585-34-2

Basic information

• Product Name: 3-tert-Butylphenol
• Synonyms: 3-TERT-BUTYLPHENOL;3-(1,1-dimethylethyl)-pheno;3-(1,1-dimethylethyl)-Phenol;3-t-Butylphenol;Phenol, 3-tert-butyl-;PHENOL, 3-(1,1-DIMETHYLETHYL)-;M-T-BUTYLPHENOL;M-TERT-BUTYLPHENOL
• CAS NO: 585-34-2
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.22
• EINECS: 209-553-4
• Product Categories: Industrial/Fine Chemicals;Organic Building Blocks;Oxygen Compounds;Phenols
• Mol File: 585-34-2.mol
• Article Data: 29

Chemical Properties

• Melting Point: 44-46 °C(lit.)
• Boiling Point: 125-130 °C20 mm Hg(lit.)
• Flash Point: 228 °F
• Appearance: White to almost white/Crystalline Powder
• Density: 0.9688 (estimate)
• Vapor Pressure: 0.0251mmHg at 25°C
• Refractive Index: 1.5108 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 10.12(at 25℃)
• Water Solubility: Practically insoluble in water
• CAS DataBase Reference: 3-tert-Butylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-tert-Butylphenol(585-34-2)
• EPA Substance Registry System: 3-tert-Butylphenol(585-34-2)

Safety Data

• Hazard Codes: C
• Statements: 34-20/21/22
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 2430 8/PG 3
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 585-34-2(Hazardous Substances Data)

Usage

Chemical Properties

WHITE TO ALMOST WHITE CRYSTALLINE POWDER

Uses

3-tert-Butylphenol has been used to study the effect of alkyl group on the phenol ring on the estrogenic potency of alkylphenolic compounds in the yeast screen.

Synthesis Reference(s)

Journal of the American Chemical Society, 83, p. 2507, 1961 DOI: 10.1021/ja01472a021

General Description

3-tert-Butylphenol undergoes stereoselective hydrogenation over charcoal-supported rhodium catalyst in supercritical carbon dioxide solvent.

InChI:InChI=1/C10H14O/c1-10(2,3)8-5-4-6-9(11)7-8/h4-7,11H,1-3H3

Synthetic route

2,4‑diamino‑5‑hydroxy-tert-butylbenzene → 3-tert-butylphenyol (585-34-2)

Conditions	Yield
Stage #1: 2,4‑diamino‑5‑hydroxy-tert-butylbenzene With sulfuric acid; copper(II) oxide In isopropyl alcohol at 60℃; for 0.5h; Stage #2: With sodium nitrite In water; isopropyl alcohol for 4h; Reagent/catalyst;	90.2%

(+)-cis-(1S,2R)-3-t-butyl-3,5-cyclohexadiene-1,2-diol → 3-tert-butylphenyol (585-34-2) + 2-tert-Butylphenol (88-18-6)

Conditions	Yield
With sodium hydroxide In water at 25℃;	A 87% B n/a

3-hydroxy-2-pyrone (496-64-0) + 2-(tert-butyl)-1-nitroethene (20429-42-9) → 3-tert-butylphenyol (585-34-2)

Conditions	Yield
With aluminum (III) chloride; 2,6-di-tert-butyl-4-methyl-phenol In 1,2-dichloro-benzene at 150℃; for 16h; Inert atmosphere; Sealed tube;	85%

2-(3-(tert-butyl)phenoxy)pyridine → 3-tert-butylphenyol (585-34-2)

Conditions	Yield
Stage #1: 2-(3-(tert-butyl)phenoxy)pyridine With methyl trifluoromethanesulfonate In toluene at 100℃; for 2h; Inert atmosphere; Stage #2: With sodium In methanol for 0.25h; Inert atmosphere; Reflux;	81%
Stage #1: 2-(3-(tert-butyl)phenoxy)pyridine With methyl trifluoromethanesulfonate In toluene at 100℃; for 24h; Inert atmosphere; Stage #2: With sodium In methanol for 0.25h; Reflux;	81%

tert-butylbenzene (253185-03-4, 253185-04-5) → 3-tert-butylfuran-2,5-dione (18261-07-9) + para-tert-butylphenol (98-54-4) + 2-tert-butyl-1,4-benzoquinone (3602-55-9) + 3-tert-butylphenyol (585-34-2) + 4-tert-Butylcatechol (98-29-3)

Conditions	Yield
With Fe2(N,N-bis(pyridin-2-ylmethyl)prop-2-yn-1-amine)2(μ2-Cl)2Cl2; dihydrogen peroxide In acetonitrile at 70℃; for 2h;	A 5% B 52% C 15% D 17% E 18%

isobutene (115-11-7) + phenol (108-95-2) → 3-tert-butylphenyol (585-34-2)

Conditions	Yield
aluminium trichloride at 80℃; molar ratio 1:1;	48.5%

tert-butylbenzene (253185-03-4, 253185-04-5) → 3-tert-butylphenyol (585-34-2)

Conditions	Yield
With water; copper(II) sulfate at 330℃;
Multi-step reaction with 3 steps 1.1: sulfuric acid; nitric acid / 2 h / 0 - 20 °C 2.1: Al#dotZn; sulfuric acid / water / 1 h / 90 °C 3.1: sulfuric acid; copper(II) oxide / isopropyl alcohol / 0.5 h / 60 °C 3.2: 4 h View Scheme

3-tert-butylaniline (5369-19-7) → 3-tert-butylphenyol (585-34-2)

Conditions	Yield
With sulfuric acid; sodium nitrite Eintragen des Reaktionsgemisches in wss. H2SO4 unter Einleiten von Wasserdampf;
Stage #1: 3-tert-butylaniline With sulfuric acid at 20 - 25℃; for 0.5h; Industrial scale; Stage #2: With sodium nitrite In water at 0℃; for 0.5h; Industrial scale; Stage #3: With sulfuric acid In water at 90℃; for 1h; Industrial scale;

chlorobenzene (108-90-7) + isobutyryl chloride (513-36-0) → 3-tert-butylphenyol (585-34-2) + 2-tert-Butylphenol (88-18-6)

Conditions	Yield
With aluminium trichloride Erhitzen des Reaktionsprodukts mit wss. NaOH und Cu2O auf 250grad;

tert-butylbenzene (253185-03-4, 253185-04-5) → para-tert-butylphenol (98-54-4) + 3-tert-butylphenyol (585-34-2) + 2-tert-Butylphenol (88-18-6)

Conditions	Yield
With hydrogen fluoride; boron trifluoride; dihydrogen peroxide at -60℃; for 0.5h; Product distribution;	A 56 % Chromat. B 14 % Chromat. C 30 % Chromat.
Stage #1: tert-butylbenzene With 6,7-dichlorobenzo[d][1,2]dioxine-1,4-dione Heating; Stage #2: With sodium hydrogencarbonate In methanol; water at 50℃; Overall yield = 59 %;
With [(smifH)2Fe](OTf)2; dihydrogen peroxide; barium(II) perchlorate In acetonitrile at 25℃; for 1.5h;	A n/a B n/a C 6 %Chromat.
With [(smifH)2Fe](OTf)2; dihydrogen peroxide In water; acetonitrile at 25℃; for 1.5h; Reagent/catalyst;	A n/a B n/a C 8.2 %Chromat.

tert-butylbenzene (253185-03-4, 253185-04-5) → para-tert-butylphenol (98-54-4) + 3-tert-butylphenyol (585-34-2) + 2-tert-Butylphenol (88-18-6) + isopropenylbenzene (98-83-9)

Conditions	Yield
With oxygen in plasma generated by radiofrequency discharge; Yield given. Further byproducts given. Yields of byproduct given;

tert-butylbenzene (253185-03-4, 253185-04-5) → para-tert-butylphenol (98-54-4) + 3-tert-butylphenyol (585-34-2) + 2-tert-Butylphenol (88-18-6) + phenol (108-95-2)

Conditions	Yield
With helium; oxygen at -30℃; under 4 Torr; for 2h; Product distribution; Rate constant;

para-tert-butylphenol (98-54-4) → 3-tert-butylphenyol (585-34-2)

Conditions	Yield
Ku-2-8chS at 100℃; for 73h; Equilibrium constant; Product distribution; other catalysis, other temperature, other time;
at 80 - 180℃; Equilibrium constant;
With aluminum (III) chloride at 80℃; for 5h; Green chemistry;

3-(tert-butyl)phenyl acetate (13189-51-0) → 3-tert-butylphenyol (585-34-2) + acetic acid (64-19-7)

Conditions	Yield
With sodium hydroxide In water at 25℃; Rate constant;
With Carbonate buffer; β‐cyclodextrin In water; dimethyl sulfoxide at 25℃; Rate constant;

3,5-Di-tert-butylphenol (1138-52-9) + phenol (108-95-2) → para-tert-butylphenol (98-54-4) + 3-tert-butylphenyol (585-34-2)

Conditions	Yield
aluminium trichloride at 180℃; for 2h; Equilibrium constant; Product distribution; other catalysis, other temperature, other time;
at 80 - 180℃; Equilibrium constant;

2,5-di-tert-butylphenol (5875-45-6) + phenol (108-95-2) → 3-tert-butylphenyol (585-34-2) + 2-tert-Butylphenol (88-18-6)

Conditions	Yield
Equilibrium constant;
at 80 - 180℃; Equilibrium constant;

trans-Crotonaldehyde (123-73-9) + tert-butylbenzene (253185-03-4, 253185-04-5) → para-tert-butylphenol (98-54-4) + 3-tert-butylphenyol (585-34-2) + 2-tert-Butylphenol (88-18-6) + trans-crotonic acid-(4-tert-butyl-phenyl ester) + (E)-But-2-enoic acid 2-tert-butyl-phenyl ester + (E)-But-2-enoic acid 3-tert-butyl-phenyl ester

Conditions	Yield
With peracetic acid; oxygen; VO(nbuac)2 In butanone under 760 Torr; for 14h; Product distribution; Ambient temperature; other benzenes, other catalysts, var. conditions;

3-(tert-butyl)phenyl acetate (13189-51-0) + β-cyclodextrin (7585-39-9, 130322-66-6, 130322-68-8) → 3-tert-butylphenyol (585-34-2) + monoacetylated β-cyclodextrin

Conditions	Yield
With Na2CO3 buffer; sodium hydrogencarbonate In water at 25℃; Rate constant;

3-(tert-butyl)phenyl acetate (13189-51-0) + cyclohepta(6-N-methylformamido)amylose (55137-66-1) → 3-tert-butylphenyol (585-34-2) + monoacetylated Me-capped β-cyclodextrin

Conditions	Yield
With Na2CO3 buffer; sodium hydrogencarbonate In water at 25℃; Rate constant;

methylphosphine borane (14975-23-6) + 3-tert-Butyl-phenol anion (51067-66-4) → 3-tert-butylphenyol (585-34-2) + CH7BP(1-)

Conditions	Yield
at 57.84℃; Equilibrium constant; Gas phase;

tert-butylbenzene (253185-03-4, 253185-04-5) → para-tert-butylphenol (98-54-4) + 3-tert-butylphenyol (585-34-2)

Conditions	Yield
With perchloric acid; 4C16H36N(1+)*HO40PV2W10(4-); dihydrogen peroxide In water; acetonitrile; tert-butyl alcohol at 59.84℃; under 760.051 Torr; for 1h; Inert atmosphere; regioselective reaction;
With dihydrogen peroxide; barium(II) perchlorate; 2CF3O3S(1-)*C38H34FeN6O2(2+) In acetonitrile at 25℃; for 1.5h; Reagent/catalyst; Overall yield = 15 percentChromat.;

C28H29NO2 → 3-tert-butylphenyol (585-34-2) + 6-methoxy-4-methyl-2-(p-tolyl)quinoline (117839-39-1) + 6-Methoxy-2-p-tolyl-quinoline-4-carbaldehyde (112500-20-6) + 2-(p-tolyl)-6-methoxy-4-quinolinemethanol (84666-27-3)

Conditions	Yield
With methylene blue; triethylamine In methanol; water for 0.166667h; Inert atmosphere; Irradiation;	A 98 %Chromat. B n/a C n/a D n/a

phenol (108-95-2) → 3-tert-butylphenyol (585-34-2)

Conditions

Yield

Multi-step reaction with 3 steps 1.1: copper(l) iodide; 2-Picolinic acid; potassium phosphate / dimethyl sulfoxide / 24 h / 90 °C / Inert atmosphere 2.1: (adamant-1-yl)-acetic acid; potassium carbonate; [RhCl2(p-cymene)]2 / benzene / 24 h / 120 °C / Sealed tube; Inert atmosphere 3.1: methyl trifluoromethanesulfonate / toluene / 2 h / 100 °C / Inert atmosphere 3.2: 0.25 h / Inert atmosphere; Reflux View Scheme

tert-butylbenzene (253185-03-4, 253185-04-5) → para-tert-butylphenol (98-54-4) + 2-tert-butyl-1,4-benzoquinone (3602-55-9) + 3-tert-butylphenyol (585-34-2) + 2-tert-Butylphenol (88-18-6)

Conditions	Yield
With C27H19N3O7OsS; dihydrogen peroxide; acetic acid In dichloromethane at 23℃; for 0.416667h; Inert atmosphere; Overall yield = 87 %;

4-(tert-butyl)chlorobenzene (3972-56-3) → 3-tert-butylphenyol (585-34-2)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sulfuric acid; nitric acid / 0 - 25 °C / Autoclave; Industrial scale 2.1: hydrogen; palladium on activated charcoal / ethanol / 10 h / 20 - 25 °C / 1520.1 Torr / Autoclave; Industrial scale 3.1: sulfuric acid / 0.5 h / 20 - 25 °C / Industrial scale 3.2: 0.5 h / 0 °C / Industrial scale 3.3: 1 h / 90 °C / Industrial scale View Scheme

tertiary butyl chloride (507-20-0) + phenol (108-95-2) → para-tert-butylphenol (98-54-4) + 3-tert-butylphenyol (585-34-2)

Conditions	Yield
With sulfuric acid at 150℃; for 3h; Green chemistry;

3-tert-butylphenyol (585-34-2) → 2-bromo-5-(1,1-dimethylethyl)phenol (20942-68-1)

Conditions	Yield
With bromine In dichloromethane for 1h;	100%
With bromine In tetrachloromethane at 5℃; for 1h;	92%
With bromine In dichloromethane Inert atmosphere;	90%

3-tert-butylphenyol (585-34-2) + carbonic acid dimethyl ester (616-38-6) → 3-tert-butyl-1-methoxybenzene (33733-83-4)

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 90℃; Inert atmosphere;	100%

3-tert-butylphenyol (585-34-2) + thianthrene cation radical perchlorate (35787-71-4) → 5-(4-tert-Butyl-2-hydroxy-phenyl)-thianthren-5-ium; perchlorate

Conditions	Yield
In acetonitrile for 0.5h;	99%

3-tert-butylphenyol (585-34-2) → 5-tert-butyl-2,4-diiodophenol (1017608-26-2)

Conditions	Yield
With sodium hydroxide; Iodine monochloride In methanol at 20℃;	99%

3-tert-butylphenyol (585-34-2) + tert-butyldimethylsilyl chloride (18162-48-6) → tert-butyl(3-(tert-butyl)phenoxy)dimethylsilane (1254941-68-8)

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃;	99%

2-chloro-5-nitropyridine (4548-45-2) + 3-tert-butylphenyol (585-34-2) → 2-(3-(tert-butyl)phenoxy)-5-nitropyridine

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 20℃; for 70h;	99%
With potassium carbonate In dimethyl sulfoxide at 20℃; for 70h;	99%

3-tert-butylphenyol (585-34-2) + p-toluenesulfonyl chloride (98-59-9) → 3-tert-butylphenyl tosylate

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 2h; Reagent/catalyst; Green chemistry;	99%

triisopropylsilyl chloride (13154-24-0) + 3-tert-butylphenyol (585-34-2) → tri(1-methylethyl)-(3-(1,1-dimethylethyl)phenoxy)silane

Conditions	Yield
With 1H-imidazole In dichloromethane at 20℃; Sealed tube;	99%

3-tert-butylphenyol (585-34-2) → 2-iodo-5-(1,1-dimethylethyl)phenol (20942-70-5)

Conditions	Yield
With potassium iodate; iodine In water; acetic acid for 48h; Ambient temperature;	98%
With potassium iodate; iodine; acetic acid In water at 20℃; for 48h;	94%
With potassium iodate; iodine; acetic acid In water at 40 - 90℃;	94%

3-tert-butylphenyol (585-34-2) → 3-tert-butylcyclohexanol (4534-70-7)

Conditions	Yield
With hydrogen; Rh on carbon In methanol	98%
With hydrogen; platinum(IV) oxide In acetic acid
With Ru/Al2O3; hydrogen under 15201 - 38002.6 Torr;

3-tert-butylphenyol (585-34-2) + methanesulfonyl chloride (124-63-0) → 3-tert-butylphenyl mesylate (1071592-74-9)

Conditions	Yield
With triethylamine In ethyl acetate at 0 - 20℃; for 0.166667h; Green chemistry;	98%
With triethylamine In toluene at 10 - 25℃; for 0.333333h;	88%

3-tert-butylphenyol (585-34-2) + methanesulfonic acid 2,2-difluoroethyl ester (163035-65-2) → C12H16F2

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide; toluene for 4h; Reflux;	97.6%

4-chloro-4'-fluorobutyrophenone-2,2-dimethylpropylene ketal + 3-tert-butylphenyol (585-34-2) → bis(phenyl) carbonate (102-09-0) + 4-Fluoro-α-[3-(2-methyl-2-propyl)phenoxy]propylbenzenemethanol

Conditions	Yield
With hydrogenchloride In methanol; N,N-dimethyl-formamide	A 97% B n/a

3-tert-butylphenyol (585-34-2) + palladium (7440-05-3) → 3-Tert.-butylcyclohexylamine (83451-66-5)

Conditions	Yield
	97%

diethyl sulfate (64-67-5) + 3-tert-butylphenyol (585-34-2) → 1-(tert-butyl)-3-ethoxybenzene

Conditions	Yield
Stage #1: 3-tert-butylphenyol With potassium hydroxide In toluene at 70℃; Stage #2: diethyl sulfate Heating;	97%

trifluoromethylsulfonic anhydride (358-23-6) + 3-tert-butylphenyol (585-34-2) → 3-(tert-butyl)phenyl trifluoromethanesulfonate (201851-06-1)

Conditions	Yield
With pyridine In dichloromethane at 0 - 25℃; for 5h; Inert atmosphere;	96%
With pyridine at 0 - 20℃; for 12h;	96%
With 2,6-dimethylpyridine In dichloromethane for 0.5h;	95%

3-tert-butylphenyol (585-34-2) + propargyl bromide (106-96-7) → 1-(tert-butyl)-3-(prop-2-yn-1-yloxy)benzene

Conditions	Yield
With caesium carbonate In acetonitrile	96%
Stage #1: 3-tert-butylphenyol With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 0.5h; Inert atmosphere; Stage #2: propargyl bromide In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	90%
With potassium carbonate In N,N-dimethyl-formamide; toluene at 20℃; for 7h; Inert atmosphere;	90%

3-tert-butylphenyol (585-34-2) + 2,6-difluoro-1-nitrobenzene (19064-24-5) → 3,3'-((2-nitro-1,3-phenylene)bis(oxy))bis(tert-butylbenzene)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; Inert atmosphere;	96%

formaldehyd (50-00-0) + 3-tert-butylphenyol (585-34-2) + benzylamine (100-46-9) → 3-benzyl-7-tert-butyl-3,4-dihydro-2H-benzo[e][1,3]oxazine

Conditions	Yield
In ethanol; water for 8h; Mannich reaction; Heating;	95%

3-tert-butylphenyol (585-34-2) + diphenyldisulfane (882-33-7) → 5-tert-butyl-2-(phenylthio)phenol (1350814-78-6)

Conditions	Yield
With iron(III) chloride; oxygen In dichloromethane at 25℃; for 7h;	95%

2,6-Dibromopyridine (626-05-1) + 3-tert-butylphenyol (585-34-2) → 2,6-bis(3-tert-butylphenoxy)pyridine

Conditions	Yield
With copper(l) iodide; caesium carbonate In 1-methyl-pyrrolidin-2-one at 160℃; for 24h; Inert atmosphere; Schlenk technique;	95%

styrene (292638-84-7) + 3-tert-butylphenyol (585-34-2) → 5-(tert-butyl)-2-(1-phenylethyl)phenol

Conditions	Yield
With phosphorous acid In water; 1,2-dichloro-ethane at 100℃; for 18h; Schlenk technique; regioselective reaction;	95%
With phosphonic Acid In water; 1,2-dichloro-ethane at 100℃; for 18h;	95%
With silver tetrafluoroborate In 1,2-dichloro-ethane at 100℃; for 24h; Inert atmosphere; Sealed tube; regioselective reaction;	84%

3-tert-butylphenyol (585-34-2) + C38H34F2N2O2 → C58H60N2O4

Conditions	Yield
With caesium carbonate In dimethylsulfoxide-d6 at 100℃; for 18h; Inert atmosphere;	95%

3-tert-butylphenyol (585-34-2) + butan-1-ol (71-36-3) → n-butyl 3-tert-butylphenyl ether (136-60-7)

Conditions	Yield
With di-tert-butyl-diazodicarboxylate; diphenyl(p-ferrocenylphenyl)phosphine In tetrahydrofuran at 20℃; for 12h; Mitsunobu reaction;	94%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 3-tert-butylphenyol (585-34-2) → 3-(tert-butyl)phenyl trifluoromethanesulfonate (201851-06-1)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane Ambient temperature;	93%

3-tert-butylphenyol (585-34-2) + Ethanesulfonyl chloride (594-44-5) → 3-tert-butylphenyl ethanesulfonate (1071592-79-4)

Conditions	Yield
With triethylamine In toluene at 10 - 25℃; for 0.333333h;	93%

carbon dioxide (124-38-9) + 3-tert-butylphenyol (585-34-2) → 2-hydroxy-4-tert-butyl-benzoic acid (4578-63-6)

Conditions	Yield
Stage #1: 3-tert-butylphenyol With Mesitol; sodium hydride In mineral oil at 100℃; for 0.0833333h; Glovebox; Stage #2: carbon dioxide In mineral oil at 185℃; under 3800.26 Torr; for 2h;	93%

3-tert-butylphenyol (585-34-2) → 4-(tert-butyl)-5-[3-(tert-butyl)phenoxy]cyclohexa-3,5-diene-1,2-dione (1638114-33-6)

Conditions	Yield
With tetrakis(actonitrile)copper(I) hexafluorophosphate; N,N'-di-tert-butylethylenediamine; oxygen In dichloromethane at 23℃; under 760.051 Torr; for 4h; Reagent/catalyst;	92%
With N,N'-di-tert-butylethylenediamine; oxygen; copper(II) acetate monohydrate In dichloromethane at 25℃; under 1520.1 Torr; for 4h; Catalytic behavior; Glovebox;	80%
With C33H39CuN5(1+)*F6P(1-); oxygen; triethylamine In dichloromethane at 20℃; Catalytic behavior; Reagent/catalyst; Inert atmosphere;
With [Cu(MeCN)2(2-[(1H-pyrazol-1-yl)methyl]pyridine)]PF6; oxygen; triethylamine In dichloromethane at 20℃; for 6h; Catalytic behavior; Reagent/catalyst; Glovebox;
With C16H22CuN6(1+)*F6P(1-); oxygen; triethylamine In dichloromethane at 20℃; Catalytic behavior; Reagent/catalyst;

3-tert-butylphenyol (585-34-2) + 5-chloropyrazine-2,3-dicarbonitrile (72111-57-0) → 5-(3-tert-Butyl-phenoxy)-pyrazine-2,3-dicarbonitrile

Conditions	Yield
With sodium hydroxide In water; acetone	91%

Upstream product

• 115-11-7 isobutene 
• 108-95-2 phenol 
• 253185-03-4 tert-butylbenzene 
• 496-64-0 3-hydroxy-2-pyrone 
• 20429-42-9 2-(tert-butyl)-1-nitroethene 
• 507-20-0 tertiary butyl chloride 
• 3972-56-3 4-(tert-butyl)chlorobenzene 
• 14975-23-6 methylphosphine borane 
• 51067-66-4 3-tert-Butyl-phenol anion 
• 13189-51-0 3-(tert-butyl)phenyl acetate 
• 55137-66-1 cyclohepta(6-N-methylformamido)amylose 
• 7585-39-9 β-cyclodextrin 
• 123-73-9 trans-Crotonaldehyde 
• 5875-45-6 2,5-di-tert-butylphenol 

Downstream Products

• 5875-45-6 2,5-di-tert-butylphenol 
• 33733-83-4 3-tert-butyl-1-methoxybenzene 
• 1138-52-9 3,5-Di-tert-butylphenol 
• 108-95-2 phenol 
• 16094-30-7 3-tert-butyl salicylic acid 
• 63992-30-3 2,2'-dihydroxy-4,4'-bis(tert-butyl)biphenyl 
• 117516-70-8 1-tert-Butyl-3-(2,2-diethoxy-ethoxy)-benzene 
• 28460-12-0 Diisobutyl-carbamic acid 3-tert-butyl-phenyl ester 
• 31334-31-3 Bis-(3-methyl-butyl)-carbamic acid 3-tert-butyl-phenyl ester 
• 28460-14-2 Dihexyl-carbamic acid 3-tert-butyl-phenyl ester 
• 31334-33-5 Dioctyl-carbamic acid 3-tert-butyl-phenyl ester 
• 28460-16-4 3-tert butylphenyl N-cyclohexyl N-ethyl carbamate 
• 96267-89-9 DL-N-Acetyl-3-<3,5-dinitro-4-(3-tert.-butyl-phenoxy)-phenyl>-2-amino-propionsaeure-ethylester 
• 28338-29-6 m-tert.-Butylphenylcarbamat 

Relevant articles and documents

Direct Oxygenation of Benzene and Its Analogues into Phenols Catalyzed by Oxovanadium(IV) Complex with Combined Use of Molecular Oxygen and Aldehyde

In the presence of a catalytic amount of oxovanadium(IV) complexes coordinated by 1,3-diketone-type ligands, benzene and its analogues are directly oxygenated into phenols by combined use of molecular oxygen and crotonaldehyde at room temperature.

Preparation method of M-tert-butylphenol

The invention discloses a preparation method of m-tert-butylphenol. The preparation method comprises the following steps: with tert-butylbenzene as a raw material, nitrifying tert-butylbenzene to obtain 2,4-dinitro-tert-butylbenzene, then conducting reduction and Baberger rearrangement to obtain 2,4-diamino-3-hydroxy tert-butylbenzene, and finally, performing diazotizing and reducing to remove amino groups so as to obtain m-tert-butylphenol. According to a process route in the invention, para-isomer generation is effectively avoided, and m-tert-butylphenol with a purity of 99% or above can beobtained through simple distillation; and the method has the advantages that raw materials are cheap and easy to obtain, the process is simple and has few side reactions, and the method is suitable for industrial production.

Synthesis of Highly Substituted Phenols and Benzenes with Complete Regiochemical Control

Substituted phenols are requisite molecules for human health, agriculture, and diverse synthetic materials. We report a chemical synthesis of phenols, including penta-substituted phenols, that accommodates programmable substitution at any position. This method uses a one-step conversion of readily available hydroxypyrone and nitroalkene starting materials to give phenols with complete regiochemical control and in high chemical yield. Additionally, the phenols can be converted into highly and even fully substituted benzenes.