3,4-디아미노톨루엔

3,4-Diaminotoluene

HCID 10332CAS 496-72-0

기본 정보

표준 SMILES
Cc1ccc(N)c(N)c1
InChIKey
DGRGLKZMKWPMOH-UHFFFAOYSA-N
분자식
C7H10N2
평균 분자량
122.17 g/mol
단동위원소 질량
122.08439832

개요

3,4-diaminotoluene appears as a colorless to brownish purple crystalline solid. Toxic by ingestion and inhalation and an irritant to skin and eyes. Soluble in water, alcohol and ether. Decomposes to emit toxic oxides of nitrogen when heated to high temperature. Used in making dyes.

이름 및 식별자

우선 이름
3,4-Diaminotoluene
IUPAC
4-methylbenzene-1,2-diamine
현지명
3,4-디아미노톨루엔
영어명
3,4-Diaminotoluene
분자식
C7H10N2
분자량
122.17

이름 및 동의어

3,4-DIAMINOTOLUENE496-72-04-Methyl-o-phenylenediamine1,2-Benzenediamine, 4-methyl-Toluene-3,4-diamine4-Methyl-1,2-benzenediamine4-Methyl-1,2-phenylenediamine3,4-Tolylenediamine1,2-Diamino-4-methylbenzene4-Methyl-1,2-diaminobenzene3,4-Toluylenediamine3,4-Diamino-1-methylbenzene
이름 더 보기
3,4-다이아미노톨루엔3,4-디아미노톨루엔톨루엔-3,4-디아민톨루엔-3,4-다이아민톨루엔-3,4-다이아민및그염류,염모제로사용될때톨루엔-3,4-다이아민및그염류1,2-다이아미노-4-메틸벤젠1,2-벤젠다이아민, 4-메틸-2-아미노-4-메틸아닐린2-아미노-5-메틸아닐린3,4-다이아미노-1-메틸벤젠3,4-디아미노메틸-벤젠3,4-톨루엔다이아민3,4-톨루일렌디아민4-메틸-1,2-벤젠디아민4-메틸-o-페닐렌다이아민페닐렌-1,2-다이아민, 4-메틸-o-Toluenediamine3,4-DATJACS-496-72-03.4-Diaminotol3,4-TOLUOLDIAMINE3,4-Dhamphetamine3,4-TOLUENEDIAMINE
NSC 1495CCRIS 4611DTXSID9024930HSDB 6070EINECS 207-826-2OE7HJ54P5CBRN 05079653,4-DIAMINOTOLUENE [HSDB]

데이터베이스 식별자

CAS
496-72-0
PubChem CID
10332
DTXSID
DTXSID9024930
ChEMBL
CHEMBL1319452
UNII
OE7HJ54P5C
EC Number
105-428-2、207-826-2
Nikkaji
J93.148I

물성

구조 계산 물성

XLogP
0.6
극성 표면적
52 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
2
회전 가능 결합 수
0
무거운 원자 수
9

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Amines, Aromatic
Cosmetics · 2건

Cosmetic ingredients (Toluene-3,4-Diamine) -> CIR (Cosmetic Ingredient Review)

Hair dyeing

LogP0.66
Color/FormLEAFLETS FROM PETROLEUM ETHER
Solubility · 2건

less than 1 mg/mL at 63 °F (NTP, 1992)

VERY SOL IN WATER

Boiling Point · 2건

509 °F at 760 mmHg (Sublimes) (NTP, 1992)

265 °C (sublimes)

물리화학적 성질

녹는점
87 · 87-89 °C (lit.)
끓는 점
155 · 155-156 °C/18 mmHg (lit.)
밀도
1.2207 · 1.2207 (rough estimate)
굴절률
1.5103 · 1.5103 (estimate)
인화점
155 · 155-156°C/18mm
저장 조건
Keep in dark place,Inert atmosphere,Room temperature

화학적 성질

Off-white small blocks

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H301 (79.1%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 287 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

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

유해성 정보

Regulatory Information · 4건

Chemical: 1,2-Benzenediamine, 4-methyl-

1,2-Benzenediamine, 4-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Benzenediamine, 4-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Cease Manufacture Update: 15-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24139

4-Methyl-1,2-phenylenediamine: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Ortho-toluenediamines: Human health tier II assessment
DOT LabelPoison
Fire HazardsFlash point data for this chemical are not available. It is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include skin and eye irritation.
Hazards Summary · 1건

External application to rabbit eyes scored 7 on a scale of 1-10 (10 being most severe) for degree of injury (2,3/3,4 mixture); Emergency treatment: Methemoglobinemia; [HSDB] A skin and eye irritant; [CAMEO] An irritant; Harmful by ingestion, inhalation, or skin absorption; [Aldrich MSDS] See 2,4-Diaminotoluene.

안전 및 보호

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1건

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.

Fire Fighting Procedures · 1건

If material involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use "alcohol" foam, dry chemical or carbon dioxide. Apply water from as far a distance as possible. Keep run-off water out of sewers and water sources. /2,4-Toluenediamine/

Storage Conditions · 1건

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 · 1건

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/

Nonfire Spill Response · 1건

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a 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.

독성 정보

Interactions · 1건

3,4-TOLUENEDIAMINE WAS TESTED FOR ITS ABILITY TO ENHANCE THE TRANSFORMATION OF PRIMARY HAMSTER EMBRYO CELLS BY SIMIAN ADENOVIRUS 7 WHEN ADMINISTERED PRIOR TO OR AFTER VIRUS INOCULATION AND FOR THEIR ABILITY TO TRANSFORM SECONDARY HAMSTER EMBRYO CELLS. 3,4-TOLUENEDIAMINE WAS ACTIVE WHEN ADDED PRIOR TO SIMIAN ADENOVIRUS 7 AND ALSO WHEN GIVEN AFTER THE VIRUS.

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Toxicity Summary · 2건

On the basis of the data presented in this report the CIR Expert Panel concludes that toluene-2,5-diamine and toluene-2,5-diamine sulfate are safe as hair dye ingredients in the present practices of use and concentration as described in this safety assessment, but the availaale data are insufficient to support the safety of toluene-3,4 diamine as a hair dye ingredient

The available data are insufficient to support safety

Medical Surveillance · 1건

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/

TSCA Test Submissions · 5건

The ability of 3,4-toluenediamine to induce morphological transformation in Syrian golden hamster embryo cells (Cell Transformation Assay) was evaluated prior to and after Simian adenovirus 7 inoculation. 3,4-Toluenediamine was tested in duplicate at concentrations of 12.5, 25, 50, 100 or 200ug/ml prior to virus inoculation, resulting in a range of 67% to 15% relative survival (trial I) and 96% to 23% relative survival (trial II). Assays performed after virus inoculation at concentrations of 10, 18, 32, 56 or 100ug/ml, resulting in a range of 60% to 0% relative survival. A second series of assays was performed at concentrations 20, 36, 63, 112 or 200ug/ml after virus inoculation, resulting in a range of 47% to 0% relative survival. All treatments produced greater transformation frequencies (p < 0.01) relative to the negative control. A dose-response relationship was also observed.

The ability of 3,4-toluene diamine to induce morphological transformation was evaluated in secondary Syrian hamster embryo cells (Cell Transformation Assay). Results were not statistically calculated, but were based on the sensitivity of the positive control (benzo(a)pyrene). 3,4-Toluene diamine was tested at concentrations of 2.5, 5.0, 10 or 20ug/ml, with relative cell survival ranging from 100% to 0%. Under highly sensitive conditions (positive control highly active), at least one transformed foci was observed at all treatments under 20ug/ml. A second experiment tested concentrations of 10, 15, 22, 33 or 50ug/ml, resulting in a range of 74% to 25% relative survival. Under less sensitive conditions (positive control weakly active), no transformed foci were observed in any of the treatment groups. 3,4-Toluene diamine was considered to be weakly active in the transformation assay.

The ability of 3,4-toluene diamine to induce 6-thioguanine resistant mutants in Chinese hamster ovary (CHO) cells was evaluated in the presence and absence of Aroclor-induced rat liver S9 metabolic activation. Nonactivated cultures were tested at concentration up to 500ug/ml, and activated cultures were tested up to 1,000ug/ml. Choice of test concentrations and relative growth after treatment were not reported. 3,4-Toluene diamine produced mutant frequencies greater than the negative control with and without metabolic activation, and a dose-response relationship was observed.

The ability of 3,4-diaminotoluene to induce specific locus mutations at the TK locus in cultured L5178Y mouse lymphoma cells (Mouse Lymphoma Mutagenicity Assay) was evaluated in the presence and absence of Aroclor-induced rat liver S9 metabolic activation. Based on preliminary toxicity tests, nonactivated cultures were treated with concentrations ranging from 0.239ug/ml to 37.5ug/ml, producing a range of 38.8 to 1.0% relative growth. Five S9 activated cultures treated with concentrations up to 150ug/ml produced a range of 49 to 3% relative growth. 3,4-Diaminotoluene produced mutant frequencies significantly greater than the solvent control (DMSO) with and without metabolic activation.

For more TSCA Test Submissions (Complete) data for 3,4-DIAMINOTOLUENE (7 total), please visit the HSDB record page.

Human Toxicity Excerpts · 3건

... Toluenediamine used as a dye on the eyelashes is reported in one instance to have caused keratoconjunctivitis and blepharitis with opacities of the cornea which gradually cleared in the course of several weeks. /Toluenediamine/

A POTENT SKIN SENSITIZER. ... PRODUCES SEVERAL LOCAL REACTIONS & SYSTEMIC EFFECTS FROM PERCUTANEOUS ABSORPTION & FROM INGESTION. LOCAL ACTIONS INCL SEVERE DERMATITIS & URTICARIA. IN THE EYE, CHEMOSIS, LACRIMATION, EXOPHTHALMOS, OPHTHALMIA & EVEN PERMANENT BLINDNESS. SYSTEMIC ACTIONS INCLUDE ASTHMA, GASTRITIS (REGARDLESS OF PORTAL OF ENTRY), RISE IN BLOOD PRESSURE, TRANSUDATION INTO SEROUS CAVITIES, VERTIGO, TREMORS, CONVULSIONS, & COMA. /PHENYLENEDIAMINE/

... There have been variable reports of decreased sperm count or normal sperm count with toluene diamine ... . /Toluenediamine/

규제 정보

TSCA Requirements · 2건

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 1,2-Benezenediamine, 4-methyl- included on this list.

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble of the 51 FR 41329.

CERCLA Reportable Quantities · 1건

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 10 lb or 4.54 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).

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
XS9820000
ridadr
UN 2811
HS 번호
29215119
risk_code
20/21/22-36/37/38-52/53-40-36-22

화학 및 산업

약리 정보

Mechanism of Action · 1건

The substituted-benzenediamines appear to be least active when the amino groups are para to one another, whereas activity increases when the para position is occupied by a nonamino substituent. Activity also tends to increase as the two amino groups become ortho to the substituted group. The degree of activity may be explained by the capacity of N-acetyltransferase to interact with particular amino groups of the substituted-benzenediamines, leading to their detoxification.

용도 및 제조

Uses · 6건

CIR ingredient: Toluene-3,4-Diamine

Used as a chemical intermediate, research chemical, and component in hair dyes; [HSDB] Only commercially available as 40:60 mixture of the ortho (2,3- and 3,4) isomers used as co-reactants or raw materials in the production of dyes, corrosion inhibitors, urethane products, and rubber antioxidants; Also used to lesser extent to make mercaptotoluimidazole and its zinc salt (specialty antioxidants in nitrile rubber elastomers) and as substitute for o-phenylenediamine in epoxy resin curing; The commercial mixture may be represented by CAS #'s 25376-45-8 and 26966-75-6 (although these CAS #'s may also be used for other isomeric mixtures); [OECD SIDS]

Dressing Hair [Category: Other]

CHEM INT FOR TOLYLTRIAZOLE USED AS A CORROSION INHIBITOR

CHEM INT FOR ANTIOXIDANTS, EG, BENZIMIDAZOLETHIOL DERIVS

RESEARCH CHEMICAL

U.S. Production · 3건

2023: 4,000,000 - <5,500,000 lb

(1977) AT LEAST 1.86X10+8 GRAMS

(1981) PROBABLY GREATER THAN 2.27X10+6 GRAMS

Industry UsesPolymerization promoter
Methods of Manufacturing · 2건

Aminotoluenes are formed by reduction of the corresponding nitrotoluenes.

NITRATION OF M-NITROTOLUENE FOLLOWED BY CATALYTIC HYDROGENATION; BYPRODUCT IN THE MFR OF 2,4- & 2,6-TOLUENEDIAMINE (CHEM INTS FOR TOLUENE DIISOCYANATE)

Formulations/Preparations65:35 MIXT OF 3,4- & 2,3-DIAMINOTOLUENES & 2,4-DIAMINOTOLUENE
Use ClassificationCosmetics -> Hair dyeing
응용 분야 · 2건

용도5-Methylbenzotriazole intermediate.

일반 설명A colorless to brownish purple crystalline solid. Toxic by ingestion and inhalation and an irritant to skin and eyes. Soluble in water, alcohol and ether. Decomposes to emit toxic oxides of nitrogen when heated to high temperature. Used in making dyes.

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [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]
南京科朗科技有限公司025-58748998 18951874644 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

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