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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 8149作成日：2026年10月27日

3,3'-イミノジプロピオニトリル

3,3'-イミノジプロピオニトリル · 3,3'-イミノビスプロパンニトリル · 3,3'-イミノビス(プロピオニトリル) · 3,3'-イミノビス(プロパンニトリル) · ビス(2-シアノエチル)アミン · β,β'-イミノビスプロピオニトリル · 3,3'-イミノジプロパンニトリル · 3,3'-イミノビスプロピオニトリル

https://huagongshe.com/ja/chemical/8149

3,3'-イミノジプロピオニトリル の分子構造式

識別子と物理属性

CAS No.111-94-4
分子式C6H9N3
平均分子量123.16 g/mol
単同位体質量123.07964729 g/mol
SMILESN#CCCNCCC#N
InChIKeySBAJRGRUGUQKAF-UHFFFAOYSA-N
PubChem CID8149
ChEBICHEBI:231607
EC No.203-922-3
DTXSIDDTXSID2041464
現地名3,3'-イミノジプロピオニトリル

化学・物理的性質

XLogP-0.8
極性表面積59.6
水素結合供与体数1
水素結合受容体数3
回転可能結合数4
重原子数9
形式電荷0
複雑度126
物質分類Nitrogen Compounds -> Nitriles
SpringerMaterials PropertiesViscosity
LogP（分配係数）log Kow= -1.34
密度1.02 at 68 °F (NTP, 1992) - Denser than waterwill sink1.0165 @ 30 °C1.02 g/mL at 25 °C(lit.)
Color/FormColorless liquid
溶解度greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)Sol in water, ethanol, acetone, benzene水に溶ける。
引火点230 °F (NTP, 1992)110 °C>230 °F
沸点343 °F at 10 mmHg (NTP, 1992)173 °C @ 10 mm HgBP: 205 °C @ 25 mm Hg205 °C25 mm Hg(lit.)
DecompositionWhen heated to decomposition it emits toxic fumes of NOx and hydrogen cyanide /nitrogen oxides and cyanides/.
融点21 °F (NTP, 1992)-5.50 °C-6 °C
蒸気密度3.3 (NTP, 1992) - Heavier than airwill sink (Relative to Air)4.2 (Air= 1)
蒸気圧1 mmHg at 284 °F (NTP, 1992)0.00361 [mmHg]Vapor pressure: 1 mm Hg @ 140 °C
屈折率n20/D 1.47(lit.)
貯蔵条件2-8°C
pKa（酸解離定数）6.13±0.19(Predicted)
外観・状態clear liquid
色Colorless to Light yellow to Light orange
ヘンリー定数2.0×106 mol/(m3Pa) at 25℃, HSDB (2015)
安定性安定していますが、湿気に弱いです。水分との反応により、密封されたバイアル内の圧力が上昇する可能性があります。可燃性。強力な酸化剤とは相容れない。
InChI1S/C6H9N3/c7-3-1-5-9-6-2-4-8/h9H,1-2,5-6H2
InChIKeySBAJRGRUGUQKAF-UHFFFAOYSA-N
SMILESN#CCCNCCC#N
CAS データベース111-94-4(CAS DataBase Reference)
EPAの化学物質情報3,3'-Iminobispropanenitrile (111-94-4)

化学的特性

colourless liquid

安全性と法規制

GHS 分類DangerH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
規制情報Chemical: Propanenitrile, 3,3'-iminobis-
輸送ラベル（DOT）Class 9
火災危険This chemical is combustible. (NTP, 1992)
健康有害性SYMPTOMS: Symptoms of exposure to this compound may include irritation. It may also cause lathyrism which is characterized by paralysis of the extremities.
有害性の概要A skin irritantA severe eye irritantMay cause chronic cyanide poisoning after ingestion[HSDB] Causes somnolence and convulsions in lethal dose inhalation studies of mice[RTECS] An irritantMay cause serious eye injury[MSDSonline] See NITRILES.
反応性グループAmines, Phosphines, and Pyridines
Reactivity AlertsPolymerizable
Reactivity ProfileNitriles, such as 3,3'-IMINODIPROPIONITRILE, may polymerize in the presence of metals and some metal compounds. They are incompatible with acidsmixing nitriles with strong oxidizing acids can lead to extremely violent reactions. Nitriles are generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give carboxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents. Acetonitrile and propionitrile are soluble in water, but nitriles higher than propionitrile have low aqueous solubility. They are also insoluble in aqueous acids.
Air and Water ReactionsWater soluble. Moisture sensitive. Some 18-month old bottles of this compound exploded, probably owing to slow hydrolysis and buildup of pressure. Solutions in water are unstable above pH 4. (NTP, 1992).

用途

用途

生化学研究用試薬。有機合成原料(繊維染色剤原料)。

使用

Bis(2-cyanoethyl)amine is used as pharmaceutical intermediates.

一般的な説明

Clear colorless liquid.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Explosive Limits and PotentialA storage hazard, may explode in a sealed container.
Skin, Eye, and Respiratory IrritationsA skin and severe eye irritant.
消火Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
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.
非火災時の漏出対応SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated 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.
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.
Preventive MeasuresSRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Personal Protective Equipment (PPE)RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
相互作用THYROXINE HAS PROTECTIVE ACTION AGAINST BEHAVIORAL MANIFESTATIONS OF POISONING IN RATS WHICH IS EXERTED THROUGH AN ACTIVATION OF IDPN CONVERSION INTO ITS NONTOXIC CATABOLITE CYANOACETIC ACID. DETOXICATING MECHANISM BY WHICH THYROXINE PROTECTS AGAINST SUCH SUBSTANCES MAY BE COMMON TO ALL OF THEM, ESSENTIALLY CONSISTING IN THE DEAMINATION OF THOSE AMINO GROUPS LINKED TO THE CN RADICAL, EXISTING IN CERTAIN AMINO ACIDS OR IN COMBINATION, THAT RENDER THESE SUBSTANCES TOXIC.SC ADMIN OF 0.2 MG/G TO MALE RATS INDUCED NEUROLOGICAL SYNDROME. HIGH-PROTEIN DIETS NET PROTEINS CALORIC VALUES OF 10.1, 6.2 OR 4.6 & SC INJECTIONS OF SODIUM 6-THYROXINE 1 MUG/G DELAYED DEVELOPMENT OF SYNDROME BUT DID NOT PREVENT ITS OCCURRENCE.ADMIN OF LARGE DOSES OF IDPN TO RATS CAUSED RETINAL ANGIOPATHY & CENTRAL NERVOUS SYSTEM DISTURBANCE. ACTION OF 3 BIOFLAVONOIDS, 3',4',7-TRIHYDROXYETHYLRUTOSIDE3',4',5,7-TETRAHYDROXYETHYLRUTOSIDE & PAROVEN, A MIXTURE OF MONOHYDROXYETHYLRUTOSIDE, DIHYDROXYETHYLRUTOSIDE, TRIHYDROXYETHYLRUTOSIDE, & TETRAHYDROXYETHYLRUTOSIDE, ON EFFECTS OF IDPN WAS STUDIED. THE BIOFLAVONOIDS RETARDED DEVELOPMENT & AMELIORATED SEVERITY OF NEURAL & OCULAR SYMPTOMS PRODUCED BY LOW LEVELS OF IDPN, BUT THE PATHOLOGICAL CHANGES WERE NEVER COMPLETELY PREVENTED.ADMIN OF IDPN TO RATS IN 5 DAILY SC INJECTIONS OF 30 MG, OR IN SINGLE SC INJECTION OF 100 MG/100 G, SEVERELY DAMAGED CENTRAL NERVOUS SYSTEM & RETINAL VASCULATURE. THESE CHANGES WERE PREVENTED BY DAILY IP INJECTION 6 DAYS PRETREATMENT & 8 DAYS TREATMENT SUBSEQUENTLY OF DL-ETHIONINE 24 MG/100 G.MALE RATS WERE INJECTED SC DAILY WITH 20 MG IDPN FOR 6 DAYS. NEUROLOGICAL SYNDROMES WERE PREVENTED BY L-THYROXINE 200 GAMMA SC. BRAIN GAMMA-AMINOBUTYRIC ACID (GABA) LEVELS INCR SIGNIFICANTLY. BRAIN GLUTAMIC & ASPARTIC ACID LEVELS WERE ALSO INCR, BUT THESE INCR WERE PREVENTED BY L-THYROXINE.
環境中動態TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 4(SRC), determined from an measured log Kow of -1.34(2) and a regression-derived equation(3), indicates that beta,beta'-iminodipropionitrile is expected to have very high mobility in soil(SRC). Volatilization of beta,beta'-iminodipropionitrile from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.0X10-12 atm-cu m/mole(SRC), using a fragment constant estimation method(4). beta,beta'-Iminodipropionitrile is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 3.6X10-3 mm Hg(SRC), determined from a fragment constant method(5). Biodegradation is not expected to be a rapid fate process based upon a theoretical BOD of 1-3% in 4 weeks using an activated sludge inoculum at 30 mg/l and the Japanese MITI test(2).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 4(SRC), determined from a measured log Kow of -1.34(2) and a regression-derived equation(3), indicates that beta,beta'-iminodipropionitrile is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 5.0X10-12 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low. Biodegradation is not expected to be a rapid fate process based upon a theoretical BOD of 1-3% in 4 weeks using an activated sludge inoculum at 30 mg/l and the Japanese MITI test(2).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), beta,beta'-iminodipropionitrile, which has an estimated vapor pressure of 3.6X10-3 mm Hg at 25 deg (SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase beta,beta'-iminodipropionitrile 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 6 days(SRC), calculated from its rate constant of 2.5X10-12 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3).
有害作用Other Poison - Chemical Asphyxiant
Soil Adsorption/MobilityThe Koc of beta,beta'-iminodipropionitrile is estimated as 4(SRC), using a measured log Kow of -1.34(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that beta,beta'-iminodipropionitrile is expected to have very high mobility in soil.
Human Toxicity Excerpts...INVESTIGATED PRINCIPALLY IN CONNECTION WITH LATHYRISM, A FORM OF SPASTIC PARAPLEGIA INDUCED...AS RESULT OF EATING SEEDS OF CERTAIN PLANTS OF LATHYRUS GROUP, BUT ONLY AFTER EATING THEM FOR A LONG TIME, & ONLY WHEN THEY CONSTITUTE THE PRINCIPAL NOURISHMENT.
Artificial Pollution Sourcesbeta,beta'-Iminodipropionitrile's production and use in neurological research(1) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationAEROBIC: beta,beta'-Iminodipropionitrile, present at 100 mg/l, reached 1-3% of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/l and the Japanese MITI test(1).
Environmental BioconcentrationA BCF range of 0.2-0.4 was measured using Orange-red killifish (Oryzias latipes) and a compound concn of 1 mg/l(1). According to a classification scheme(2), this BCF range suggests the potential for bioconcentration in aquatic organisms is low(SRC).
Volatilization from Water/SoilThe Henry's Law constant for beta,beta'-iminodipropionitrile is estimated as 5.0X10-12 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that beta,beta'-iminodipropionitrile is expected to be essentially nonvolatile from water surfaces(2). beta,beta'-Iminodipropionitrile is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 3.6X10-3 mm Hg(SRC), determined from a fragment constant method(3).
Non-Human Toxicity ExcerptsThe LD50 is greater than 3 g/kg when ... given orally to mice. ... Oral LD50 in rats is 2700 mg/kg. CNS damage was apparent in 3 days, & persisted for prolonged periods. Same symptoms were noted after skin application. Damage to lens of eye was noted after oral dosage, but not after skin contact.Injection of 1-2 g/kg in rats, mice, birds & fish was followed in 2-10 days by great incr in motor activity, changes in behavioral patterns, backward walking & head twitching ... marked ... damage was found in brain.IN RABBITS, SUBCUTANEOUS INJECTION HAS CAUSED REDUCTION OF INTRAOCULAR PRESSURE WITHIN A DAY, REVERSIBLY OR IRREVERSIBLY, DEPENDING ON DOSE. LATER THERE IS GRADUAL REDUCTION OF ELECTRORETINOGRAM. .../WHEN/ APPLIED TO RABBIT EYES /IT/ HAS SLIGHT INJURIOUS EFFECT..../WHEN/ ADMIN SUBCUTANEOUSLY TO MONKEYS...GUINEA PIGS...CATS, DOGS & HAMSTERS /IT/ INDUCES OCULAR LESIONS VARYING WITH SPECIES. IN MONKEYS, ORBITAL & PALPEBRAL EDEMA ARE ALWAYS PRONOUNCED, BUT RETINAL CHANGES ARE EXCEPTIONAL.For more Non-Human Toxicity Excerpts (Complete) data for BETA,BETA'-IMINODIPROPIONITRILE (14 total), please visit the HSDB record page.
Environmental Abiotic DegradationThe rate constant for the vapor-phase reaction of beta,beta'-iminodipropionitrile with photochemically-produced hydroxyl radicals has been estimated as 2.5X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 6 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). beta,beta'-Iminodipropionitrile is not expected to undergo hydrolysis in the environment due to the absence of hydrolyzable functional groups(2). Direct photolysis is not expected due to the lack of absorption in the environmental UV spectrum (>290 nm).
Probable Routes of Human ExposureOccupational exposure to beta,beta'-iminodipropionitrile may occur through inhalation and dermal contact with this compound at workplaces where beta,beta'-iminodipropionitrile is produced or used. (SRC)
水環境危害等級（WGK）2
TSCA 収載状態TSCA listed
RTECS 番号UG2975000
輸送番号（UN）UN 3334
毒性A neurotoxic synthetic nitrile that causes proximal axonopathies in the spinal cord and brain stem. The proximal axonal swellings are due to interruption of slow axonal transport, resulting in a large accumulation of neurofilaments. Secondary to these effects is a progressive atrophy of the distal axon, secondary demyelination, and gliosis. The slow axonal transport defect appears to be selective, as little evidence for perturbations in fast axonal transport have been reported. Behaviorally, IDPN induces hyperactivity, a “waltzing syndrome,” circling and head-rolling in mice and rats. IDPN intoxication has been advanced as a model for certain motor neuron degenerative diseases such as amyotropic lateral sclerosis (ALS) and hereditary canine spinal muscular atrophy (HCSMA).
税関コード29269095
危険文句（R）36/37/38
化審法(2)-1530
消防法危-4-3-III
危険表示Xi
安全措置（S）26
毒劇物取締法劇物
貯蔵分類10 - Combustible liquids
有害物質データ111-94-4(Hazardous Substances Data)