1806-26-4

Basic information

• Product Name: 4-N-OCTYLPHENOL
• Synonyms: P-N-OCTYL PHENOL;POP;4-OCTYLPHENOL;4-N-OCTYLPHENOL;1-(p-Hydroxyphenyl)octane;4-octyl-pheno;Phenol, 4-octyl-;Phenol, p-octyl-
• CAS NO: 1806-26-4
• Molecular Formula: C₁₄H₂₂O
• Molecular Weight: 206.32
• EINECS: 217-302-5
• Product Categories: Aromatic Phenols;Alpha Sort;Alphabetic;N-OAnalytical Standards;O;Volatiles/ Semivolatiles;Organic Building Blocks;Oxygen Compounds;Phenols;Aromatics;Isotope Labelled Compounds;Mutagenesis Research Chemicals
• Mol File: 1806-26-4.mol
• Article Data: 18

Chemical Properties

• Melting Point: 44-45 °C(lit.)
• Boiling Point: 150 °C4 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: white to off-white Solid
• Density: 0.961 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00025mmHg at 25°C
• Refractive Index: 1.5052 (estimate)
• Storage Temp.: room temp
• Solubility: Chloroform (Slightly) DMSO (Slightly), Methanol (Slightly)
• PKA: 10.15±0.15(Predicted)
• Water Solubility: Insoluble in water.
• Stability: Stable. Incompatible with strong oxidizing agents. Combustible.
• CAS DataBase Reference: 4-N-OCTYLPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-N-OCTYLPHENOL(1806-26-4)
• EPA Substance Registry System: 4-N-OCTYLPHENOL(1806-26-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36
• RIDADR: UN 2430 8/PG 2
• WGK Germany: 3
• RTECS: SM5787000
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 1806-26-4(Hazardous Substances Data)

Usage

Chemical Properties

white crystals or powder

Uses

Different sources of media describe the Uses of 1806-26-4 differently. You can refer to the following data:
1. A weak estrogenic disruptor on the induction of mammary carcinomas (MC) and benign proliferative lesions (PL) induced by DMBA (7,12-dimethylbenz[a]anthracene
2. Labelled 4-Octylphenol
3. 4-n-Octylphenol is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Definition

ChEBI: A member of the class of phenols that is phenol which is substituted at the para- position by an octyl group.

General Description

4-Octylphenol belongs to the class of alkylphenolpolyethoxylates, commonly used as non-ionic surfactants in a variety of commercial and industrial applications.

Safety Profile

Experimental reproductiveeffects. When heated to decomposition it emits acridsmoke and irritating vapors

InChI:InChI=1/2C14H22O.Ba/c2*1-2-3-4-5-6-7-8-13-9-11-14(15)12-10-13;/h2*9-12,15H,2-8H2,1H3;/q;;+2/p-2

Synthetic route

1-(4-hydroxyphenyl)octanone (2589-73-3) → p-Octylphenol (1806-26-4)

Conditions	Yield
With hydrogenchloride; mercury; zinc	78%
With hydrogenchloride; mercury; zinc	70%
With hydrogenchloride; amalgamated zinc; acetic acid

1-hexene (592-41-6) + 1,3-dioxoisoindolin-2-yl 3-(4-hydroxyphenyl)propanoate → p-Octylphenol (1806-26-4)

Conditions	Yield
With bis(triphenylphosphine)nickel(II) chloride; magnesium(II) acetate tetrahydrate; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl acetamide at 40℃; for 3h; Schlenk technique; Inert atmosphere; regioselective reaction;	53%

1-(4-methoxyphenyl)octan-1-one (62170-25-6) → p-Octylphenol (1806-26-4)

Conditions	Yield
With potassium hydroxide; hydrazine hydrate; phenol weiteres Reagens: Diaethylenglykol. Erhitzen des Reaktionsprodukts mit wss. HI, Essigsaeure und Acetanhydrid;

1-(4-methoxyphenyl)octane (3307-19-5) → p-Octylphenol (1806-26-4)

Conditions	Yield
With hydrogen iodide; acetic acid

Octanal (124-13-0) + phenol (108-95-2) → 1,1-bis(4-hydroxyphenyl)octane (1233-26-7) + 2-octylphenol (949-13-3) + p-Octylphenol (1806-26-4) + 1-(2-hydroxyphenyl)-1-(4-hydroxyphenyl)octane + 1,1-bis(2-hydroxyphenyl)octane

Conditions	Yield
With Al3+-exchanged montmorillonite at 100℃; for 48h; Product distribution; Mechanism; other aldehydes and ketones; also AlCl3;

sodium 4-octylphenylazosulfonate → Octylbenzene (2189-60-8) + p-Octylphenol (1806-26-4)

Conditions	Yield
In water at 25℃; for 7h; Irradiation; Yields of byproduct given. Title compound not separated from byproducts;

Octanal (124-13-0) + phenol (108-95-2) → 1,1-bis(4-hydroxyphenyl)octane (1233-26-7) + 2-octylphenol (949-13-3) + p-Octylphenol (1806-26-4) + 1-(2-hydroxyphenyl)-1-(4-hydroxyphenyl)octane

Conditions	Yield
With Al(3+)-montmorillonite at 100℃; for 48h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

Octanal (124-13-0) + phenol (108-95-2) → 1,1-bis(4-hydroxyphenyl)octane (1233-26-7) + p-Octylphenol (1806-26-4) + 1-(2-hydroxyphenyl)-1-(4-hydroxyphenyl)octane + 1,1-bis(2-hydroxyphenyl)octane

Conditions	Yield
With Al(3+)-montmorillonite at 100℃; for 48h; Yield given. Further byproducts given. Yields of byproduct given;
With Al(3+)-montmorillonite at 100℃; for 48h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

chloromethyl-phosphonic acid ethyl ester 4-octyl-phenyl ester → O-ethylchloromethylphosphonic acid (1929-42-6) + p-Octylphenol (1806-26-4)

Conditions	Yield
With sodium hydroxide; cetyltrimethylammonim bromide In water at 25℃; Kinetics;

4-octylaniline (16245-79-7) → p-Octylphenol (1806-26-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) NaNO2, 3M aq. HCl, 2.) NaOAc, Na2SO3 / 1.) H2O, 0 deg C, 20 min, 2.) H2O, 0 deg C, 16 h 2: H2O / 7 h / 25 °C / Irradiation View Scheme

n-octanoic acid chloride (111-64-8) → p-Octylphenol (1806-26-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: AlCl3 / nitrobenzene / 0.5 h / 50 °C 2: Zn-Hg, 5 N HCl / ethanol / Heating View Scheme
Multi-step reaction with 2 steps 1: 57 percent / AlCl3 / nitrobenzene / 8 h / Ambient temperature 2: 78 percent / Zn(Hg), HCl View Scheme
Multi-step reaction with 2 steps 1: AlCl3 / CH2Cl2 / 1.) 0 deg C, 30 min; 0 deg C, 30 min; 2.) room temperature, overnight 2: 1.) hydrazine hydrate, 2.) KOH / 1.) diethylene glycol, reflux, 1h; 2.) reflux, 1h View Scheme

phenol (108-95-2) + perchlorate → p-Octylphenol (1806-26-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: AlCl3 / nitrobenzene / 0.5 h / 50 °C 2: Zn-Hg, 5 N HCl / ethanol / Heating View Scheme

Octanoic acid (124-07-2) → p-Octylphenol (1806-26-4)

Conditions	Yield
Multi-step reaction with 3 steps 1: 86 percent / SOCl2 2: 60 percent / AlCl3 / nitrobenzene 3: 70 percent / Zn(Hg), HCl View Scheme
Multi-step reaction with 5 steps 1: thionyl chloride / 60 °C / Reflux 2: 70 - 75 °C 3: aluminum (III) chloride / 3.5 h / 20 - 100 °C 4: hydrazine hydrate / diethylene glycol / 2 h / Reflux 5: potassium hydroxide / diethylene glycol / 5 h / 20 - 200 °C View Scheme

phenyl octanoate (5457-78-3) → p-Octylphenol (1806-26-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: 60 percent / AlCl3 / nitrobenzene 2: 70 percent / Zn(Hg), HCl View Scheme
Multi-step reaction with 3 steps 1: aluminum (III) chloride / 3.5 h / 20 - 100 °C 2: hydrazine hydrate / diethylene glycol / 2 h / Reflux 3: potassium hydroxide / diethylene glycol / 5 h / 20 - 200 °C View Scheme

phenol (108-95-2) + m-bromo-toluene → p-Octylphenol (1806-26-4)

Conditions	Yield
Multi-step reaction with 3 steps 1: 86 percent / SOCl2 2: 60 percent / AlCl3 / nitrobenzene 3: 70 percent / Zn(Hg), HCl View Scheme
Multi-step reaction with 2 steps 1: 57 percent / AlCl3 / nitrobenzene / 8 h / Ambient temperature 2: 78 percent / Zn(Hg), HCl View Scheme

phenol (108-95-2) → p-Octylphenol (1806-26-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: AlCl3 / CH2Cl2 / 1.) 0 deg C, 30 min; 0 deg C, 30 min; 2.) room temperature, overnight 2: 1.) hydrazine hydrate, 2.) KOH / 1.) diethylene glycol, reflux, 1h; 2.) reflux, 1h View Scheme
Multi-step reaction with 2 steps 1: AlCl3 / 100 - 130 °C 2: amalgamated zinc; concentrated aqueous HCl; glacial acetic acid View Scheme
Multi-step reaction with 2 steps 1: AlCl3 / 100 - 130 °C 2: amalgamated zinc; concentrated aqueous HCl; glacial acetic acid View Scheme
Multi-step reaction with 2 steps 1: zuletzt bei 100grad, und Erwaermen des Reaktionsprodukts mit AlCl3 in Nitrobenzol auf 75grad 2: amalgamated zinc; diluted aqueous HCl / 100 °C View Scheme

methoxybenzene (100-66-3) → p-Octylphenol (1806-26-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1,1,2,2-tetrachloro-ethane; AlCl3 2: N2H4+H2O; KOH; phenol / weiteres Reagens: Diaethylenglykol. Erhitzen des Reaktionsprodukts mit wss. HI, Essigsaeure und Acetanhydrid View Scheme

methoxybenzene (100-66-3) + activated platinum black → p-Octylphenol (1806-26-4)

Conditions	Yield
Multi-step reaction with 2 steps 2: HI, AcOH View Scheme

oct-1-ene (111-66-0) + phenol (108-95-2) → p-Octylphenol (1806-26-4)

C14H22N2O (1089700-47-9) → p-Octylphenol (1806-26-4)

Conditions	Yield
With potassium hydroxide In diethylene glycol at 20 - 200℃; for 5h;

oct-1-ene (111-66-0) + phenol (108-95-2) → octyloxybenzene (1818-07-1) + 2-octylphenol (949-13-3) + p-Octylphenol (1806-26-4)

Conditions	Yield
With porous aromatic framework modified by aluminum chloride at 90℃; for 6h; Reagent/catalyst; Temperature; Friedel-Crafts Alkylation; Autoclave;

C14H18O2 → p-Octylphenol (1806-26-4)

Conditions	Yield
With palladium 10% on activated carbon; hydrogen; acetic acid at 80℃; under 7500.75 Torr; for 2h; Pressure; Reagent/catalyst; Autoclave;

4-bromoethylbutanoate (2969-81-5) + p-Octylphenol (1806-26-4) → 4-(4-octylphenoxy)butyric acid ethyl ester (1071001-73-4)

Conditions	Yield
With potassium carbonate; potassium iodide In acetone for 18h; Reflux;	100%
With potassium carbonate In acetone Reflux;	71%
With potassium carbonate In acetone for 24h; Heating / reflux;	71%

p-Octylphenol (1806-26-4) + epichlorohydrin (106-89-8) → 2-[(4-octylphenoxy)methyl]oxirane (4223-17-0)

Conditions	Yield
With potassium hydroxide; tetrabutylammomium bromide at 20℃; for 5h;	99%

p-Octylphenol (1806-26-4) + trifluoromethanesulfonic anhydride → 4-octylphenyl trifluoromethanesulfonate

Conditions	Yield
Stage #1: p-Octylphenol With pyridine In dichloromethane at -10℃; for 0.0833333h; Inert atmosphere; Stage #2: trifluoromethanesulfonic anhydride In dichloromethane Inert atmosphere;	99%

p-Octylphenol (1806-26-4) + ethyl bromoacetate (105-36-2) → ethyl 2-(4-octylphenoxy)acetate (1621517-92-7)

Conditions	Yield
With potassium carbonate In acetone for 5h; Reflux;	98%
With potassium carbonate In acetone for 5h; Reflux;	98%

p-Octylphenol (1806-26-4) + N,N-Dimethylthiocarbamoyl chloride (16420-13-6) → O-p-octylphenyl N,N-dimethylthiocarbamate (869650-51-1)

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 85℃;	93%

p-Octylphenol (1806-26-4) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4) → C23H39N2O2P (1275594-48-3)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.5h; Inert atmosphere;	90%

formaldehyd (50-00-0) + p-Octylphenol (1806-26-4) + bis[(2-pyridyl)methyl]amine (1539-42-0) → C40H48N6O

Conditions	Yield
In ethanol; water for 48h; Reflux;	90%

p-Octylphenol (1806-26-4) → 2-iodo-4-octylphenol (1220974-10-6)

Conditions	Yield
With iodine; silver trifluoroacetate In dichloromethane at 0 - 20℃;	87%
With iodine; silver trifluoroacetate at 0 - 20℃; for 1h;	87%

1-oxiranylmethylindole-5-carbonitrile (741606-45-1) + p-Octylphenol (1806-26-4) → 1-[2-hydroxy-3-(4-octylphenoxy)propyl]indole-5-carbonitrile (741606-27-9)

Conditions	Yield
With dmap In dichloromethane at 60℃; for 2h;	85%

p-Octylphenol (1806-26-4) + phenol (108-95-2) → 2-hydroxy-5-octylbenzaldehyde (73318-92-0)

Conditions	Yield
	85%

p-Octylphenol (1806-26-4) + pivaloyl chloride (3282-30-2) → 4-octylphenyl pivalate

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; Sealed tube;	85%

p-Octylphenol (1806-26-4) + (S)-oxiranemethanol (60456-23-7) → (R)-2-(4-octylphenoxymethyl)oxirane (925706-87-2)

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 24h; Mitsunobu reaction;	84%

p-Octylphenol (1806-26-4) + 2-chloro-1-methyl-benzimidazole (1849-02-1) → 1-Methyl-2-(4-octyl-phenoxy)-1H-benzoimidazole (78765-43-2)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 24h; Heating;	83%

p-Octylphenol (1806-26-4) → 2-Nitro-4-octyl-phenol (24777-05-7)

Conditions	Yield
With nitric acid; acetic acid In chloroform for 1.5h; Ambient temperature;	82%
With NaNO3; sulfuric acid In hexane; water; ethyl acetate	68%
With nitric acid; acetic acid

p-Octylphenol (1806-26-4) + acryloyl chloride (814-68-6) → C17H24O2

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	81%

di-tert-butyl 5-(oxiran-2-ylmethoxy)indole-1,2-carboxylate (1026660-75-2) + p-Octylphenol (1806-26-4) → di-tert-butyl 5-[2-hydroxy-3-(4-octylphenoxy)propoxy]indole-1,2-carboxylate (1026660-76-3)

Conditions	Yield
With dmap at 40℃; for 48h;	81%

p-Octylphenol (1806-26-4) + (R)-tert-butyl 2,2-dimethyl-4-[(tosyloxy)methyl]-oxazolidine-3-carboxylate (205647-74-1) → (S)-tert-butyl 2,2-dimethyl-4-[(4-octylphenoxy)methyl]oxazolidine-3-carboxylate (1643461-35-1)

Conditions	Yield
Stage #1: p-Octylphenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Stage #2: (R)-tert-butyl 2,2-dimethyl-4-[(tosyloxy)methyl]-oxazolidine-3-carboxylate In N,N-dimethyl-formamide; mineral oil at 70℃; for 3h;	81%

p-Octylphenol (1806-26-4) → 2-bromo-4-octylphenol (57835-36-6)

Conditions	Yield
With bromine; sodium hydrogencarbonate In chloroform at 0℃;	80%
With bromine; 1,2-dichloro-ethane

p-Octylphenol (1806-26-4) + (R)-oxiranemethanol (57044-25-4) → (S)-2-(4-octylphenoxymethyl)oxirane (925706-88-3)

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 24h; Mitsunobu reaction;	80%

formaldehyd (50-00-0) + p-Octylphenol (1806-26-4) + 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane (23978-55-4) → 7,16-bis(2-hydroxy-5-octylbenzyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

Conditions	Yield
In toluene at 110℃; for 20h;	78%

3-[2-(4-benzyloxyphenyl)-5-methyl-1H-pyrrol-1-yl]propan-1-ol (376642-29-4) + p-Octylphenol (1806-26-4) + 1,1'-(Azodicarbonyl)dipiperidin (10465-81-3) → 2-(4-benzyloxyphenyl)-5-methyl-1-[3-(4-octyloxyphenyl)propyl]-1H-pyrrole (376642-30-7)

Conditions	Yield
With triphenylphosphine In toluene	77.4%

p-Octylphenol (1806-26-4) + chloromethyl methyl ether (107-30-2) → 1-methoxymethoxy-4-octyl-benzene (123914-95-4)

Conditions	Yield
With sodium hydroxide; Aliquat 336 In dichloromethane; water at -10℃; for 0.5h;	74%

p-Octylphenol (1806-26-4) + C21H23BrF4O (1452822-15-9) → (Z)-4-(hexyloxy)-4'-(2,3,3-trifluoro-3-(4-octylphenoxy)prop-1-enyl)biphenyl (1452822-24-0)

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 80℃; Schlenk technique; Inert atmosphere; stereoselective reaction;	74%

1,3-dibromo-2,2-dimethoxypropane (22094-18-4) + p-Octylphenol (1806-26-4) → 1-(3-bromo-2,2-dimethoxypropoxy)-4-octylbenzene

Conditions	Yield
With 18-crown-6 ether; potassium carbonate In N,N-dimethyl-formamide for 10h; Reflux;	74%

p-Octylphenol (1806-26-4) + tert-butyl 1-(oxiran-2-ylmethyl)indazole-5-carboxylate (1586018-38-3) → tert-butyl 1-[2-hydroxy-3-(4-octylphenoxy)propyl]indazole-5-carboxylate (1586018-39-4)

Conditions	Yield
With dmap at 120℃; for 2h;	73%

formaldehyd (50-00-0) + p-Octylphenol (1806-26-4) → 2,6-Bis(bromomethyl)-p-octylphenol (112921-43-4)

Conditions	Yield
With hydrogen bromide; acetic acid for 0.333333h;	71%

p-Octylphenol (1806-26-4) + 3-(triethoxypropyl) isocyanate (24801-88-5) → 4-octylphenyl-3-(triethoxysilyl)propylcarbamate (1314704-83-0)

Conditions	Yield
With DBDU In tetrahydrofuran at 75℃; for 24h;	71%

p-Octylphenol (1806-26-4) + C16H39N3O6P(1+)*F6P(1-) (82885-98-1) → Igepal CO-520 (51437-93-5)

Conditions	Yield
With potassium carbonate; formamide In 1,4-dioxane at 95℃; for 24h;	70%

p-Octylphenol (1806-26-4) + methyl iodide (74-88-4) → 1-(4-methoxyphenyl)octane (3307-19-5)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 40℃;	70%

Upstream product

• 62170-25-6 1-(4-methoxyphenyl)octan-1-one 
• 124-13-0 Octanal 
• 108-95-2 phenol 
• 1089700-47-9 C₁₄H₂₂N₂O 
• 106-41-2 4-bromo-phenol 
• 629-27-6 1-Iodooctane 
• 100-66-3 methoxybenzene 
• 5457-78-3 phenyl octanoate 
• 124-07-2 Octanoic acid 
• 111-64-8 n-octanoic acid chloride 
• 16245-79-7 4-octylaniline 
• 3307-19-5 1-(4-methoxyphenyl)octane 
• 2589-73-3 1-(4-hydroxyphenyl)octanone 
• 111-66-0 oct-1-ene 

Downstream Products

• 57835-36-6 2-bromo-4-octylphenol 
• 4097-33-0 2,6-dinitro-4-octyl-phenol 
• 89202-50-6 benzoic acid-(4-octyl-phenyl ester) 
• 24777-05-7 2-Nitro-4-octyl-phenol 
• 122492-73-3 boric acid tris-(4-octyl-phenyl ester) 
• 94910-30-2 4-nitro-benzoic acid-(4-octyl-phenyl ester) 
• 30434-80-1 2-diethylaminomethyl-4-octyl-phenol 
• 65611-77-0 2-hydroxy-5-octyl-benzophenone 
• 112921-43-4 2,6-Bis(bromomethyl)-p-octylphenol 
• 51437-91-3 4-octylphenol-triethoxylate 
• 51437-93-5 Igepal CO-520 

Relevant articles and documents

Mesoporous aromatic frameworks modified by metal chlorides in phenol alkylation with oct-1-ene

Mesoporous polyaromatic frameworks (PAF) based on tetraphenylmethane were synthesized. The PAF/AlCl3 and PAF/FeCl3 catalysts were prepared by impregnating the synthesized products with aluminum and iron chlorides, respectively. The r

Preparation method of P-octyl phenol

The invention relates to a preparation method of p-octyl phenol, belonging to the technical field of chemical synthesis. The preparation method comprises the following steps: carrying out a condensation reaction on p-hydroxybenzaldehyde and 2-heptanone under alkaline conditions, and carrying out catalytic hydrogenation reduction to obtain p-octyl phenol. The method disclosed by the invention has the advantages that (1) the yield and the purity of p-octyl phenol are high, no ortho-position byproduct is produced, total yield is 95% or above, the purity is as high as 99.9%, and an application range is expanded; 2) good economic performance is realized, byproducts are few, the generation of three wastes in separation and purification is reduced, the method is greener and more environment-friendly than other methods, and a used solvent and a used catalyst can be recycled. The p-octyl phenol prepared by the method can meet the use requirements of the chemical industry and the pharmaceuticalindustry.

Synthesis and critical micelle concentration of a series of gemini alkylphenol polyoxyethylene nonionic surfactants

A series of gemini n-alkylphenol polyoxyethylene surfactants (GAP) were successfully synthesized and their molecular structure were confirmed by NMR and FTIR spectrum. Using the same synthesis route, a Gemini nonylphenol polyoxyethylene surfactant (GNP) was synthesized using an industrial nonylphenol product and paraformaldehyde, and its molecular structure was also characterized by 1H-NMR and FTIR spectra. The optimal reaction conditions were established. The critical micelle concentration (CMC) values of GAP were determined by means of Wilhelmy plate method and steady-state fluorescence probe method. The experimental results show how the lengths of the hydrophilic polyoxyethylene chain and the hydrophobic tail alter the CMC values. The CMC values of the GAP are found to be much lower than those of corresponding conventional single tail nonionic surfactants of the polyethoxylated alkylphenol type, which indicates that the gemini species exhibit a better surface activity. AOCS 2011.