化工社化工社 化学情報印刷レポート · 研究参考用
1,3-フェニレンジアミン
1,3-フェニレンジアミン · メタフェニレンジアミン · 1,3-ジアミノベンゼン · 1,3-フェニレンビスアミン · m-ジアミノベンゼン · m-フェニレンジアミン · C.I.デベロッパー11 · 3-アミノアニリン
識別子と物理属性
| CAS No. | 108-45-2 |
|---|---|
| 分子式 | C6H8N2 |
| 平均分子量 | 108.14 g/mol |
| 単同位体質量 | 108.06874826 g/mol |
| SMILES | Nc1cccc(N)c1 |
| InChIKey | WZCQRUWWHSTZEM-UHFFFAOYSA-N |
| PubChem CID | 7935 |
| ChEMBL | CHEMBL1595914 |
| ChEBI | CHEBI:8092 |
| EC No. | 203-584-7 |
| DTXSID | DTXSID4021137 |
| 現地名 | 1,3-フェニレンジアミン |
化学・物理的性質
| XLogP | -0.3 |
|---|---|
| 極性表面積 | 52 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 0 |
| 重原子数 | 8 |
| 形式電荷 | 0 |
| 複雑度 | 64.9 |
| 物質分類 | Nitrogen Compounds -> Amines, Aromatic |
| 化粧品 | Cosmetic ingredients (m-Phenylenediamine) -> CIR (Cosmetic Ingredient Review) |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| 農薬 | Pesticide -> EPA IRIS |
| LogP（分配係数） | log Kow = -0.330.0 |
| 密度 | 1.0696 at 136 °F (NTP, 1992) - Denser than waterwill sink1.0096 g/cu cm at 58 °CDensity = 1.1391.14 g/cm³1.139 @25 °C1,139 g/cm3 |
| Color/Form | WHITE CRYSTALS BECOMING RED ON EXPOSURE TO AIRColorless needlesRHOMBIC CRYSTALS FROM ALCOHOLCOLORLESS RHOMBIC NEEDLESDark oxidation products /are/ present in compound exposed to moist air. |
| 溶解度 | less than 1 mg/mL at 66 °F (NTP, 1992)SOL IN WATER, METHANOL, ETHANOL, CHLOROFORM, ACETONE, DIMETHYLFORMAMIDE, METHYL ETHYL KETONE, DIOXANESLIGHTLY SOL IN ETHER, CARBON TETRACHLORIDE, ISOPROPANOL, DIBUTYL PHTHALATE. VERY SLIGHTLY SOL IN BENZENE, TOLUENE, XYLENE, BUTANOL.In water, 2.38X10+5 mg/l at 20 degSolubility in water: soluble350g/リットル350g/L(25℃) |
| 引火点 | 280 °F (NTP, 1992)187 °C c.c.>230 °F |
| 沸点 | 540 to 543 °F at 760 mmHg (NTP, 1992)284-287 °C540-543 °F287 °C @760 [mm Hg]282-284 °C |
| Decomposition | WHEN HEATED TO DECOMP, IT EMITS TOXIC FUMES OF NITROGEN OXIDES. |
| 融点 | 145 to 147 °F (NTP, 1992)145-147 °F62-63 °C65 °C64-66 °C |
| 蒸気密度 | 3.7 (vs air) |
| 蒸気圧 | 0.62 mm Hg ( 100 °C) |
| 屈折率 | 1.6339 |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | ペレット |
| pKa（酸解離定数） | 5.11, 2.50(at 20℃) |
| 色 | 黄色から明るい黄褐色または茶色の灰色 |
| pH | 8 (100g/l, H2O, 20℃) |
| 比熱容量 | Cp(crystal): 1.48 J/(g·K), at 25℃ |
| Merck | 14,7283 |
| BRN | 471357 |
| ヘンリー定数 | 7.9×103 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| 安定性 | AIR SENSITIVE |
| 化粧品成分の機能 | ヘアカラーリング |
| InChI | 1S/C6H8N2/c7-5-2-1-3-6(8)4-5/h1-4H,7-8H2 |
| InChIKey | WZCQRUWWHSTZEM-UHFFFAOYSA-N |
| SMILES | Nc1cccc(N)c1 |
| LogP（分配係数） | -0.39 at 20℃ |
| CAS データベース | 108-45-2(CAS DataBase Reference) |
| NISTの化学物質情報 | 1,3-Benzenediamine(108-45-2) |
| EPAの化学物質情報 | 1,3-Phenylenediamine (108-45-2) |
化学的特性
m-Phenylenediamine is a colorless to white crystalline substance that turns red upon exposure to air
安全性と法規制
| GHS 分類 | DangerH301: Toxic if swallowed [Danger Acute toxicity, oral]P203, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P318, P321, P330, P333+P317, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)H301+H311+H331 (23.9%): Toxic if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oralacute toxicity, dermalacute toxicity, inhalation] |
|---|---|
| 規制情報 | Chemical: 1,3-Benzenediamine1,3-Benzenediamine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Benzenediamine 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: Active Update: 28-05-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/143861,3-Phenylenediamine: Does not have an individual approval but may be used under an appropriate group standardThe 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.) |
| その他の安全情報 | IMAP assessments - 1,3-Benzenediamine: Human health tier II assessment |
| 輸送ラベル（DOT） | Poison |
| 火災危険 | This chemical is combustible. Dust may form explosive mixtures in air (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. |
| 火災の可能性 | FIRE POINT: 175 °C.Combustible when exposed to heat or flame. |
| 健康有害性 | SYMPTOMS: Symptoms of exposure to this chemical may include skin sensitization reactions, eye irritation and injury, skin irritation, dermatitis, blackened skin and bronchial asthma. Other symptoms may include allergic skin reactions, irritation of the mucous membranes, nose, throat and lungs, coughing, burning sensation, runny nose, sore throat, methemoglobinemia, cyanosis, headache, dizziness, drowsiness, mental confusion, pulmonary edema, kidney and liver damage, central nervous system effects and conjunctivitis. Eye contact may cause discomfort, tearing, blurring of vision, reddening, partial clouding of the cornea and swelling of the eye and surrounding tissue. Dysuria and eosinophiluria may also occur. Exposure may also result in respiratory tract irritation. |
| 有害性の概要 | In acute studies at lethal doses (650 mg/kg), animals have tremors, convulsions, cyanosis, and methemoglobinemia. In subchronic studies, rats have increased liver weights. Critical Effects are irritationConfirmed Animal Carcinogen with Unknown Relevance to Humans[ACGIH] Danger of skin sensitization[MAK] |
| 反応性グループ | Amines, Aromatic |
| EC 分類 | Symbol: T, NR: 23/24/25-36-43-50/53-68S: (1/2)-28-36/37-45-60-61 |
| UN 分類 | UN Hazard Class: 6.1UN Pack Group: III |
| Special Reports | ITC/USEPAInformation Review #102 (Draft) m-Phenylenediamine (1979)TRDB/USEPATechnical Support Document (Draft) Phenylenediamines (1984)NIOSH: Current Intelligence Bulletin 2,4-Diaminoanisole #19 (1978)TSCA CHIPs present a preliminary assessment of 1,4-Benzenediamine's potential for injury to human health & the environment (available at EPA's TSCA Assistance Office: (202) 554-1404 or (800) 424-9065).PHENYLENEDIAMINESRESPONSE TO INTERAGENCY TESTING COMMITTEEFED REGIST 47(5) 973 (1982). EVIDENCE IS GIVEN SUPPORTING TESTING OF THE CLASS OF COMPOUNDS PHENYLENEDIAMINES FOR THEIR TOXIC EFFECTS ON HUMAN HEALTH AND THE ENVIRONMENT. THE RESULTS OF TOXICITY TESTING OF 22 COMPOUNDS ARE TABULATED AS ARE THE EFFECTS FOR WHICH TESTING IS BEING CONSIDERED FOR 13 COMPOUNDS, AND THE USES OR POTENTIAL USES OF 47 PHENYLENEDIAMINES. |
| TSCA 要件 | 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. 1,3-Benzenediamine is included on this list.Manufacturers and processors of meta-phenylenedimine are required to conduct health efffects, chemical fate and environmental effects testing under TSCA section 4. |
| 消火 | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:Use water spray, powder. |
| 応急処置措置 | Fresh air, rest. Refer for medical attention.Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Refer for medical attention . |
| 応急処置 | 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. |
| 安全保管 | Separated from strong oxidants and food and feedstuffs. Keep in the dark. Well closed. |
| 保管条件 | KEEP WELL CLOSED & PROTECTED FROM LIGHT. |
| 非火災時の漏出対応 | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: |
| 処分方法 | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.Recommendable method: Incineration. Peer-review: (Peer-review conclusions of an IRPTC expert consultation (May 1985)) |
| 漏出処分 | Personal protection: complete protective clothing including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations. |
| Isolation and Evacuation | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: |
| Eye Prevention | Wear safety goggles, face shield or eye protection in combination with breathing protection. |
| Fire Prevention | NO open flames. |
| Inhalation Risk | A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °Con spraying or dispersing, however, much faster. |
| 相互作用 | Paraoxon (diethyl-p-nitrophenylphosphate) is the toxic, but non-mutagenic metabolite of the organophosphorus ester insecticide parathion. ... A mutagenic synergy when paraoxon was incubated with plant activated m-phenylenediamine (mPDA) or with direct acting 2-acetoxyacetylaminofluorene ... and Salmonella typhimurium tester strains /was discovered/. ... /With/ non-toxic concn of plant activated mPDA and paraoxon a 10-fold incr in the mutant yield of S. typhimurium was observed. The mutagenicity of the plant activated mPDA product required that O-acetyltransferase (OAT) be expressed by the S. typhimurium tester strain. However, the paraoxon dependent mutagenic synergy was observed using the direct acting arylamine metabolite, 2AAAF, with strains YG1024, TA98 and TA98/1,8-DNP6 regardless of their OAT activity. This mutagenic synergy is dependent upon the presence of an activated acetylated form of the arylamine. The data presented here demonstrate that this mutagenic synergy is limited to paraoxon and not to the parent compound (parathion) or to a major metabolite of parathion (p-nitrophenol). |
| 標的器官 | Hepatic |
| 環境中動態 | TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 16(SRC), determined from a measured log Kow of -0.33(2) and a recommended regression-derived equation(3), indicates that 1,3-benzenediamine is expected to have very high mobility in soil(SRC). However, anilines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(4,5)therefore, mobility may be much lower in some soils(SRC). Volatilization of 1,3-benzenediamine is not expected to be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 1.3X10-9 atm-cu m/mole(SRC), from its extrapolated vapor pressure, 2.1X10-3 mm Hg(6), and measured water solubility, 2.4X10+5 mg/l(7). 1,3-Benzenediamine is not expected to volatilize from dry soil surfaces based on its extrapolated vapor pressure(6). Limited biodegradation data indicate 1,3-benzenediamine may be resistant to biodegradation in soilsoil microflora did not cleave the benzene ring of 1,3-benzenediamine in 64 days(8).AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 16(SRC), determined from a measured log Kow of -0.33(2) and a recommended regression-derived equation(3), indicates that 1,3-benzenediamine is not expected to adsorb to suspended solids and sediment in water(SRC). However, aromatic amines are recognized as having a strong affinity to organic carbon, suggesting that this compound may bind strongly to suspended organic material in water(4,5). 1,3-Benzenediamine is not expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 1.3X10-9 atm-cu m/mole(SRC), derived from its extrapolated vapor pressure, 2.1X10-3 mm Hg(6), and measured water solubility, 2.4X10+5 mg/l(7). 1,3-Benzenediamine may exist partially in the ionized form at environmental pH's based on pKa values of 2.65 and 4.88 at 25 °C(8). Volatilization of the ionized form is not expected to be an important fate process(SRC). According to a classification scheme(9), BCF values of 1.3 to 4.6 and <1.6 to 24 measured for 1,3-benzenediamine in carp at 2 and 0.2 mg/l, respectively(10), suggest that bioconcentration in aquatic organisms is low(SRC). 1,3-Benzenediamine in the water column may be susceptible to significant photooxidation via hydroxyl and peroxy radicalshalf-lives for these photooxidations may be on the order of 19-30 sunlight hours(11). Aqueous screening studies indicate 1,3-benzenediamine may be susceptible to microbial degradation(SRC)60% degradation was observed after 5 days using an acclimated activated sludge inoculum(12). 1,3-Benzenediamine was reported to be toxic to 3 unacclimated sludges at concns greater than 50 ppm(13).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,3-benzenediamine, which has an extrapolated vapor pressure of 2.1X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1,3-benzenediamine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be about 1.9 hours(3,SRC). 1,3-Benzenediamine absorbs light in the environmental spectrum(4), which suggests a potential for direct photolysis in the environment(SRC). |
| 有害作用 | Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation. |
| 暴露経路 | The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion. |
| 毒性の概要 | On the basis of the animal and clinical data included in this report, the CIR Expert Panel concludes that m-Phenylenediamine and m-Phenylenediamine Sulfate are safe for use in hair dyes at concentrations of up to 10%.Safe for use in cosmetics, with qualifications |
| Signs and Symptoms | Blue lips, fingernails and skin. Confusion. Convulsions. Dizziness. Headache. Nausea. Unconsciousness.MAY BE ABSORBED! Redness. Further see Inhalation.Redness. Pain. |
| ICSC Environmental Data | The substance is toxic to aquatic organisms. |
| EPA IRIS Information | m-PhenylenediamineHepatic6 x 10 ^-3 mg/kg-day |
| Soil Adsorption/Mobility | The Koc of 1,3-benzenediamine is estimated as approximately 16(SRC), using a measured log Kow of -0.33(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 1,3-benzenediamine is expected to have very high mobility in soil(SRC). However, anilines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(4,5)therefore, mobility may be much lower in some soils(SRC). |
| TSCA Test Submissions | m-Phenylenediamine (CAS # 108-45-2) commercial grade, was evaluated for dermal carcinogenicity in 24-month skin-painting study with male and female C3H and C57BL/6 mice (40 and 20/sex/group, respectively) exposed daily to doses of 0.6 or 3.0 mg/day. Mice were sacrificed for histologic evaluation at a rate and time determined by incidence of tumor-bearing mice during the course of treatment. Study lethalities and survivors killed at termination of study were necropsied for examination of major organ systems and the brain to determine degree of substance absorption and potential systemic toxicity. Diagnosis of any gross pathology upon these analyses were confirmed histologically. In 24-month study, mortality was significantly higher in the 3 mg, B6 males, however no increased risk of skin tumors was established for either strain or sex of mice in association with treatment.meta-Phenylenediamine (CAS # 108-45-2) was evaluated for clastogenic effects in male and female Crl:CDBR mice (5-6/sex/group) following gavage dosing (2 doses, 24 hours apart) at concentrations of 0, 16, 33, and 65 mg/kg bodyweight. Five animals/sex/group were sacrificed for harvest of femur bone marrow and 1000 polychromatic erythrocytes/animal at 24 hours (all treatment groups) and 48 hours (0 and 65 mg/kg/day groups) after a second dose. Bone marrow smears were analyzed for treatment-related incidence of micronuclei in polychromatic erythrocytes. At all dose levels, in vivo observations included lethargy, half-closed eyes, and labored and/or rapid breathing. A solitary 65 mg/kg/day male found dead 24 hours after a second dose comprised the study mortality and weight loss in 33 and 65 mg/kg/day treatment groups was statistically significant. Upon cytogenetic evaluation, there was no statistically significant increase in micronucleated polychromatic erythrocytes in any treatment group relative to vehicle control (deionized water). The only statistically significant (p < 0.05Dunnett's test) finding from all bone marrow smears was a reduction in young, polychromatic erythrocytes.m-Phenylenediamine (CAS # 108-45-2) was evaluated for acute oral neurotoxicity in Crl:CDBR rats (12/sex/group) administered single gavage doses of 0, 75, 150, and 300 mg/kg (10 ml/kg in sterile water). Bodyweight, feed consumption, clinical signs, functional observational battery performance, fore-, and hindlimb grip strength, foot splay, and motor activity were assessed prior to treatment (baseline values), and at 1 hour, 24 hours, and 4 days post-treatment. Toxicity was demonstrated at all dose levels and generally to a greater extent in females. Females at the 150 and 300 mg/kg dose level, one and eight rats, respectively, were found dead prior to scheduled sacrifice, death occurring from 2-4 days after treatment. All study lethalities were found with pallor and staining. Significant weight loss within one day of dosing and persisting throughout Day 4 was common to 150 and 300 mg/kg treatment groups, while food consumption was adversely affected in a dose-related manner. A rebounding of food consumption and bodyweights was noted thereafter. Clinical signs were apparent from day of dosing and included dose-related pallor in females, and irregular head movements, coloration of urine and a tip-toe gait in males and females. The functional observational battery revealed significant general malaise, postural changes, and palpebral closure. High-dose females also showed diminished arousal. Measurements of fore- and hindlimb grip strength and foot splay were not indicative of a neurotoxicity at any treatment level. Motor activity was significantly depressed following treatment in all treatment groups relative to control (p </= .01), exhibiting a dose-related rate of recovery in the respective groups. Study authors attributed depressed motor activity to a general condition of malaise and reported no evidence of neurotoxicity.meta-Phenylenediamine (CAS # 108-45-2) was evaluated for subchronic oral neurotoxicity in male and female Crl:CDBR rats (10/sex/group) administered daily gavage doses of 0, 5, 10, and 20 mg/kg for 90 consecutive days. A functional observational battery and motor activity tests were conducted prior to dosing and at weeks 4, 8, and 13 during treatment. Male rats only exhibited minimal dose-related reductions in both horizontal (10 and 20 mg/kg groups) and vertical motor activity (20 mg/kg group) during treatment weeks 4 and 8 relative to controls. Study authors attributed these findings, which were not statistically significant, to general malaise characterized by lethargy rather than a direct effect of treatment on the central nervous system. Neuropathological evaluation at termination of study yielded no anomalies within the nervous system or skeletal muscle.For more TSCA Test Submissions (Complete) data for 1,3-BENZENEDIAMINE (8 total), please visit the HSDB record page. |
| Natural Pollution Sources | 1,3-Benzenediamine is of anthropogenic origin and is not known to be produced by natural sources. (SRC) |
| F | 8-10-23 |
| 水環境危害等級（WGK） | 2 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | SS7700000 |
| 輸送番号（UN） | UN 1673 (PHENYLENEDIAMINES (o-, m-, p-)) |
| 毒性 | LD50 in rats (mg/kg): 650 orally283 i.p. (Burnett) |
| PRTR法 | 第一種指定化学物質 |
| 税関コード | 29215119 |
| 危険文句（R） | 23/24/25-36-43-50/53-68-40 |
| 化審法 | (3)-185 優先評価化学物質 |
| 安衛法 | 変異原性物質 |
| 危険表示 | T,N |
| 安全措置（S） | 28-36/37-45-60-61-28A |
| 危険等級 | 6.1Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Muta. 2Skin Sens. 1 |
| 包装等級 | III |
| 毒劇物取締法 | 劇物 |
| 自然発火温度 | 560 °C |
| 環境リスク評価 | m-フェニレンジアミン(108-45-2) |
| 貯蔵分類 | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| 有害物質データ | 108-45-2(Hazardous Substances Data) |
用途
解説
benzenediamine．C6H8N2(108.14)．C6H4(NH2)2．ジアミノベンゼンともいう．二つのアミノ基の相対的位置によりo-，m-およびp-フェニレンジアミンの3種類の異性体がある．o-およびp-フェニレンジアミンは，それぞれ対応するニトロアニリンを還元して，m-フェニレンジアミンは，m-ジニトロベンゼンを還元してつくられる．【Ⅰ】o-フェニレンジアミン：淡褐色の板状晶．融点102～103 ℃，沸点257 ℃．Ka 3.3×10－10(25 ℃)．エタノール，エーテル，クロロホルムなどに可溶．縮合反応により種々の複素環化合物を生じ，1,2-ジケトンの検出に用いられる．LD50 1070 mg/kg(ラット，経口)．【Ⅱ】m-フェニレンジアミン：白色の結晶であるが，空気中で酸化されて赤褐色となる．融点63～64 ℃，沸点287 ℃．水，エタノールに易溶，ベンゼン，トルエンなどに難溶．イオン交換樹脂，写真用材，そのほかに使用される．LD50 650 mg/kg(ラット，経口)．【Ⅲ】p-フェニレンジアミン：板状晶．融点140 ℃，沸点267 ℃．空気中で褐色に酸化される．エタノール，クロロホルム，エーテルに可溶，冷水に微溶．毛皮や毛髪を黒く染める．N,N-ジメチル体はα-ナフトールとインドフェノール呈色を示す．LD50 80 mg/kg(ラット，経口)．これらは共通して，アゾ染料や硫化染料の中間物として広く利用されている．また，皮膚に強い刺激性をもち，発がん性の可能性がある．"森北出版「化学辞典（第2版）
用途
(1) o 体 葉状晶 (水から再結晶) ，板状晶 (クロロホルムから再結晶) 。融点 102～103℃。特殊建染め染料の中間体。 (2) m 体 菱形の結晶 (エチルアルコールから再結晶) 。融点 63～64℃。フェニレンジアミンは，アゾ系の塩基性染料，媒染染料，直接染料および酸性染料の中間体。 (3) p 体 板状晶 (エーテルから再結晶) 。融点 140℃。媒染剤の違いにより毛皮を種々の色に染められるので，毛皮の酸化染料として使われ，また毛髪の染料や木綿の捺染にも使われる。アゾ系の分散性染料，酸性染料，直接染料，硫化染料などの中間体となる。
用途
アゾ染料、白髪染、媒染剤
用途
染料、ゴム硬化剤、イオン交換樹脂、脱色樹脂、ホルムアルデヒド縮合物、ブロック重合体、織物線維、ウレタン、石油添加剤、さび止め剤、エポキシ樹脂硬化剤、毛髪染料。
使用
The appearance of the high purity of the m-phenylenediamine is snow white flake solid used as a synthetic electronic grade polyimide material and epoxy resin curing agent.
一般的な説明
Colorless or white colored needles that turn red or purple in air. Melting point 64-66 C. Density 1.14 g / cm3. Flash point 280 F. May irritate skin and eyes. Toxic by skin absorption, inhalation or ingestion. Used in aramid fiber manufacture, as a polymer additive, dye manufacturing, as a laboratory reagent, and in photography.
製法・合成法
純化方法
Purify the diamine by distillation under a vacuum followed by recrystallisation from EtOH (rhombs) and if necessary redistillation. It should be protected from light; otherwise it darkens rapidly. [Neilson et al. J Chem Soc 371 1962, IR: Katritzky & Jones J Chem Soc 3674, 2058 1959, UV: Forbes & Leckie Can J Chem 36 1371 1958.] The hydrochloride has m 277-278o, and the bis-4-chlorobenzenesulfonyl derivative has m 220-221o from H2O (214-215o, from MeOH/H2O) [Runge & Pfeiffer Chem Ber 90 1737 1957]. The acetate has m 191o. [Beilstein 13 IV 79.]