64-0
1,4-bis(bromomethyl)-2,3,5,6-tetramethylbenzene

: 6,6'-((2,3,5,6-tetramethyl-1,4-phenylene)dimethylenedioxy)bis(3-(tert-butyl)dibenzaldehyde)

Conditions

Conditions	Yield
With potassium carbonate In acetone for 10h; Reflux;	99%
With potassium carbonate In acetone Inert atmosphere;	99%

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: C28H24N2S

: C39H36N2OS

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 24h; Reflux;	98.6%

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 107-30-2
chloromethyl methyl ether

: 611227-43-1
5-tert-butyl-2-(methoxymethoxy)benzaldehyde

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;	98%
With sodium hydroxide; Aliquat 336 In dichloromethane; water at -10℃; for 0.5h;	88%
Stage #1: 2-hydroxy-5-t-butylbenzaldehyde With sodium hydride In tetrahydrofuran; mineral oil for 0.166667h; Stage #2: chloromethyl methyl ether In tetrahydrofuran; toluene; mineral oil at 0 - 20℃; for 6h;

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 6638-87-5
4-(tert-butyl)-2-(hydroxymethyl)phenol

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 20℃; Inert atmosphere;	98%
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; Schlenk technique; Reflux;	95%
Stage #1: 2-hydroxy-5-t-butylbenzaldehyde With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; C6H13ClO2Si; triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran; dichloromethane Inert atmosphere;	77%
With sodium tetrahydroborate In methanol at 0 - 20℃; for 16h;	67.6%
With methanol; sodium tetrahydroborate at 20℃; for 1h; Inert atmosphere;

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 100-65-2
N-Phenylhydroxylamine

: C17H19NO2

Conditions

Conditions	Yield
for 0.1h; microwave irradiation;	98%

: 3731-51-9
(2-aminomethylpyridine)

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 790224-67-8
4-tert-butyl-2-{[(pyridin-2-ylmethyl)amino]methyl}phenol

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol Inert atmosphere;	98%
Stage #1: 2-(Aminomethyl)pyridine; 2-hydroxy-5-t-butylbenzaldehyde In ethanol at 60℃; for 10h; Stage #2: With sodium tetrahydroborate In methanol; ethanol for 3h;	64%

: 109-99-9
tetrahydrofuran

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 1581231-20-0
5-tert-butyl-2-(tetrahydrofuran-2-yloxy)benzaldehyde

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; copper(l) chloride In water at 100℃;	98%
With tert.-butylhydroperoxide; diiron nonacarbonyl In decane at 110℃; chemoselective reaction;	72%

: 620-25-7
N-(3-methylphenyl)hydroxylamine

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: C18H21NO2

Conditions

Conditions	Yield
for 0.116667h; microwave irradiation;	97%

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 35168-62-8
2,5-dibromomethyl-p-xylene

: C32H38O4

Conditions

Conditions	Yield
With potassium carbonate In acetone for 10h; Reflux; Inert atmosphere;	97%

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 23933-57-5
dimethyl 2,2’-diamino-[1,1’-biphenyl]-4,4’-dicarboxylate

: C38H40N2O6

Conditions

Conditions	Yield
With formic acid In ethanol at 20℃; for 48h;	97%

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 109-76-2
Trimethylenediamine

: 2-((E)-(3-((E)-5-tert-butyl-2-hydroxybenzylideneamino)propylimino)methyl)-4-tert-butylphenol

Conditions

Conditions	Yield
In ethanol for 1.5h; Reflux;	96.1%

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 623-10-9
N-(4-methylphenyl)hydroxylamine

: C18H21NO2

Conditions

Conditions	Yield
for 0.116667h; microwave irradiation;	96%

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 823-86-9
N-(4-chlorophenyl)hydroxylamine

: C17H18ClNO2

Conditions

Conditions	Yield
for 0.1h; microwave irradiation;	96%

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 100-39-0
benzyl bromide

: 796047-09-1
2-(benzyloxy)-5-tert-butylbenzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 5h;	96%
With potassium carbonate In N,N-dimethyl-formamide
With potassium carbonate In acetone at 20℃; for 8h; Schlenk technique; Glovebox;

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 74-88-4
methyl iodide

: 85943-26-6
5-tert-butyl-2-methoxybenzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 20h;	96%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 20h; Inert atmosphere;	94%
In acetonitrile at 20℃;	94%
With potassium carbonate In N,N-dimethyl-formamide at 23℃; for 13h; Inert atmosphere;

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 41719-73-7
(2S)-3-exo-aminoisoborneol

: (1R,2S,3R,4S)-(+)-3-[(2-hydroxy-5-tert-butyllbenzylidene)amino]isoborneol

Conditions

Conditions	Yield
With sodium sulfate In methanol; dichloromethane for 12h; Inert atmosphere; Reflux;	96%

: 23364-44-5
(1S,2R)-2-Amino-1,2-diphenylethanol

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 1383616-98-5
(1S,2R)-tBu(OH)(C6H3)CHN(CHPh)2OH

Conditions

Conditions	Yield
With sodium sulfate In methanol at 20℃; for 15h;	96%

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 857776-15-9
C12H16N2

: 407-25-0
trifluoroacetic anhydride

: C25H27F3N2O2

Conditions

Conditions	Yield
Stage #1: 2-hydroxy-5-t-butylbenzaldehyde; C12H16N2 In chloroform at -40℃; for 8h; Molecular sieve; Stage #2: trifluoroacetic anhydride In chloroform at -40℃; Molecular sieve;	96%

...Expand

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 1,5,9-triamino-2,3,6,7,10,11-hexabutoxybenzophenanthrene

: C63H63N3O6

Conditions

Conditions	Yield
Stage #1: 2-hydroxy-5-t-butylbenzaldehyde; 1,5,9-triamino-2,3,6,7,10,11-hexabutoxybenzophenanthrene With 1-methyl-pyrrolidin-2-one; trifluorormethanesulfonic acid at 120℃; for 12h; Pictet-Spengler Synthesis; Stage #2: With potassium carbonate at 120℃; for 12h;	96%

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

: 119646-68-3
3-bromo-5-tert-butyl-2-hydroxy-benzaldehyde

Conditions

Conditions	Yield
With bromine; sodium acetate; acetic acid at 50℃; for 12h;	95%
With bromine; sodium acetate In acetic acid at 50℃; for 12h;	95%
With bromine; acetic acid at 50℃; for 18h;	93%

: 2725-53-3
2-hydroxy-5-t-butylbenzaldehyde

i-C3H7-Mg-X: i-C3H7-Mg-X

: 96126-92-0
4-tert-Butyl-2-(1-hydroxy-2-methyl-propyl)-phenol

Conditions

Conditions	Yield
In diethyl ether for 2h; Ambient temperature;	95%

5-tert-Butyl-2-hydroxybenzaldehyde Specification

The 5-tert-Butylsalicylaldehyde with cas registry number of 2725-53-3 is a kind of Aromatic compounds. Both its systematic name and IUPAC name are the same which is called 5-tert-butyl-2-hydroxybenzaldehyde. This chemical has irritation. Therefore, avoid contact with skin and eyes. And do not breathe vapour.

The physical properties about this chemical are: (1)ACD/LogP: 3.44; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.443; (4)ACD/LogD (pH 7.4): 3.402; (5)ACD/BCF (pH 5.5): 243.676; (6)ACD/BCF (pH 7.4): 221.363; (7)ACD/KOC (pH 5.5): 1777.984; (8)ACD/KOC (pH 7.4): 1615.178; (9)#H bond acceptors: 2#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.554; (12)Molar Refractivity: 53.275 cm³; (13)Molar Volume: 166.217 cm³; (14)Surface Tension: 39.003 dyne/cm; (15)Density: 1.072 g/cm³; (16)Flash Point: 103.964 °C; (17)Enthalpy of Vaporization: 50.918 kJ/mol; (18)Boiling Point: 252.054 °C at 760 mmHg; (19)Vapour Pressure: 0.012 mmHg at 25°C ; (20)Refractive index: n20/D 1.539(lit.).

Preparation of 5-tert-Butylsalicylaldehyde: it can be made by reaction of formaldehyde with 4-tert-butyl-phenol. The reaction will need reagents triethylamine, anhyd. MgCl₂ and solvent acetonitrile at the condition of heating. The reaction time is 3 hours with 98% yield.

Uses of 5-tert-Butylsalicylaldehyde: it react with 2,2-dimethoxy-propane to produce 6-tert-butyl-2,4-dimethoxy-2-methyl-chroman. The reaction is a type of Condensation which needs reagent I₂ and solvent CH₂Cl₂ with reaction time of 0.5 hour. The yield is about 83%.

You can still convert the following datas into molecular structure:
(1)SMILES: CC(C)(C)c1ccc(c(c1)C=O)O;
(2)InChI: InChI=1/C11H14O2/c1-11(2,3)9-4-5-10(13)8(6-9)7-12/h4-7,13H,1-3H3;
(3)InChIKey: ZVCQQLGWGRTXGC-UHFFFAOYAF

Product Name

5-TERT-BUTYL-2-HYDROXY-BENZALDEHYDE

Synthetic route

5-tert-Butyl-2-hydroxybenzaldehyde Specification

Related Products

Hot Products