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Metol

HCID 5930
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
55-55-0
Standard SMILES
CNc1ccc(O)cc1.CNc1ccc(O)cc1.O=S(=O)(O)O
InChIKey
ZVNPWFOVUDMGRP-UHFFFAOYSA-N
Molecular formula
(C7H9NO)2.H2SO4
Average molar mass
344.39 g/mol
Monoisotopic mass
344.10420754

Overview

P-methylaminophenol sulfate is an off-white crystalline solid. Sensitive to light. (NTP, 1992)

Names & identifiers

Preferred name
Metol
IUPAC
bis(4-(methylamino)phenol);sulfuric acid
English name
4-Methylaminophenol sulfate
Molecular formula
C7H11NO5S
Molecular weight
221.23

Names & synonyms

MetolGrapholMetatylPhotolPictolArmolGenolVerolElon (developer)p-MethylaminophenolsulfateParamethylaminophenol sulfateMethyl-p-aminophenol sulfate
Show more names
METHOLP-METHYLAMINOPHENOL SULFATEP-METHYLAMINOPHENOL SULPHATEMotoln-methyl-p-aminophenol4-(METHYLAMINO)PHENOL HEMISULFATE SALT
p-Methylaminophenol sulphate (2:1)ElonD3W0VWG12MN-Methyl-4-hydroxyaniline hemisulfateJAROCOL PMAPBis(4-hydroxy-N-methylanilinium) sulphateCOLOREX PMPhenol, 4-(methylamino)-, sulfate salt (2:1)

Database identifiers

CAS
55-55-0
PubChem CID
5930
DTXSID
DTXSID6025565
ChEMBL
CHEMBL1303139
ChEBI
CHEBI:55413
UNII
D3W0VWG12M
EC Number
200-237-1

Properties

Computed structural properties

Topological polar surface area
148 Ų
Hydrogen bond donors
6
Hydrogen bond acceptors
8
Rotatable bonds
2
Heavy atoms
23
Formal charge
0
Complexity
158

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Amino Phenols
Cosmetics · 2 items

Cosmetic ingredients (p-Methylaminophenol Sulfate) -> CIR (Cosmetic Ingredient Review)

Hair dyeing

Solubility · 2 items

Soluble (>=10 mg/ml at 68 °F) (NTP, 1992)

Solubility in water, g/100ml at 15 °C: 4.7

Decomposition260 °C
Melting Point482 to 500 °F (decomposes) (NTP, 1992)
Physical Description · 3 items

P-methylaminophenol sulfate is an off-white crystalline solid. Sensitive to light. (NTP, 1992)

Off-white crystalline solid; [CAMEO] White to beige odorless solid; [EC] Beige crystalline solid; [Aldrich MSDS]

WHITE CRYSTALS.

Autoignition Temperature531 °C

Physicochemical properties

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P319, P321, P330, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Warning

H302 (99.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P272, P273, P280, P301+P317, P302+P352, P305+P351+P338, P319, P321, P330, P333+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 3 items

Chemical: Phenol, 4-(methylamino)-, sulfate (2:1) (salt)

REACH registered substance: Bis(4-hydroxy-N-methylanilinium) sulphate (EC: 200-237-1)

4-(Methylamino)phenol sulphate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - p-Methylaminophenol and its sulfate: Human health tier II assessment
DOT LabelClass 9
Fire Hazards · 2 items

Flash point data for this compound are not available but it is probably combustible. (NTP, 1992)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air.

Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include irritation of the eyes and skin, nausea, weakness, cyanosis, vertigo, headache, convulsions and rarely coma.
Hazards Summary · 1 item

Allergic contact dermatitis in photographers; [Marks] An eye, respiratory tract, and mild skin irritant; A skin sensitizer; May have effects on the blood; [ICSC] Toxic by ingestion: nausea, weakness, cyanosis, vertigo, headache, and convulsions; [CAMEO] Causes somnolence, tremor, and changes in urine composition in oral lethal-dose studies of mice; Causes acute tubular necrosis and increased spleen weights in repeated, oral-dose studies of rats; [RTECS] 3% solution is not irritating to skin and mildly irritating to eyes; [EC] See N-Methyl-4-aminophenol.

Chemistry & industry

Uses & manufacturing

Uses · 3 items

CIR ingredient: p-Methylaminophenol Sulfate

Used to develop black-and-white photographs; [Kanerva, p. 1816] Used as photographic developer and to dye furs; [Merck Index] Used in oxidative hair dyes; [EC]

Photographic Processing [Category: Other]

Household ProductsInformation on 19 consumer products that contain p-Methylaminophenol sulfate in the following categories is provided:
Use ClassificationCosmetics -> Hair dyeing
General Manufacturing InformationPhenol, 4-(methylamino)-, sulfate (2:1): ACTIVE
Applications · 6 items

DescriptionMetol is contained in black-and-white film developers and caused contact dermatitis in photographers.

UsesMetol is a black-and-white photographic developer; dyeing furs; as pigment in hair dyes.

Uses4-(Methylamino)phenol sulfate is a photographic developer used in black and white photography. It is also used as tone developers in developing agents. Further, it is used in oxidative hair dye formulations.

Uses4-methylaminophenol sulfate is used as a photographic developer and fur dye.

UsesPhotographic developer; dyeing furs.

General DescriptionOff-white crystalline solid. Sensitive to light.

Upstream & downstream products

Upstream raw materials

4-AminophenolBenzene

Related reactions

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New reaction record

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Melting point
260 °C · 260 °C (dec.)(lit.)
Density
1.577 · 1.577
refractive index
1.651 · 1.6510 (estimate)
storage temp.
20 °C · −20°C
solubility
2 O: · H2O: 50 mg/mL, clear
form
Powder
color
white to faintly beige
PH
3.5 · 3.5-4.5 (20°C, 50g/L in H2O)
Water Solubility
50 g/L · 50 g/L (20 ºC)
Sensitive
Air Sensitive
Merck
14 · 14,6017
BRN
3919382 · 3919382
Stability
Stability Combustible. Incompatible with strong oxidizing agents, acids, acid halides.
InChI
1S/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)
InChIKey
ZVNPWFOVUDMGRP-UHFFFAOYSA-N
SMILES
OS(O)(=O)=O.CNc1ccc(O)cc1.CNc2ccc(O)cc2
CAS DataBase Reference
55 · 55-55-0(CAS DataBase Reference)
EWG's Food Scores
3 · 3-5
FDA UNII
3 W0VWG12M · D3W0VWG12M
EPA Substance Registry System
p-Methylaminophenol sulfate (55-55-0)
UNSPSC Code
12352100 · 12352100
NACRES
22 · NA.22
Symbol(GHS)
7 · GHS07,GHS08,GHS09
Signal word
Warning
Hazard statements
302 · H302-H317-H373-H410
Precautionary statements
273 · P273-P280-P301+P312+P330-P302+P352-P314
PPE
95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes
Xn,N
Risk Statements
22 · 22-43-48/22-50/53
Safety Statements
36 · 36/37-46-60-61
RIDADR
3077 · UN 3077 9/PG 3
WGK Germany
3 · 3
RTECS
8650000 · SL8650000
F
8 · 8
Autoignition Temperature
989 °F · 989 °F
TSCA
TSCA listed
HazardClass
6.1 · 6.1
PackingGroup
III
HS Code
29222900 · 29222900
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
4 OralAquatic · Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Skin Sens. 1STOT RE 2
REACH Registrations
Inactive
Limited Quantities
5 kg · 5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Reactive GroupPhenols and Cresols
EC ClassificationSymbol: Xn, N; R: 22-43-48/22-50/53; S: (2)-36/37-46-60-61
UN ClassificationUN Hazard Class: 9; UN Pack Group: III
Reactivity Profile · 1 item

In aqueous solution behaves as an acid. Materials in this group are generally soluble in water. The resulting solutions contain moderate concentrations of hydrogen ions and have pH's of less than 7.0. They react as acids to neutralize bases. These neutralizations generate heat, but less or far less than is generated by neutralization of inorganic acids, inorganic oxoacids, and carboxylic acid. They usually do not react as either oxidizing agents or reducing agents but such behavior is not impossible. Many of these compounds catalyze organic reactions.

Chemical DangersDecomposes on heating. This produces toxic fumes including nitrogen oxides and sulfur oxides. Reacts with acids, acid anhydrides, acid chlorides and oxidants.
Physical DangersDust explosion possible if in powder or granular form, mixed with air.

Safety & protection

Fire Fighting · 2 items

Fires involving this compound should be controlled using a dry chemical, carbon dioxide, foam or Halon extinguisher. (NTP, 1992)

Use water spray, powder, alcohol-resistant foam, carbon dioxide.

First Aid Measures · 4 items

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give one or two glasses of water to drink.

First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageSeparated from incompatible materials. See Chemical Dangers.
Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Spillage Disposal · 1 item

Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Personal protection: particulate filter respirator adapted to the airborne concentration of the substance.

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Eye PreventionWear safety goggles or eye protection in combination with breathing protection.
Fire PreventionNO open flames. Closed system, dust explosion-proof electrical equipment and lighting. Prevent deposition of dust.
Inhalation RiskNo indication can be given whether a harmful concentration in the air will be reached.
Skin PreventionProtective gloves. Protective clothing.
Exposure PreventionPREVENT DISPERSION OF DUST! AVOID ALL CONTACT!

Toxicology

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Exposure RoutesThe substance can be absorbed into the body by ingestion.
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Signs and Symptoms · 3 items

Cough. Sore throat.

Redness.

Redness. Pain.

ICSC Environmental DataThe substance is very toxic to aquatic organisms.

Safety data

F
8
PPE
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk
3
tsca
TSCA listed
rtecs
SL8650000
ridadr
UN 3077 9/PG 3
hs_code
29222900
risk_code
22-43-48/22-50/53
Signal word
Warning
Symbol(GHS)
GHS07,GHS08,GHS09
hazard_code
Xn,N
safety_code
36/37-46-60-61
hazard_class
6.1
Storage Class
11 - Combustible Solids
packing_group
III
Hazard statements
H302-H317-H373-H410
Limited Quantities
5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations
Inactive
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Skin Sens. 1STOT RE 2
Autoignition Temperature
989 °F
Precautionary statements
P273-P280-P301+P312+P330-P302+P352-P314

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海泰矶林实业有限公司02150630626 17717886015 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
Syntechem Co.,Ltd[email protected]
阿法埃莎(中国)化学有限公司400-6106006 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
上海钰康生物科技有限公司+86-18930848214 +86-021-56762820 · [email protected]
上海景颜化工科技有限公司13817811078 · [email protected]
超彩实业有限公司0574-83851061 · [email protected]
孝感深远化工有限公司15527621225; 15527621225 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
河南多贝化工有限公司0370-2785118 17550508557 · [email protected]
斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
泰州志诚化工科技有限公司0523-82837785 13914525028 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
赛默飞世尔科技(中国)有限公司800-810-5118 · [email protected]
北京伊诺凯科技有限公司400-810-7969 010-59572699 · [email protected]
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
上海灏云化工科技有限公司021-68367562 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
北京环宇世纪化学科技有限公司hysj_bj.com
上海将来实业股份有限公司021-61552785 · [email protected]
上海爱蝶实业有限公司021-58957966 18930537195 · [email protected]
上海德榜化工有限公司021-61531158 · [email protected]
上海鑫圭生物科技有限公司15121041756 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海有朋化工有限公司021-69005955 13701776567 · [email protected]
北京海力扬化学科技有限公司13718199399 · [email protected]
四川海诺威科技有限公司13708085536 13708085536 · [email protected]
上海凯赛化工有限公司021-33516722 13701817869 · [email protected]
上海彤源化工有限公司021-021-69182866 13701855675 · [email protected]
上海孚一生物科技有限公司+86 (21) 61124340
上海东帆化工科技有限公司+86 (21) 3450-0607 · [email protected]
成都润泽本土化工有限公司13096311329 028-88469284 616445927 · [email protected]
上海蓝润化学有限公司021-69515658 ; 69515628 13701998368 · [email protected]
上海容立化学科技有限公司021-69992220 13701886816 · [email protected]

Additional notes

DefinitionChEBI: The sulfate salt of 4-methylaminophenol.