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化工社化工社 化学情報印刷レポート · 研究参考用
HCID 8111作成日:2026年10月27日

ジエチレントリアミン

ジエチレントリアミン · 2-[(2-アミノエチル)アミノ]エタンアミン · 2,2'-イミノビス(エタン-1-アミン) · 2,2'-イミノビス(エタンアミン) · N-(2-アミノエチル)-1,2-エタンジアミン · 2,2'-イミノビスエタンアミン · 1,5-ジアミノ-3-アザペンタン · 1,4,7-トリアザヘプタン

https://huagongshe.com/ja/chemical/8111

ジエチレントリアミン の分子構造式

識別子と物理属性

CAS No.111-40-0
分子式C4H13N3
平均分子量103.17 g/mol
単同位体質量103.11094742 g/mol
SMILESNCCNCCN
InChIKeyRPNUMPOLZDHAAY-UHFFFAOYSA-N
PubChem CID8111
ChEMBLCHEMBL303429
ChEBICHEBI:30629
EC No.203-865-4
DTXSIDDTXSID2025050
現地名ジエチレントリアミン

化学・物理的性質

XLogP-2.1
極性表面積64.1
水素結合供与体数3
水素結合受容体数3
回転可能結合数4
重原子数7
形式電荷0
複雑度26.1
物質分類Nitrogen Compounds -> Amines, AliphaticCorrosives
pHSTRONGLY ALKALINE>12 (100g/l, H2O, 20℃)
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP(分配係数)-1.3
臭いAMMONIACAL ODOR... Strong, ammonia-like odor ...強いアンモニア性弱アンモニア性。
食品添加物PROCESSING AID -> FDA Substance added to food
密度0.954 at 68 °F (USCG, 1999) - Less dense than waterwill float0.9586 @ 20 °C/20 °CRelative density (water = 1): 0.960.9586 @ 20°C0.955 g/mL at 25 °C(lit.)
Viscosity0.0714 POISE @ 20 °C
Color/FormYELLOW LIQUIDColorless liquidColorless to yellow liquid ... [Note: Hygroscopic (i.e., absorbs moisture from the air)].
溶解度Very soluble (NTP, 1992)SOL IN ALL PROP IN WATER & ALCINSOL IN ETHERSOL IN PETROLEUM ETHERSOL IN HYDROCARBONSmiscible with water, methanol, acetone, ether, and benzene, but insoluble in heptanewater solubility = 1X10+6 mg/l1000 mg/mLChloroform (Soluble), Methanol (Slightly)混和性
引火点215 °F (NTP, 1992)101 °C101.7 °C (Open cup)97 °C c.c., 102 °C o.c.208 °F90 °C
沸点405 °F at 760 mmHg (NTP, 1992)207 °C @ 760 MM HG207.00 °C. @ 760.00 mm Hg207 °C @760 [mm Hg]206 °C
融点-40 °C
蒸気密度3.6 (vs air)
蒸気圧0.08 mm Hg ( 20 °C)
屈折率n20/D 1.484(lit.)
貯蔵条件Store below +30°C.
pKa(酸解離定数)pK1:4.42(+3)pK2:9.21(+2)pK3:10.02(+1) (25°C)
外観・状態液体
色クリア
爆発限界1-10%(V)
比熱容量Cp(liquid): 2.46 J/(g·K), at 25℃
BRN605314
ヘンリー定数9.9×108 mol/(m3Pa) at 25℃, HSDB (2015)
安定性安定していますが、空気中の二酸化炭素を吸収します。強力な酸化剤、銅およびその合金とは相容れない。
InChI1S/C4H13N3/c5-1-3-7-4-2-6/h7H,1-6H2
InChIKeyRPNUMPOLZDHAAY-UHFFFAOYSA-N
SMILESNCCNCCN
LogP(分配係数)-1.58 at 20℃
CAS データベース111-40-0(CAS DataBase Reference)
NISTの化学物質情報1,2-Ethanediamine, N-(2-aminoethyl)-(111-40-0)
EPAの化学物質情報Diethylenetriamine (111-40-0)

化学的特性

Diethylenetriamine is a corrosive yellow liquid and a solvent. It has a strong ammonia odor and is prone to absorbing moisture. It can dissolve in water, acetone, benzene, ether, methanol, but is not soluble in n-heptane.

安全性と法規制

GHS 分類DangerH302: Harmful if swallowed [Warning Acute toxicity, oral]P260, P261, P264, P270, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for < 0.1% (2 of 3716) of reports.H302 (> 99.9%): Harmful if swallowed [Warning Acute toxicity, oral]
規制情報Chemical: 1,2-Ethanediamine, N-(2-aminoethyl)-1,2-Ethanediamine, N1-(2-aminoethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Ethanediamine, N1-(2-aminoethyl)- 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: 14-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15883Diethylene triamine: HSNO Approval: HSR002966 Approved with controlsThe 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 - 1,2-Ethanediamine, N-(2-aminoethyl)-: Environment tier I assessment
輸送ラベル(DOT)Corrosive
火災危険Special Hazards of Combustion Products: Irritating vapors are generated when heated. (USCG, 1999)· Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes.Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 97 °C explosive vapour/air mixtures may be formed.
火災の可能性LOW, WHEN EXPOSED TO HEAT OR FLAME
健康有害性Prolonged breathing of vapors may cause asthma. Liquid burns skin and eyes. A skin rash can form. (USCG, 1999)· TOXIC and/or CORROSIVEinhalation, ingestion or skin contact with material may cause severe injury or death.
有害性の概要Corrosive to skin[Quick CPC] Liquid causes first degree burns on short exposure

用途

解説

ジエチレントリアミン (英: Diethylenetriamine) とは、化学式C4H13N3、示性式HN(CH2CH2NH2)2であらわされる有機化合物です。 一級アミンに分類される化合物であり、別名には、2,2′-イミノジエチルアミン、2,2′-ジアミノジエチルアミン、ビス(2-アミノエチル)アミンなどの名称が有り、DETAと略されることもあります。CAS登録番号は、111-40-0です。 化学的性質はエチレンジアミンに類似しており、同じような用途で用いられます。分子骨格はジエチレングリコールに類似していると捉えられることもあります。

用途

繊維関係(防しわ剤、界面活性剤、染料固着剤)、紙の湿潤強化剤、農薬関係(殺菌剤、殺虫剤、除草剤)、キレート剤、コーティング材、接着剤、イオン交換樹脂、ゴム薬品、ロケットの液体燃料、エポキシ樹脂硬化剤

用途

有機合成原料。

用途

繊維関係、農薬原料

説明

Diethylenetriamine is a hardener in epoxy resins of the Bisphenol A type. It has been reported as a sensitizer in ultrasonic baths for cleaning jewels, in synthetic lubricants and in carbonless copy paper.

一般的な説明

A yellow liquid with an ammonia-like odor. Less dense than water. Corrosive to metals and tissue. Vapors heavier than air. Burns, although possibly difficult to igntie. Toxic oxides of nitrogen produced during combustion. Used as a solvent for plastics and dyes and in chemical synthesis.

使用用途

ジエチレントリアミンの主な使用用途は、紙湿潤強化剤、エポキシ樹脂硬化剤、、、繊維処理剤、有機合成材料などです。このうち紙湿潤強化剤は、最も多くのジエチレントリアミンを消費している用途です。 ジエチレントリアミンをと反応させ、エピクロルヒドリンを付加することによって合成されるポリアミド樹脂に使用されています。繊維処理剤としては、防しわ剤、界面活性剤、染料固着剤などの製品があります。 また、農薬関係では、殺菌剤、殺虫剤、除草剤などの用途でも用いられる物質です。特に身近な使用用途としては、エポキシ樹脂系のや熱硬化樹脂の硬化剤が挙げられます。これらの製品はジエチレントリアミンがエポキシド基と反応することによって、架橋構造が形成される原理を利用したものです。

製法・合成法

調製方法

Diethylenetriamine is produced by the reaction of ethylene dichloride with ammonia. Diethylenetriamine is used in biological studies, for polyamines inhibition to carbonic anhydrases by anchoring to the zinc-coordinated water molecule.

純化方法

Dry the amine with Na and distil, preferably under reduced pressure, or in a stream of N2. [Beilstein 4 IV 1284.]

[CHRIS] DETA can cause severe corneal injuries and sensitization of the skin and respiratory tract. [ACGIH] Allergic contact dermatitis reported in workers using ultrasonic baths, synthetic lubricants, and carbonless copy paper. [Kanerva, p. 1782] Repeated or prolonged contact may cause skin sensitization or asthma. Inhalation may cause pulmonary edema. [ICSC] Prolonged inhalation can cause asthma. [CAMEO] Danger of skin sensitization
[MAK]
輸送番号・ガイド(DOT)2079 154
反応性グループAmines, Phosphines, and Pyridines
EC 分類Symbol: CR: 21/22-34-43S: (1/2)-26-36/37/39-45
TSCA 要件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 in 51 FR 41329.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. Diethylenetriamine is included on this list.
Reactivity ProfileDIETHYLENETRIAMINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
消火Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:Use water spray, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
応急処置措置Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer immediately for medical attention.First rinse with plenty of water for at least 15 minutes, then remove contaminated clothes and rinse again. Refer immediately for medical attention .Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer immediately for medical attention.Rinse mouth. Do NOT induce vomiting. Rest. Refer immediately for medical attention.
漏出応急措置· 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.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
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.General First Aid:(General first aid procedures)
安全保管Separated from strong oxidants, acids, organic nitro compounds and food and feedstuffs. Keep in a well-ventilated room.
暴露管理・個人防護· Wear positive pressure self-contained breathing apparatus (SCBA).
消火手順Use water spray, dry chemical, alcohol foam or carbon dioxide. Discharge is effective for cooling of container, dilution, prevention of spread of the fire.If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, carbon dioxide or dry chemical.Wear goggles, self-contained breathing apparatus, and rubber overclothing (including gloves). ... Water or foam may cause frothing.
保管条件Protect containers against physical damage. Store in cool, dark, well-ventilated place away from sources of ignition.
清掃方法Overspread sufficient sodium bisulfate and sprinkle water. Drain into the sewer with abundant water.
非火災時の漏出対応Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-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.Incinerate in admixture with flammable solvent in furnace equipped with afterburner and scrubber. Recommendable method: Incineration. Peer-review: Mix with excess fuel due to low carbon content and high nitrogen content. (Peer-review conclusions of an IRPTC expert consultation (May 1985))
漏出処分Personal protection: complete protective clothing including self-contained breathing apparatus. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.
標的器官Eyes, skin, respiratory system
環境中動態TERRESTRIAL FATE: If released on land, diethylenetriamine would principally leach into the ground. The only circumstance where biodegradation would be significant is where the microorganisms at the site are well acclimated. Some of the diethylenetriamine may volatilize from the soil surface. (SRC)AQUATIC FATE: The fate of diethylenetriamine released into water is unknown. Volatilization and adsorption to sediment will not be significant loss mechanisms. Biodegradation would not be expected to be significant unless the microorganisms at the site were well acclimated. (SRC)ATMOSPHERIC FATE: Diethylenetriamine emitted to the atmosphere will degrade by reaction with photochemically produced hydroxyl radicals. The estimated half-life for this reaction is 2.7 hr(1,SRC).
有害作用Dermatotoxin - Skin burns.
暴露経路The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.inhalation, skin absorption, ingestion, skin and/or eye contact
Signs and SymptomsSore throat. Cough. Burning sensation. Laboured breathing. Symptoms may be delayed.Pain. Serious skin burns.Pain. Severe deep burns. Loss of vision.Burning sensation. Abdominal pain. Shock or collapse.irritation eyes, skin, mucous membrane, upper respiratory systemdermatitis, skin sensitizationeye, skin necrosiscough, dyspnea (breathing difficulty), pulmonary sensitization
ICSC Environmental DataEnvironmental effects of the substance have been adequately investigated, but no significant effects have been found.
Medical Surveillance/Protect/ from exposure those individuals with allergies and diseases of skin and lungs.
Soil Adsorption/MobilityThe Koc for diethylenetriamine estimated from molecular structure is 88(1). Therefore, it would not be expected to adsorb significantly to soil or sediment. According to a suggested classification scheme(2), this estimated Koc suggests that diethylenetriamine would be highly mobile in soil(SRC).
TSCA Test SubmissionsThe mutagenicity of diethylenetriamine (DETA) was evaluated in Salmonella tester strains TA98, TA100, TA1535, TA1537 and TA1538, both in the presence and absence of added metabolic activation by Aroclor-induced rat liver S9 fraction. Based on preliminary bacterial toxicity determinations, DETA, diluted with water, was tested for mutagenicity at concentrations up to 10 ul/plate using the quantitative overlay method. DETA caused a reproducible increase in revertants without activation in bacterial testers strain TA1537 at all concentrations tested ranging from 0.001 - 10 ul/plate and in tester strain TA1538 without activation at 0.01, 1, 5, and 10 ul/plate. No dose related response was obtained. DETA did not cause a reproducible positive response in any of the other bacterial tester strains, either with or without activation, or in strains TA1537 and TA1538 with activation.The mutagenicity of diethylenetriamine (DETA) was evaluated in Salmonella bacterial tester strains TA98, TA100, TA1535, TA1537 and TA1538, and the yeast Saccharomyces cerevisiae tester strain D4, both in the presence and absence of added metabolic activation by Aroclor-induced rat liver S9 fraction. Based on preliminary bacterial toxicity determinations, DETA, diluted with DMSO, was tested for mutagenicity at concentrations up to 10 ul/plate using the agar incorporation method. DETA did not cause a positive response in any of the bacterial or yeast tester strains, either with or without metabolic activation.The ability of diethylenetriamine (DETA) to induce mutations at the HGPRT gene locus in Chinese Hamster Ovary (CHO) cells in vitro was evaluated in the presence and absence of Aroclor-induced rat liver S9 metabolic activation. Based on preliminary toxicity determinations, DETA was tested for mutagenicity at 6 concentrations over the range of 0.0125 - 0.400% (v/v), with cell survival ranging from 80 - 101% without activation and 110 - 135% with activation. There were no significant differences between treated and control cultures with respect to mutation frequencies at any of the concentrations tested, either with or without activation.The effect of diethylenetriamine (high purity grade) was examined in the rat hepatocyte primary culture/DNA repair assay following administration at concentrations ranging from 1x10E-4 to 0.1% (v/v). The test article induced statistically significant (Duncans MR analysis, p <0.05), but non-dose related increases in the amount of radioactive label bound to isolated nuclear DNA at the 1x10E-4 and 3x10E-3 % levels, and an increase in the amount of radioactive label bound to nuclei at the 1x10E-4 level. In a preliminary cytotoxicity test, all cells died when exposed to 0.4% diethylenetriamine.For more TSCA Test Submissions (Complete) data for DIETHYLENETRIAMINE (11 total), please visit the HSDB record page.
Human Toxicity ExcerptsDiethylenetriamine is characterized by its capacity to cause severe corneal injury and pulmonary and cutaneous sensitization in humans. Solutions of from 15% to 100% caused lasting corneal damage5% only minor injuryand unless properly controlled, the vapor and liquid cause sensitization of the respiratory tract and skin with relatively high frequency. Pulmonary and cutaneous sensitization occur with relatively high frequency unless adequate measures are taken to control all contacts. ... Little exposure is necessary in some cases to induce a high degree of sensitivity.IT IS A POTENT PRIMARY SKIN IRRITANT, CAUSING EDEMA & SOMETIMES NECROSIS. THE SKIN IRRITATION IS FREQUENTLY COMPLICATED BY A HIGH INCIDENCE OF ALLERGIC SKIN SENSITIZATION. THE MAJORITY OF WORKERS CHRONICALLY EXPOSED TO IT BECOME SENSITIZED.Symptoms: Conjunctivitis, keratitis (inflammation of the cornea), dermatitis, irritation of respiratory tractasthmatic breathing, nausea, vomiting.In addition to being an irritant, the polyamines typified by ... diethylenetriamine ... have been reported to cause dermal and pulmonary sensitization.For more Human Toxicity Excerpts (Complete) data for DIETHYLENETRIAMINE (6 total), please visit the HSDB record page.
Artificial Pollution SourcesDiethylenetriamine may be released in emissions and wastewater during its manufacture and use as a chemical intermediate in the manufacture of wet strength resins, surfactant-softeners, corrosion inhibitors, gas and lube additives, epoxy curing agents, chelating agents, polyamide resins, and asphalt emulsifiers(1). Spills during transport, storage and use would also result in releases(SRC).
Environmental BiodegradationChemicals containing two terminal amino groups on a noncyclic compound are associated with persistance in 5-day BOD tests(4). Diamines, such as diethylenetriamine, in which the 2 nitrogen groups were not separated by at least 3 carbon atoms were recalcitrant and did not support bacterial growth as a sole source of carbon, nitrogen, and energy(6). No degradation of diethylenetriamine was observed in a 5-day BOD test using an acclimated sewage inoculum(4). Diethylenetriamine is listed as resistant to biodegradation according to the biodegradability test of the Japanese Ministry of International Trade and Industry(1). This test utilizes a mixed inoculum containing sewage, soil and surface water. The BOD was 0% of theoretical in 20 days when incubated with sewage(2). However, the BOD increased to 70% theoretical when an inoculum composed of treated petrochemical effluent, sewage and soil was used that had previously been acclimated for 45-60 days(2). In other BOD tests, 55% of the diethylenetriamine in wastewater biodegraded in 6 weeks(3) and 0% degraded in 2 weeks(5).
職業暴露区分(OEB)B
職業暴露限界(OEL)TWA: 1 ppm (4 mg/m3) [skin]
水環境危害等級(WGK)2
TSCA 収載状態TSCA listed
RTECS 番号IE1225000
輸送番号(UN)UN 2079
毒性LD50 orally in Rabbit: 1540 mg/kg
税関コード29212900
危険文句(R)21/22-34-43-37-26
化審法(2)-159
安衛法57,57-2
消防法危険物第4類第三石油類(水溶性)
危険表示C,T+
安全措置(S)26-36/37/39-45-28
危険等級8Acute Tox. 2 InhalationAcute Tox. 4 DermalAcute Tox. 4 OralEye Dam. 1Skin Corr. 1BSkin Sens. 1BSTOT SE 3
包装等級II
毒劇物取締法劇物
自然発火温度676 °F
環境リスク評価N-(2-アミノエチル)-1,2-エタンジアミン(111-40-0)
貯蔵分類6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
有害物質データ111-40-0(Hazardous Substances Data)