4-tert-Octylphenol supplier

Name
4-tert-Octylphenol
EINECS 205-426-2
CAS No. 140-66-9
Article Data45
CAS DataBase
Density 0.935 g/cm³
Solubility 7mg/L at 20℃
Melting Point 79-82 °C(lit.)
Formula C₁₄H₂₂O
Boiling Point 282.3 °C at 760 mmHg
Molecular Weight 206.328
Flash Point 148.3 °C
Transport Information UN 2430
Appearance white powder
Safety 26-36
Risk Codes 21-38-41
Molecular Structure
Hazard Symbols Xn
Synonyms Phenol,p-(1,1,3,3-tetramethylbutyl)- (6CI,8CI);4-(1,1,3,3-Tetramethylbutyl)phenol;4-(2,4,4-Trimethylpentan-2-yl)phenol;NSC5427;NSC 7248;p-(1,1,3,3-Tetramethylbutyl)phenol;p-t-Octylphenol;p-tert-Octylphenol;4-tert-Octylphenol;
PSA 20.23000
LogP 4.10600

Synthetic route

: 107-39-1
2,4,4-trimethyl-1-pentene

: 108-95-2
phenol

A: 3884-95-5
2-tert-octylphenol

B: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
	A 91% B n/a
With copper(II) bis(trifluoromethanesulfonate) at 60℃; for 0.25h; Friedel-Crafts alkylation; Title compound not separated from byproducts;

...Expand

: 5413-23-0
4-(1,1,3,3-tetramethylbutyl)anisole

: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
With perhydrodibenzo-18-crown-6; toluene for 3h; Ambient temperature;	90%

: 1266554-70-4
N,N'-hexanediyldicarbamic acid di(4-(1,1,3,3-tetramethylbutyl)phenyl) ester

A: 140-66-9
tert-octylphenol

B: 822-06-0
Hexamethylene diisocyanate

Conditions

Conditions	Yield
at 220℃; under 9.75098 Torr; Large scale;	A n/a B 83%

: 107-39-1
2,4,4-trimethyl-1-pentene

: 107-40-4
2,4,4-trimethylpent-2-ene

: 108-95-2
phenol

: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
With GLC-SbF5 at 70℃; for 1h;	80%

...Expand

: 872823-89-7
phenyl-(1,1,3,3-tetramethyl-butyl)-ether

: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
at 250℃;
at 250℃;

: 42265-56-5
4,4"-di-tert-octylphenylamine

: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
Diazotization;

: 107-39-1
2,4,4-trimethyl-1-pentene

: 108-95-2
phenol

: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
With sulfuric acid at 20 - 25℃;
With sulfuric acid; acetic acid at 15℃;
With hydrogenchloride at 80 - 85℃;

: 107-39-1
2,4,4-trimethyl-1-pentene

: 108-95-2
phenol

A: 5806-72-4
2,4-bis(1,1,3,3-tetramethylbutyl)phenol

B: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
With sulfuric acid at 65℃;
With indium(III) chloride; 1-butyl-3-methylimidazolium chloride at 100℃;	A 7.7 %Chromat. B 83 %Chromat.

...Expand

: 690-37-9
2,4,4-trimethyl-2-pentanol

: 108-95-2
phenol

: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
With aluminium trichloride; Petroleum ether at 25 - 30℃;

: 107-39-1
2,4,4-trimethyl-1-pentene

: 108-95-2
phenol

A: 5806-72-4
2,4-bis(1,1,3,3-tetramethylbutyl)phenol

B: 3884-95-5
2-tert-octylphenol

C: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
With aluminium(III) phenoxide at 120 - 125℃; for 20h;
With aluminium(III) phenoxide at 120 - 125℃;
With aluminium(III) phenoxide at 120 - 125℃; for 5h;

...Expand

: 107-40-4
2,4,4-trimethylpent-2-ene

: 108-95-2
phenol

A: 5806-72-4
2,4-bis(1,1,3,3-tetramethylbutyl)phenol

B: 3884-95-5
2-tert-octylphenol

C: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
With aluminium(III) phenoxide at 120 - 125℃; for 20h;
With aluminium(III) phenoxide at 120 - 125℃; for 5h;

...Expand

: 4-[4-(1,1,3,3-Tetramethyl-butyl)-phenoxycarbonylmethyl]-benzoic acid

A: 501-89-3
4-(carboxymethyl)benzoic acid

B: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
With phosphate buffer In acetonitrile at 21℃; Rate constant; other buffer; different pH; also in the presence of amidine or molecularly imprinted polymers as catalysts;

: 108-95-2
phenol

4-halogen-2.2.4-trimethyl-pentane: 4-halogen-2.2.4-trimethyl-pentane

: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
With potassium hydroxide at 75 - 180℃;

: 7446-70-0
aluminium trichloride

: 690-37-9
2,4,4-trimethyl-2-pentanol

: 108-95-2
phenol

petroleum ether: petroleum ether

: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
at 25 - 30℃;

...Expand

: 690-37-9
2,4,4-trimethyl-2-pentanol

: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: AlCl3; petroleum ether / -10 °C 2: HNO3 3: tin; aqueous hydrochloric acid 4: Diazotization View Scheme

: 6111-88-2
2-chloro-2,4,4-trimethylpentane

: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol 2: 250 °C View Scheme

: 35293-37-9
(1,1,3,3-tetramethyl-butyl)-benzene

: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: HNO3 2: tin; aqueous hydrochloric acid 3: Diazotization View Scheme

: 748815-18-1
1-nitro-4-(1,1,3,3-tetramethyl-butyl)-benzene

: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tin; aqueous hydrochloric acid 2: Diazotization View Scheme

: 139-02-6
sodium phenoxide

: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol 2: 250 °C View Scheme

: 71-43-2
benzene

: 140-66-9
tert-octylphenol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: AlCl3; petroleum ether / -10 °C 2: HNO3 3: tin; aqueous hydrochloric acid 4: Diazotization View Scheme

: 107-39-1
2,4,4-trimethyl-1-pentene

: 108-95-2
phenol

A: 5806-72-4
2,4-bis(1,1,3,3-tetramethylbutyl)phenol

B: 3884-95-5
2-tert-octylphenol

C: 140-66-9
tert-octylphenol

D: 2-(1,1-dimethylethyl)-4-(1,1,3,3-tetramethylbutyl)phenol

Conditions

Conditions	Yield
1-butyl-3-methylimidazolium heptachlorodiindate (III) at 80℃; for 2h; Product distribution / selectivity; In ionic liquid;

...Expand

: 140-66-9
tert-octylphenol

: 57835-35-5
2-bromo-4-(1,1,3,3-tetramethylbutyl)phenol

Conditions

Conditions	Yield
With bromine In water at 70℃; for 2h;	100%
With bromine at 85℃;

: 762-04-9, 123-22-8
Diethyl phosphonate

: 140-66-9
tert-octylphenol

: phosphoric acid diethyl ester 4-(1,1,3,3-tetramethyl-butyl)-phenyl ester

Conditions

Conditions	Yield
With triethylamine In tetrachloromethane	100%

: 584-08-7
potassium carbonate

: 140-66-9
tert-octylphenol

: 350-46-9
4-Fluoronitrobenzene

: 4-[4-(1,1,3,3-Tetramethyl-butyl)-phenoxy]-nitrobenzene

Conditions

Conditions	Yield
In N-methyl-acetamide	100%

...Expand

: 140-66-9
tert-octylphenol

: 350-46-9
4-Fluoronitrobenzene

: 4-[4-(1,1,3,3-Tetramethyl-butyl)-phenoxy]-nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 24h; Heating / reflux;	100%

: trimethanolato(pentamethylcyclopentadienyl)titanium(IV)

: 140-66-9
tert-octylphenol

: Cp*Ti(4-t-octylphenolate)3

Conditions

Conditions	Yield
In toluene for 12h; Reflux;	100%

: 121281-69-4
(pentamethylcyclopentadienyl)titanium(IV)triisopropoxide

: 140-66-9
tert-octylphenol

: Cp*Ti(4-t-octylphenolate)3

Conditions

Conditions	Yield
In toluene for 12h; Reflux;	100%

: 358-23-6
trifluoromethylsulfonic anhydride

: 140-66-9
tert-octylphenol

: 849907-81-9
4-tert-octyl-1-trifluoromethanesulfonyloxybenzene

Conditions

Conditions	Yield
Stage #1: tert-octylphenol With triethylamine In dichloromethane at 0℃; for 0.166667h; Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at 0 - 20℃;	99.6%
With pyridine at 0 - 20℃;	98%
With dmap In dichloromethane at 0℃; for 2h;	66%

: 2188-09-2
1,6-hexamethylene diurea

: 140-66-9
tert-octylphenol

: N,N’-hexanediyl-di((4-tert-octylphenyl)carbamate)

Conditions

Conditions	Yield
at 100 - 240℃; for 0.966667h; Inert atmosphere;	99%
With ammonia In toluene at 220℃; Solvent;	44%

: 140-66-9
tert-octylphenol

: 17199-24-5
2-chloro-4-(1,1,3,3-tetramethylbutyl)phenol

Conditions

Conditions	Yield
With chlorine In tetrachloromethane at 20℃; for 4h;	96%
With chlorine at 90 - 110℃;
With sulfuryl dichloride
With chlorine at 90 - 110℃;

: 140-66-9
tert-octylphenol

: 849907-81-9
4-tert-octyl-1-trifluoromethanesulfonyloxybenzene

Conditions

Conditions	Yield
With pyridine; trifluoromethylsulfonic anhydride at 0 - 20℃; Inert atmosphere;	96%

: 124-09-4
1,6-Hexanediamine

: 140-66-9
tert-octylphenol

: 57-13-6
urea

: 1266554-70-4
N,N'-hexanediyldicarbamic acid di(4-(1,1,3,3-tetramethylbutyl)phenyl) ester

Conditions

Conditions	Yield
at 120℃; under 75.0075 Torr; Concentration; Large scale;	96%
at 240℃; under 150.015 Torr; Industrial scale;	95%

...Expand

: 140-66-9
tert-octylphenol

: N,N'-bis(4'-bromophenyl)-1,6,7,12-tetrachloroperylene-3,4,9,10-tetracarboxdiimide

: 344454-74-6
N,N'-bis(4'-bromophenyl)-1,6,7,12-tetra[4-(1,1,3,3-tetramethylbutyl)phenoxy]perylene-3,4,9,10-tetracarboxdiimide

Conditions

Conditions	Yield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; for 24h;	95%

: 4548-45-2
2-chloro-5-nitropyridine

: 140-66-9
tert-octylphenol

: 5-nitro-2-(4-(2,4,4-trimethylpentan-2-yl)phenoxy)pyridine

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 40℃; for 28h;	95%

: 140-66-9
tert-octylphenol

: 814-68-6
acryloyl chloride

: 4-(1,1,3,3-tetramethylbutyl)phenyl acrylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 0.5h;	94.2%

: 50-00-0
formaldehyd

: 140-66-9
tert-octylphenol

: 10581-28-9
2-hydroxy-5-(1,1,3,3-tetramethylbutyl)benzaldehyde

Conditions

Conditions	Yield
With triethylamine; magnesium chloride In tetrahydrofuran for 12h; Inert atmosphere; Reflux;	94%
With triethylamine; magnesium chloride In tetrahydrofuran for 24h; Inert atmosphere; Reflux;	78%
Stage #1: tert-octylphenol With ethylmagnesium bromide In diethyl ether at 20℃; Stage #2: formaldehyd With N,N,N,N,N,N-hexamethylphosphoric triamide In benzene Heating;	74.5%
With tributyl-amine; tin(IV) chloride 1.) toluene, 1 min, 20 deg C, 2.) toluene, reflux, 20 h; Yield given. Multistep reaction;

: 116-14-3
polytetrafluoroethylene

: 140-66-9
tert-octylphenol

: 1,1,3,3-tetramethyl-1-[p-(1,1,2,2-tetrafluoroethoxy)phenyl]butane

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 60℃; for 5h; Addition;	94%
With potassium hydroxide In 1,1,2-Trichloro-1,2,2-trifluoroethane; dimethyl sulfoxide at 60℃; under 2206.52 - 2942.03 Torr; Addition;	94%

: 119-66-4
2-nitrobenzenediazonium chloride

: 140-66-9
tert-octylphenol

: 51656-57-6
2-(2'-hydroxy-5'-tert-octylphenyl)nitrodiazobenzene

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 10℃; for 3h; pH=7.2-7.8;	94%

: 140-66-9
tert-octylphenol

: 301537-23-5
1-(2,2,3,3-tetrafluoropropoxy)-3-(4-tert-octylphenoxy)-2-propanol

Conditions

Conditions	Yield
	93%

: 140-66-9
tert-octylphenol

: 106-95-6
allyl bromide

: 61103-72-8
1-allyloxy-4-(2,4,4-trimethylpentan-2-yl)benzene

Conditions

Conditions	Yield
Stage #1: tert-octylphenol With potassium carbonate; potassium iodide In acetone for 1h; Inert atmosphere; Reflux; Stage #2: allyl bromide In acetone for 40h; Reflux;	92%

: 5-(2,5-dimethylphenyl)-1,2-oxazole-3-carbonyl chloride

: 140-66-9
tert-octylphenol

: 4-(2,4,4-trimethylpentan-2-yl)phenyl 5-(2,5-dimethylphenyl)-1,2-oxazole-3-carboxylate

Conditions

Conditions	Yield
With triethylamine In diethyl ether at 23℃; for 5h;	92%

: 14731-10-3
3-(chloromethyl)-5-phenylisoxazole

: 140-66-9
tert-octylphenol

: 3-{[4-(2,4,4-trimethylpentan-2-yl)phenoxy]methyl}-5-phenylisoxazole

Conditions

Conditions	Yield
With potassium carbonate In ethanol for 120h; Reflux; Inert atmosphere;	92%

: 5-(4-methylphenyl)-3-(chloromethyl)isoxazole

: 140-66-9
tert-octylphenol

: 5-(4-methylphenyl)-3-{[4-(2,4,4-trimethylpentan-2-yl)-phenoxy]methyl}isoxazole

Conditions

Conditions	Yield
With potassium carbonate In ethanol for 120h; Reflux; Inert atmosphere;	91%

: 88-74-4
2-nitro-aniline

: 140-66-9
tert-octylphenol

: 3147-75-9
Cyasorb UV 5411

Conditions

Conditions	Yield
Stage #1: 2-nitro-aniline With sulfuric acid In water for 0.333333h; Stage #2: With sodium nitrite In water at 0℃; for 2.5h; Cooling with ice; Stage #3: tert-octylphenol Further stages;	90.01%
Multi-step reaction with 2 steps 1.1: sodium nitrite; hydrogenchloride / water / -15 - 5 °C 1.2: 2 h / 0 °C 2.1: zinc; sodium hydroxide / water; Petroleum ether / 5 h / 50 °C View Scheme

: 140-66-9
tert-octylphenol

: 107-07-3
2-chloro-ethanol

: 2315-67-5
2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethanol

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In N,N-dimethyl-formamide for 4 - 7h; Heating / reflux;	90%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide for 8h; Reflux;	77%
With sodium hydroxide at 25 - 40℃;
With sodium hydroxide; toluene; butan-1-ol Entfernen des entstehenden Wassers;
With sodium hydroxide at 25 - 40℃;

: 1613-37-2
Quinoline N-oxide

: 140-66-9
tert-octylphenol

: quinoline N-oxide and 4-(1,1,3,3-tetramethylbutyl)phenol 1:1 complex

Conditions

Conditions	Yield
In toluene at 20 - 110℃; Product distribution; Further Variations:; Solvents;	90%

: 88958-29-6
5-(4-methylphenyl)-1,2-oxazole-3-carbonyl chloride

: 140-66-9
tert-octylphenol

: 4-(2,4,4-trimethylpentan-2-yl)phenyl 5-(4-methylphenyl)-1,2-oxazole-3-carboxylate

Conditions

Conditions	Yield
With triethylamine In diethyl ether at 23℃; for 5h;	90%

: 140-66-9
tert-octylphenol

A: 1758-45-8
bis<4-(1,1,3,3-tetramethylbutyl)phenyl> hydrogen phosphate

B: 222552-35-4
tri[4-(1,1,3,3-tetra-methylbutyl)phenyl] phosphate

Conditions

Conditions	Yield
With pyridine; trichlorophosphate In neat (no solvent) at 97℃; for 0.0333333h; Microwave irradiation;	A n/a B 89%

: 182561-78-0, 301669-53-4, 301669-55-6
C24H9BClI3N6

: 140-66-9
tert-octylphenol

: 1235556-55-4
C38H30BI3N6O

Conditions

Conditions	Yield
In toluene for 10h; Reflux;	88%

4-tert-Octylphenol Specification

The 4-tert-Octylphenol, with the CAS registry number 140-66-9,is also known as 4-(1,1,3,3-Tetramethylbutyl)phenol. It belongs to the product categories of Aromatics;Mutagenesis Research Chemicals. This chemical's molecular formula is C₁₄H₂₂O and molecular weight is 206.33.Its EINECS number is 205-426-2. What's more,Its systematic name is 4-(1,1,3,3-Tetramethylbutyl)phenol .It is white powder which is a common environmental pollutant showing weak estrogenic effects. Has been shown to cause harm to the male reproductive system of vertebrates.It is widely used in manufacture of oil-soluble octyl phenolic resin, surface active agent, medicine, pesticides, additives, adhesives and ink fixing agent.

Physical properties about 4-tert-Octylphenol are:
(1)ACD/LogP: 5.18; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.18; (4)ACD/LogD (pH 7.4): 5.18; (5)ACD/BCF (pH 5.5): 5092.07; (6)ACD/BCF (pH 7.4): 5083.19; (7)ACD/KOC (pH 5.5): 15666.97; (8)ACD/KOC (pH 7.4): 15639.64; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.501; (13)Molar Refractivity: 65.019 cm³; (14)Molar Volume: 220.626 cm³; (15)Surface Tension: 31.9559993743896 dyne/cm; (16)Density: 0.935 g/cm³; (17)Flash Point: 148.257 °C; (18)Enthalpy of Vaporization: 54.208 kJ/mol; (19)Boiling Point: 282.303 °C at 760 mmHg; (20)Vapour Pressure: 0.0020000000949949 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:Oc1ccc(cc1)C(CC(C)(C)C)(C)C;
(2)Std. InChI:InChI=1S/C14H22O/c1-13(2,3)10-14(4,5)11-6-8-12(15)9-7-11/h6-9,15H,10H2,1-5H3;
(3)Std. InChIKey:ISAVYTVYFVQUDY-UHFFFAOYSA-N.

Safety Information of 4-tert-Octylphenol:
The 4-tert-Octylphenol is Harmful in contact with skin and irritating to skin .And there is risk of serious damage to the eyes.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice When you use it ,wear suitable protective clothing.

The toxicity data of 4-tert-Octylphenol as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	3210mg/kg (3210mg/kg)	BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LIVER: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Kauchuk i Rezina. Crude and Vulcanized Rubber. Vol. 26(9), Pg. 28, 1967.
rabbit	LD50	skin	1880mg/kg (1880mg/kg)		National Technical Information Service. Vol. OTS0527972,
rat	LD50	oral	4600mg/kg (4600mg/kg)	LIVER: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Kauchuk i Rezina. Crude and Vulcanized Rubber. Vol. 26(9), Pg. 28, 1967.

Product Name

4-tert-Octylphenol

Synthetic route

4-tert-Octylphenol Specification

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