Product Name

  • Name

    4-Methylaminophenol sulfate

  • EINECS 200-237-1
  • CAS No. 55-55-0
  • Article Data2
  • CAS DataBase
  • Density 1.577
  • Solubility 50 g/L (20 ºC)
  • Melting Point 260 °C
  • Formula 2(C7H9NO).H2SO4
  • Boiling Point 262.7 °C at 760 mmHg
  • Molecular Weight 344.389
  • Flash Point 148.6 °C
  • Transport Information
  • Appearance white crystalline powder
  • Safety 36/37-46-60-61
  • Risk Codes 22-43-48/22-50/53
  • Molecular Structure Molecular Structure of 55-55-0 (4-Methylaminophenol sulfate)
  • Hazard Symbols HarmfulXn, DangerousN
  • Synonyms N-Methyl-p-aminophenol sulfate;Phenol, p-methylamino-, sulfate (salt);Bis(4-hydroxy-N-methylanilinium) sulphate;Verol;Phenol, 4-(methylamino)-, sulfate salt (2:1);p-Methylaminophenol sulphate (2:1);Elon (VAN);4-(Methylamino)phenol sulfate (2:1) salt;Phenol, p-(methylamino)-, sulfate (2:1) (salt);
  • PSA 115.24000
  • LogP 1.93490

Synthetic route

acetic acid-(4-benzylidenamino-phenyl ester)
13031-47-5

acetic acid-(4-benzylidenamino-phenyl ester)

dimethyl sulfate
77-78-1

dimethyl sulfate

4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

Conditions
ConditionsYield
at 135℃; Zersetzen mit Wasser und Kochen mit konz.Salzsaeure;
p-aminophenol hydrochloride
51-78-5

p-aminophenol hydrochloride

dimethyl sulfate
77-78-1

dimethyl sulfate

4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

Conditions
ConditionsYield
Yield given. Multistep reaction;
4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

4-((tert-butyldimethylsilyl)oxy)-N-methylaniline
90446-71-2

4-((tert-butyldimethylsilyl)oxy)-N-methylaniline

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at -78℃;97%
formaldehyd
50-00-0

formaldehyd

4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

butanone
78-93-3

butanone

1,3,4-trimethyl-6-hydroxyquinolinium perchlorate

1,3,4-trimethyl-6-hydroxyquinolinium perchlorate

Conditions
ConditionsYield
With perchloric acid In nitrobenzene; butan-1-ol at 95℃; for 7h;79.8%
acetic anhydride
108-24-7

acetic anhydride

4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

N-methyl-(4-acetamido)phenol
579-58-8

N-methyl-(4-acetamido)phenol

Conditions
ConditionsYield
In water for 0.0333333h; Heating;73%
4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

(3R,4R)-pyrrolidine-3,4-diol
186393-31-7

(3R,4R)-pyrrolidine-3,4-diol

(3R,4R)-3,4-Dihydroxy-pyrrolidine-1-carboxylic acid (4-hydroxy-phenyl)-methyl-amide

(3R,4R)-3,4-Dihydroxy-pyrrolidine-1-carboxylic acid (4-hydroxy-phenyl)-methyl-amide

Conditions
ConditionsYield
Multistep reaction;67%
pyrrolidin-3-ol
40499-83-0

pyrrolidin-3-ol

4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

3-hydroxy-pyrrolidine-1-carboxylic acid (4-hydroxy-phenyl)-methyl-amide

3-hydroxy-pyrrolidine-1-carboxylic acid (4-hydroxy-phenyl)-methyl-amide

Conditions
ConditionsYield
Multistep reaction;63%
4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

(R)-3-Hydroxy-pyrrolidine-1-carboxylic acid (4-hydroxy-phenyl)-methyl-amide

(R)-3-Hydroxy-pyrrolidine-1-carboxylic acid (4-hydroxy-phenyl)-methyl-amide

Conditions
ConditionsYield
Multistep reaction;60%
pyrrolidin-3-one
96-42-4

pyrrolidin-3-one

4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

3-oxo-pyrrolidine-1-carboxylic acid (4-hydroxy-phenyl)-methyl-amide

3-oxo-pyrrolidine-1-carboxylic acid (4-hydroxy-phenyl)-methyl-amide

Conditions
ConditionsYield
Multistep reaction;48%
C23H32ClN2Si(1+)

C23H32ClN2Si(1+)

4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

C30H40N3OSi(1+)

C30H40N3OSi(1+)

Conditions
ConditionsYield
Stage #1: 4-(methylamino)phenol sulphate With triethylamine In acetonitrile for 0.5h;
Stage #2: C23H32ClN2Si(1+) In acetonitrile for 0.0833333h;
29%
benzothiazole-6-carboxylic acid
3622-35-3

benzothiazole-6-carboxylic acid

4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

N-(4-hydroxyphenyl)-N-methylbenzo[d]thiazole-6-carboxamide
1354404-59-3

N-(4-hydroxyphenyl)-N-methylbenzo[d]thiazole-6-carboxamide

Conditions
ConditionsYield
Stage #1: benzothiazole-6-carboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.333333h;
Stage #2: 4-(methylamino)phenol sulphate With triethylamine In N,N-dimethyl-formamide at 20℃; for 120h;
26%
4,7-dichloroquinoline
86-98-6

4,7-dichloroquinoline

4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

phenol
108-95-2

phenol

4-[(7-chloro-quinolin-4-yl)-methyl-amino]-phenol
92873-40-0

4-[(7-chloro-quinolin-4-yl)-methyl-amino]-phenol

4,5-methylenedioxy-2-nitrobenzoyl chloride
50425-29-1

4,5-methylenedioxy-2-nitrobenzoyl chloride

4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

6-nitro-benzo[1,3]dioxole-5-carboxylic acid-(4-hydroxy-N-methyl-anilide)
109411-55-4

6-nitro-benzo[1,3]dioxole-5-carboxylic acid-(4-hydroxy-N-methyl-anilide)

Conditions
ConditionsYield
With 1,4-dioxane; water; sodium hydrogencarbonate
4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

2-chloro-ethanol
107-07-3

2-chloro-ethanol

2-(4-hydroxy-N-methyl-anilino)-ethanol
13278-69-8

2-(4-hydroxy-N-methyl-anilino)-ethanol

4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

(S)-3-Hydroxy-pyrrolidine-1-carboxylic acid (4-hydroxy-phenyl)-methyl-amide

(S)-3-Hydroxy-pyrrolidine-1-carboxylic acid (4-hydroxy-phenyl)-methyl-amide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 97 percent / NaH / tetrahydrofuran / -78 °C
2: 91 percent / tetrahydrofuran / 20 °C
3: 92 percent / acetonitrile / 20 °C
4: 81 percent / Et3N / CH2Cl2 / 20 °C
5: 89 percent / TBAF / tetrahydrofuran / 20 °C
View Scheme
4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

imidazole-1-carboxylic acid [4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-methyl-amide
872168-52-0

imidazole-1-carboxylic acid [4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-methyl-amide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 97 percent / NaH / tetrahydrofuran / -78 °C
2: 91 percent / tetrahydrofuran / 20 °C
View Scheme
4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

3-hydroxy-pyrrolidine-1-carboxylic acid [4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-methyl-amide
872168-54-2

3-hydroxy-pyrrolidine-1-carboxylic acid [4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-methyl-amide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 97 percent / NaH / tetrahydrofuran / -78 °C
2: 91 percent / tetrahydrofuran / 20 °C
3: 92 percent / acetonitrile / 20 °C
4: 81 percent / Et3N / CH2Cl2 / 20 °C
View Scheme
4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

3-{[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-methyl-carbamoyl}-1-methyl-3H-imidazol-1-ium; iodide

3-{[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-methyl-carbamoyl}-1-methyl-3H-imidazol-1-ium; iodide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 97 percent / NaH / tetrahydrofuran / -78 °C
2: 91 percent / tetrahydrofuran / 20 °C
3: 92 percent / acetonitrile / 20 °C
View Scheme
4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

N,N'-bis-(2-hydroxy-ethyl)-N,N'-dimethyl-4,4'-heptanediyldioxy-di-aniline
120548-05-2

N,N'-bis-(2-hydroxy-ethyl)-N,N'-dimethyl-4,4'-heptanediyldioxy-di-aniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: ethanolic NaOH
View Scheme
4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

6-amino-benzo[1,3]dioxole-5-carboxylic acid-(4-benzoyloxy-N-methyl-anilide)
115121-74-9

6-amino-benzo[1,3]dioxole-5-carboxylic acid-(4-benzoyloxy-N-methyl-anilide)

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dioxane; sodium hydrogencarbonate; water
2: aqueous alkaline solution
3: palladium/charcoal; ethanol / 70 °C / Hydrogenation
View Scheme
4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

6-nitro-benzo[1,3]dioxole-5-carboxylic acid-(4-benzoyloxy-N-methyl-anilide)
857388-87-5

6-nitro-benzo[1,3]dioxole-5-carboxylic acid-(4-benzoyloxy-N-methyl-anilide)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dioxane; sodium hydrogencarbonate; water
2: aqueous alkaline solution
View Scheme
4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

6-benzylidenamino-benzo[1,3]dioxole-5-carboxylic acid-(4-benzoyloxy-N-methyl-anilide)
121446-20-6

6-benzylidenamino-benzo[1,3]dioxole-5-carboxylic acid-(4-benzoyloxy-N-methyl-anilide)

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dioxane; sodium hydrogencarbonate; water
2: aqueous alkaline solution
3: palladium/charcoal; ethanol / 70 °C / Hydrogenation
4: ethanol
View Scheme
ethacridine lactate
1837-57-6

ethacridine lactate

4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

2C7H7NO*C15H15N3O

2C7H7NO*C15H15N3O

Conditions
ConditionsYield
With potassium iodate In methanol pH=3.1; aq. buffer;
4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

C22H19N3O2S
1454918-37-6

C22H19N3O2S

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.33 h / 20 °C
1.2: 120 h / 20 °C
2.1: caesium carbonate; potassium iodide / acetone / 21 h / Reflux
View Scheme
4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

N-(4-(benzo[d]oxazol-2-ylmethoxy)phenyl)-N-methylisonicotinamide
1454918-38-7

N-(4-(benzo[d]oxazol-2-ylmethoxy)phenyl)-N-methylisonicotinamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.33 h / 20 °C
1.2: 120 h / 20 °C
2.1: caesium carbonate; potassium iodide / acetone / 21 h / Reflux
View Scheme

4-Methylaminophenol sulfate Chemical Properties


IUPAC Name: 4-(Methylamino)phenol sulfate
Molecular Formula: (C7H10NO)2SO4
Molecular Weight: 344.38 g/mol
Canonical SMILES: S(O)(O)(=O)=O.c1(ccc(O)cc1)NC.c1(ccc(O)cc1)NC
InChI: InChI=1/2C7H9NO.H2O4S/c2*1-8-6-2-4-7(9)5-3-6;1-5(2,3)4/h2*2-5,8-9H,1H3;(H2,1,2,3,4)
EINECS: 200-237-1
Classification Code: Mutation data
Product Categories: Industrial/Fine Chemicals; Pharmaceutical Raw Materials
Sensitive: Air Sensitive
Density: 1.577
Flash Point: 148.6 °C 
Enthalpy of Vaporization: 52.07 kJ/mol 
Boiling Point: 262.7 °C at 760 mmHg 
Melting Point: 260 °C (dec.)(lit.)
Storage temperature: -20 °C
Solubility: H2O: 50 mg/mL, clear
Water Solubility: 50 g/L (20 °C) 
Vapour Pressure of p-Methylaminophenol sulfate (CAS NO.55-55-0): 0.00658 mmHg at 25 °C

4-Methylaminophenol sulfate Uses

 p-Methylaminophenol sulfate (CAS NO.55-55-0) is an excellent developing agent for most continuous tone developer applications, and it has been widely used in published developer formulas as well as commercial products.

4-Methylaminophenol sulfate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 skin > 1gm/kg (1000mg/kg)   Kodak Company Reports. Vol. 21MAY1971,
guinea pig LD50 unreported 1585mg/kg (1585mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
LUNGS, THORAX, OR RESPIRATION: DYSPNEA
BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(9), Pg. 87, 1984.
mouse LD50 oral 565mg/kg (565mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: TREMOR
KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION
National Technical Information Service. Vol. OTS0570966,
mouse LD50 unreported 769mg/kg (769mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(9), Pg. 87, 1984.
rat LD50 unreported 705mg/kg (705mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(9), Pg. 87, 1984.
rat LDLo intraperitoneal 50mg/kg (50mg/kg)   Kodak Company Reports. Vol. 21MAY1971,
rat LDLo oral 200mg/kg (200mg/kg)   Kodak Company Reports. Vol. 21MAY1971,

4-Methylaminophenol sulfate Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

4-Methylaminophenol sulfate Safety Profile

Poison by ingestion and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits very toxic fumes of SOx and NOx.
Hazard Codes: HarmfulXn, Dangerous
Risk Statements: 22-43-48/22-50/53 
R22: Harmful if swallowed. 
R43: May cause sensitization by skin contact. 
R48/22: Harmful: danger of serious damage to health by prolonged exposure if swallowed. 
R50/53: Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 36/37-46-60-61 
S36/37: Wear suitable protective clothing and gloves. 
S46: If swallowed, seek medical advice immediately and show this container or label. 
S60: This material and its container must be disposed of as hazardous waste. 
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 3077 9/PG 3
WGK Germany: 3
RTECS: SL8650000
HazardClass: 6.1
PackingGroup: III

4-Methylaminophenol sulfate Specification

 p-Methylaminophenol sulfate (CAS NO.55-55-0), its Synonyms are 4-(Methylamino)phenol sulfate ; Metol ; Paramethylaminophenol sulfate ; Phenol, 4-(methylamino)-, sulfate salt (2:1) ; 4-(Methylamino)phenol sulfate (2:1) salt ; Methyl-p-aminophenol sulfate ; N-Methyl-4-hydroxyaniline hemisulfate ; N-Methyl-p-aminophenol sulfate ; Bis(4-hydroxy-N-methylanilinium) sulphate . It is white crystalline powder.

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