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4-N-Nonylphenol

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Name

4-N-Nonylphenol

EINECS 203-199-4
CAS No. 104-40-5 Density 0.933 g/cm3
PSA 20.23000 LogP 4.68530
Solubility 6.35mg/L(25 oC) Melting Point 43-44 °C
Formula C15H24O Boiling Point 330.642 °C at 760 mmHg
Molecular Weight 220.355 Flash Point 184.211 °C
Transport Information UN 3145 8/PG 2 Appearance viscous colourless liquid with a phenol-like smell
Safety 26-36/37/39-45-61-60 Risk Codes 22-34-50/53
Molecular Structure Molecular Structure of 104-40-5 (4-N-NONYLPHENOL) Hazard Symbols CorrosiveC, DangerousN
Synonyms

Phenol,p-nonyl- (6CI,8CI);4-n-Nonyl phenol;p-NP;p-Nonylphenol;p-n-Nonylphenol;

Article Data 14

4-N-Nonylphenol Synthetic route

32588-84-4

1-(4-methoxyphenyl)nonane

104-40-5

4-Nonylphenol

Conditions
ConditionsYield
With perhydrodibenzo-18-crown-6 In toluene for 3h; Product distribution; Ambient temperature; other solvents, addition of isopropanol, other anisole derivatives;100%
With perhydrodibenzo-18-crown-6; toluene for 3h; Ambient temperature;100%
With hydrogen iodide
14392-69-9

4-nonanoylphenol

104-40-5

4-Nonylphenol

Conditions
ConditionsYield
With hydrogenchloride; mercury; zinc In ethanol for 20h; Reduction; Heating;83%
With hydrogenchloride; mercury; zinc71%
With potassium hydroxide; hydrazine hydrate 1.) diethylene glycol, reflux, 1h; 2.) reflux, 1h; Yield given. Multistep reaction;

1-(4-Benzyloxy-phenyl)-nonan-1-ol

104-40-5

4-Nonylphenol

Conditions
ConditionsYield
With sulfuric acid; hydrogen; palladium on activated charcoal In ethyl acetate Yield given;
103526-64-3

2,6-dibromononylphenol

104-40-5

4-Nonylphenol

Conditions
ConditionsYield
With tritium; palladium on activated charcoal Dehalogenation;
1-<4-hydroxy-phenyl>-nonanone-(1)

1-<4-hydroxy-phenyl>-nonanone-(1)

104-40-5

4-Nonylphenol

Conditions
ConditionsYield
With hydrogenchloride; amalgamated zinc; acetic acid
764-85-2

Nonanoyl chloride

A

104-40-5

4-Nonylphenol

B

guinea pig hepatic microsomal protein

guinea pig hepatic microsomal protein

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 37 percent / AlCl3 / 1,1,2,2-tetrachloro-ethane / 6 h / 50 °C
2: 83 percent / Zn(Hg); aq. HCl / ethanol / 20 h / Heating
View Scheme
108-95-2

phenol

pentacarbonyl(1-ethyloxy-3-cyclopentenyl-2-propyn-1-ylidene)tungsten

pentacarbonyl(1-ethyloxy-3-cyclopentenyl-2-propyn-1-ylidene)tungsten

A

104-40-5

4-Nonylphenol

B

guinea pig hepatic microsomal protein

guinea pig hepatic microsomal protein

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 37 percent / AlCl3 / 1,1,2,2-tetrachloro-ethane / 6 h / 50 °C
2: 83 percent / Zn(Hg); aq. HCl / ethanol / 20 h / Heating
View Scheme
764-85-2

Nonanoyl chloride

104-40-5

4-Nonylphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70 percent / AlCl3 / nitrobenzene / 8 h / Ambient temperature
2: 71 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
108-95-2

phenol

m-bromo-toluene

m-bromo-toluene

104-40-5

4-Nonylphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70 percent / AlCl3 / nitrobenzene / 8 h / Ambient temperature
2: 71 percent / Zn(Hg), HCl
View Scheme
4397-53-9

p-benzyloxybenzaldehyde

104-40-5

4-Nonylphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Mg / tetrahydrofuran / 3 h / Ambient temperature
2: H2, cc. sulfuric acid / 5percent Pd-C / ethyl acetate
View Scheme

4-N-Nonylphenol Toxicity Data With Reference

1.   

orl-rat LD50:1620 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) No. PB85-143766 .

4-N-Nonylphenol Consensus Reports

Reported in EPA TSCA Inventory.

4-N-Nonylphenol Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.
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