4-Chlor-o-toluidiniumchlorid

p-Chloro-o-toluidine hydrochloride

HCID 18487CAS 3165-93-3

Grundinformationen

Standard-SMILES
Cc1cc(Cl)ccc1N.Cl
InChIKey
VKYZDCTWJGBFDW-UHFFFAOYSA-N
Summenformel
C7H9Cl2N
Durchschnittliche Molmasse
178,06 g/mol
Monoisotopische Masse
177,0112047

Namen und Bezeichner

Bevorzugter Name
p-Chloro-o-toluidine hydrochloride
IUPAC
4-chloro-2-methylaniline;hydrochloride
Lokaler Name
4-Chlor-o-toluidiniumchlorid
Englischer Name
4-Chloro-o-toluidine hydrochloride
Summenformel
C7H9Cl2N
Molmasse
178.06

Namen und Synonyme

p-Chloro-o-toluidine hydrochlorideRefChem:985384-Chloro-2-methylaniline hydrochloride3165-93-34-CHLORO-O-TOLUIDINE HYDROCHLORIDEKromon Green BDevol Red TRNeutrosel Red TRVADevol Red KDiazo Fast Red TRAzogene Fast Red TR2-Amino-5-chlorotoluene hydrochloride
Weitere Namen anzeigen
FAST RED4-chloro-o-toluidiniumchloridecga-72647devolredkdevolredtrCI NO 37085ci37085[qr]kromongreenbdevolredk[qr]
2-Methyl-4-chloroaniline hydrochloride4-Chloro-o-toluidine.HClAzoic Diazo Component 11 BaseC.I. Azoic Diazo Component 11NCI-C023684-Chloro-2-methylbenzenamine hydrochloride4-Chloro-2-toluidine hydrochloride5-Chloro-2-aminotoluene hydrochloride

Datenbank-Bezeichner

CAS
3165-93-3
PubChem CID
18487
DTXSID
DTXSID0020288
ChEMBL
CHEMBL3182298
UNII
1Y82DN556P
EC Number
221-627-8

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
26 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
0
Schwere Atome
10

Experimentelle und physikochemische Eigenschaften

Solubilitygreater than or equal to 100 mg/mL at 72 °F (NTP, 1992)
Melting Point198 to 201 °F (decomposes) (NTP, 1992)
Vapor Pressure0.04 [mmHg]
Physical Description · 2 Einträge

4-chloro-o-toluidine hydrochloride appears as a white crystalline solid. Toxic by skin absorption and inhalation (dust).

White solid; [CAMEO] Orange to red solid; [MSDSonline]

Physikochemische Eigenschaften

Löslichkeit
DMSO (Slightly), Methanol (Slightly)
Aggregatzustand
Solid
Farbe
Off-White
Stabilität
Hygroscopic
EPA chemische Informationen
4 · 4-Chloro-o-toluidine hydrochloride (3165-93-3)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral];H311: Toxic in contact with skin [Danger Acute toxicity, dermal];H331: Toxic if inhaled [Danger Acute toxicity, inhalation];H341: Suspected of causing genetic defects [Warning Germ cell mutagenicity];H350: May cause cancer [Danger Carcinogenicity];H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard];H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

P203, P261, P262, P264, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P316, P318, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 96.6% (28 of 29) of all reports.

Not Classified;Reported as not meeting GHS hazard criteria by 28 of 29 companies (only 3.4% companies provided GHS information). For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: Benzenamine, 4-chloro-2-methyl-, hydrochloride

Hazard Traits - Carcinogenicity;Authoritative List - EC Annex VI CMRs - Cat. 1B; NTP RoC - reasonable; Prop 65;Report - regardless of intended function of ingredient in the product

S - indicates a substance that is identified in a final Significant New Use Rule.

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Benzenamine, 4-chloro-2-methyl- and its hydrochloride: Human health tier II assessment
DOT LabelPoison
Fire Hazards · 3 Einträge

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:;Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Corrosives in contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. (ERG, 2024)

· Combustible material: may burn but does not ignite readily.;· When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards.;· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.;· Corrosives in contact with metals may evolve flammable hydrogen gas.;· Containers may explode when heated.;· Runoff may pollute waterways.;· Substance may be transported in a molten form.

· Combustible material: may burn but does not ignite readily.;· When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards.;· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.;· Corrosives in contact with metals may evolve flammable hydrogen gas.;· Containers may explode when heated.;· Runoff may pollute waterways.;· Substance may be transported in a molten form.

Health Hazards · 3 Einträge

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:;TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death. Methyl bromoacetate (UN2643) is an eye irritant/lachrymator (causes flow of tears). Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination. (ERG, 2024)

· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.;· Methyl bromoacetate (UN2643) is an eye irritant/lachrymator (causes flow of tears).;· Contact with molten substance may cause severe burns to skin and eyes.;· Avoid any skin contact.;· Fire may produce irritating, corrosive and/or toxic gases.;· Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination.

· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.;· Methyl bromoacetate (UN2643) is an eye irritant/lachrymator (causes flow of tears).;· Contact with molten substance may cause severe burns to skin and eyes.;· Avoid any skin contact.;· Fire may produce irritating, corrosive and/or toxic gases.;· Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination.

Hazards SummaryA mutagen and tumorigen; [RTECS] Emergency treatment: Methemoglobinemia; [HSDB] May cause irritation and methemoglobinemia; [MSDSonline] See 4-Chloro-o-toluidine.

Sicherheit und Schutzausrüstung

Fire Fighting · 1 Eintrag

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:;SMALL FIRE: Dry chemical, CO2 or water spray.;LARGE FIRE: Dry chemical, CO2, alcohol-resistant foam or water spray. If it can be done safely, move undamaged containers away from the area around the fire. Dike runoff from fire control for later disposal.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. (ERG, 2024)

Accidental Release Measures · 4 Einträge

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· Do not touch damaged containers or spilled material unless wearing appropriate protective clothing.;· Stop leak if you can do it without risk.;· Prevent entry into waterways, sewers, basements or confined areas.;· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.;· DO NOT GET WATER INSIDE CONTAINERS.

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· Do not touch damaged containers or spilled material unless wearing appropriate protective clothing.;· Stop leak if you can do it without risk.;· Prevent entry into waterways, sewers, basements or confined areas.;· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.;· DO NOT GET WATER INSIDE CONTAINERS.

First Aid · 3 Einträge

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.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital.;OTHER: Since this chemical is a known or suspected carcinogen you should contact a physician for advice regarding the possible long term health effects and potential recommendation for medical monitoring. Recommendations from the physician will depend upon the specific compound, its chemical, physical and toxicity properties, the exposure level, length of exposure, and the route of exposure. (NTP, 1992)

General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required.

General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required.

Exposure Control and Personal Protection · 2 Einträge

· Wear positive pressure self-contained breathing apparatus (SCBA).;· Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE.;· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.

· Wear positive pressure self-contained breathing apparatus (SCBA).;· Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE.;· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.

Storage Conditions · 1 Eintrag

PRECAUTIONS FOR "CARCINOGENS": Storage site should be as close as practical to lab in which carcinogens are to be used, so that only small quantities required for ... expt need to be carried. Carcinogens should be kept in only one section of cupboard, an explosion-proof refrigerator or freezer (depending on chemicophysical properties ...) that bears appropriate label. An inventory ... should be kept, showing quantity of carcinogen & date it was acquired ... Facilities for dispensing ... should be contiguous to storage area. /Chemical Carcinogens/

Cleanup Methods · 1 Eintrag

PRECAUTIONS FOR "CARCINOGENS": A high-efficiency particulate arrestor (HEPA) or charcoal filters can be used to minimize amt of carcinogen in exhausted air ventilated safety cabinets, lab hoods, glove boxes or animal rooms ... Filter housing that is designed so that used filters can be transferred into plastic bag without contaminating maintenance staff is avail commercially. Filters should be placed in plastic bags immediately after removal ... The plastic bag should be sealed immediately ... The sealed bag should be labelled properly ... Waste liquids ... should be placed or collected in proper containers for disposal. The lid should be secured & the bottles properly labelled. Once filled, bottles should be placed in plastic bag, so that outer surface ... is not contaminated ... The plastic bag should also be sealed & labelled. ... Broken glassware ... should be decontaminated by solvent extraction, by chemical destruction, or in specially designed incinerators. /Chemical Carcinogens/

Toxikologische Informationen

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect;NTP Carcinogen - Reasonably anticipated to be a human carcinogen.
Ongoing Test Status · 1 Eintrag

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=3165-93-3]

Medical Surveillance · 1 Eintrag

PRECAUTIONS FOR "CARCINOGENS": Whenever medical surveillance is indicated, in particular when exposure to a carcinogen has occurred, ad hoc decisions should be taken concerning ... /cytogenetic and/or other/ tests that might become useful or mandatory. /Chemical Carcinogens/

Natural Pollution Sources · 1 Eintrag

para-Chloro-ortho-toluidine and its hydrochloride are not known to occur as natural products. However, para-chloro-ortho-toluidine can be formed from chlordimeform, an insecticide and acaricide, by enzymes present in the leaves of apple seedlings as well as those of cotton plants. /para-Chloro-ortho-toluidine/

Human Toxicity Excerpts · 3 Einträge

PARA-CHLORO-ORTHO-TOLUIDINE INHIBITED RNA SYNTHESIS IN HELA CELLS. /PARA-CHLORO-ORTHO-TOLUIDINE/

Toxic by ingestion, inhalation & skin absorption.

The association between exposure to monocyclic arylamines and bladder cancer in men was studied. The subjects were 116 industrial chemical workers exposed to 4-chloro-o-toluidine for median of 14.0 years. The clinical data on the morphological diagnoses of bladder carcinoma were obtained from several hospitals and institutes. Eight cases of bladder carcinoma in this group were diagnosed between 1967 and 1985. Two workers died. All eight were exposed during a time of poor industrial hygiene. Seven had papillary urothelial carcinomas. In two cases, the malignancy was confined to D3 and G-I histological typing of the World Health Organization. The phenotype of N-acetylation showed that four patients were slow acetylators and two were fast. Three subjects were nonsmokers, one was an exsmoker, two were smokers, and the smoking habits of two were unknown. The eight cases of bladder carcinoma corresponded to a standardized incidence rate that was 72.7 times higher than expected. Also present in the facility were n-acetyl-o-toluidine, 6-chloro-o-toluidine, and o-toluidine; however, the exposure was predominatly to 4-chloro-o-toluidine. No polycyclic arylamines were used. It was concluded that the excess of urothelial carcinomas is associated with an intensive exposure to 4-chloro-o-toluidine. /4-Chloro-o-toluidine/

Carcinogen Classification · 6 Einträge

4-Chloro-o-toluidine hydrochloride

TR-165: Bioassay of 4-Chloro-o-toluidine Hydrochloride for Possible Carcinogenicity (CASRN 3165-93-3) (1979 )

12/13/78

No Evidence

No Evidence

Clear Evidence

Regulatorische Informationen

Regulatory Information · 4 Einträge

Chemical: Benzenamine, 4-chloro-2-methyl-, hydrochloride

Hazard Traits - Carcinogenicity;Authoritative List - EC Annex VI CMRs - Cat. 1B; NTP RoC - reasonable; Prop 65;Report - regardless of intended function of ingredient in the product

S - indicates a substance that is identified in a final Significant New Use Rule.

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

RCRA Requirements · 1 Eintrag

U049; As stipulated in 40 CFR 261.33, when benzenamine, 4-chloro-2-methyl-, hydrochloride as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

CERCLA Reportable Quantities · 1 Eintrag

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 100 lb or 45.4 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Sicherheitsdaten

tsca
TSCA listed
ridadr
UN 3410
RTECS-Nr.
XU5250000
risk_code
45-23/24/25-50/53-68
hazard_code
T,N
safety_code
53-45-60-61

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 1 Eintrag

Colorless, endogenous or exogenous pigment precursors that may be transformed by biological mechanisms into colored compounds; used in biochemical assays and in diagnosis as indicators, especially in the form of enzyme substrates. Synonym: chromogens (not to be confused with pigment-synthesizing bacteria also called chromogens).

Verwendung und Herstellung

Uses · 2 Einträge

Used to make azo dyes for cotton, silk, acetate, and nylon; [HSDB]

USED TO PRODUCE AZO DYES FOR COTTON, SILK, ACETATE AND NYLON.

General Manufacturing Information · 4 Einträge

Benzenamine, 4-chloro-2-methyl-, hydrochloride (1:1): ACTIVE

... NOT PERMITTED FOR USE IN COSMETICS IN THE EUROPEAN ECONOMIC COMMUNITIES.

... P-CHLORO-O-TOLUIDINE BELIEVED TO BE USED IN PRODUCTION OF CHLORDIMEFORM ... INSECTICIDE & ACARICIDE ... . /P-CHLORO-O-TOLUIDINE/

p-Chloro-o-toluidine was prepared by Beilstein & Kuhlberg in 1870 by reducing 2-nitrotoluene with tin and hydrochloric acid. It has also been prepared by the ring chlorination of o-toluidine and by the chlorination of o-acetotoluidide and saponification to the free amine. /p-Chloro-o-toluidine/

Anwendungen · 1 Eintrag

Verwendenp-Chloro-o-toluidine and its hydrochloride salt are used in manufacturing azo dyes for cotton, silk, acetate, and nylon and as intermediates in the production of the dyes C.I. 12800, pigment red 7, and pigment yellow 49 (IARC 1990, 2000). p-Chloro-o-toluidine has also been used since the 1960s in the manufacture of the pesticide (insecticide and acaricide) chlordimeform. It is believed that chlordimeformis no longer produced or used worldwide (IARC 1990).

Anbieter22 Anbieter

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