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Propylamine
プロピルアミン · 3-プロパンアミン · プロパン-1-アミン · 1-プロパンアミン · 1-アミノプロパン · 1-プロピルアミン · n-プロピルアミン · 1-アミノプロパン(n-プロピルアミン)
識別子と物理属性
| CAS No. | 107-10-8 |
|---|---|
| 分子式 | C3H9N |
| 平均分子量 | 59.11 g/mol |
| 単同位体質量 | 59.07349929 g/mol |
| SMILES | CCCN |
| InChIKey | WGYKZJWCGVVSQN-UHFFFAOYSA-N |
| PubChem CID | 7852 |
| ChEMBL | CHEMBL14409 |
| ChEBI | CHEBI:39870 |
| EC No. | 203-462-3 |
| DTXSID | DTXSID6021878 |
| 現地名 | プロピルアミン |
化学・物理的性質
| XLogP | 0.5 |
|---|---|
| 極性表面積 | 26 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 1 |
| 重原子数 | 4 |
| 形式電荷 | 0 |
| 複雑度 | 7.2 |
| 物質分類 | Nitrogen Compounds -> Amines, AliphaticFlammable agents - 3rd degree |
| pH | Alkaline12.6 (100g/l, H2O, 20℃) |
| SpringerMaterials Properties | Boiling point |
| LogP（分配係数） | log Kow = 0.480.15 |
| 臭い | Strong ammonia odorアンモニア性の |
| 食品添加物 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 密度 | 0.7182 at 68 °F (USCG, 1999) - Less dense than waterwill float0.719 at 20 °C/20 °CRelative density (water = 1): 0.7.0.714-0.7200.7191 @25 °C0.719 g/mL at 25 °C (lit.) |
| 香味料 | EU Flavoring substances |
| Color/Form | Colorless liquid |
| 溶解度 | Very soluble in ethanol, acetonesoluble in benzene, chloroformslightly soluble in carbon tetrachlorideIn water, 1X10+6 mg/L at 25 °C1000 mg/mL at 20 °CSolubility in water: miscibleSoluble in waterSoluble (in ethanol)水：可溶0.4部(リットル)溶ける |
| 引火点 | -35 °F (USCG, 1999)BELOW -37 °C (OPEN CUP)−35 °F |
| 沸点 | 119.5 °F at 760 mmHg (USCG, 1999)48-49 °C47.00 to 48.00 °C. @ 760.00 mm Hg48 °C48 °C (lit.) |
| 融点 | -83 °C (lit.) |
| 蒸気密度 | 2 (vs air) |
| 蒸気圧 | 4.79 psi ( 20 °C) |
| 屈折率 | n20/D 1.388(lit.) |
| FEMA | 4237 | PROPYLAMINE |
| 貯蔵条件 | Store below +30°C. |
| pKa（酸解離定数） | 10.6(at 20℃) |
| 外観・状態 | 液体 |
| 比重 | 0.7173 |
| 色 | 無色透明～淡黄色 |
| においのタイプ | アンモニア性の |
| 臭気閾値 | 0.061ppm |
| 由来生物 | human blood |
| 爆発限界 | 2.1-13.6%(V) |
| 比熱容量 | Cp(liquid): 2.78 J/(g·K)Cp(gas): 1.54 J/(g·K), at 25℃ |
| JECFA Number | 1580 |
| Merck | 14,7843 |
| BRN | 1098243 |
| ヘンリー定数 | 6.6×10-1 mol/(m3Pa) at 25℃, Burkholder et al. (2019) |
| 誘電率 | 3.0(Ambient) |
| 安定性 | 安定。とても燃えやすい。低い引火点に注意してください。空気と爆発性混合物を容易に形成します。酸化剤および強酸とは相容れない。涼しく換気の良い場所に保管してください。 |
| InChI | 1S/C3H9N/c1-2-3-4/h2-4H2,1H3 |
| InChIKey | WGYKZJWCGVVSQN-UHFFFAOYSA-N |
| SMILES | CCCN |
| LogP（分配係数） | 0.55 |
| CAS データベース | 107-10-8(CAS DataBase Reference) |
| NISTの化学物質情報 | 1-Propanamine(107-10-8) |
| EPAの化学物質情報 | Propylamine (107-10-8) |
化学的特性
プロピルアミンは化学式がCH3CH2CH2NH2で表される有機化合物ですこの化合物はアミン類に分類され特有の強い臭気を持っていますアミンはアンモニアから水素原子の一部がアルキルやアリール基に置換されたものでプロピルアミンはその中でも最も単純な構造を持つ一例です
化学的特性
n-Propylamine, also known as propylamine, is a colorless liquid with a pungent odor resembling ammonia. It has strong basic properties, leading to its easy formation of salts when combined with acids. Its reactivity is similar to that described for the other short chain aliphatic amines (Astel 1961).
化学性质
ポリアクリレートにはいくつかの異なる形が存在します主なものとしてはポリメタクリル酸メチルPMMAポリアクリル酸ナトリウムPAASなどがありますPMMAは「アクリルガラス」としても知られておりその透明性と耐候性から建材や車の窓などに使われます一方でPAASは特にその吸水性能が高く評価されており土壌の水分保持材やおむつの吸収材に利用されています
安全性と法規制
| GHS 分類 | DangerH225 (99.5%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P234, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P361+P364, P363, P370+P378, P390, P403+P233, P403+P235, P405, P406, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 182 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H225: Highly Flammable liquid and vapor [Danger Flammable liquids] |
|---|---|
| 規制情報 | Chemical: 1-PropanamineCommission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)1-Propanamine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Propanamine 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: 25-04-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/19981-Propanamine: HSNO Approval: HSR001261 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.) |
| 輸送ラベル（DOT） | Flammable Liquid Corrosive |
| 火災危険 | Special Hazards of Combustion Products: Extreme danger, enter with great care. Thermal decomposition may produce nitrogen oxides, CO and/or CO2.· Flammable/combustible material.Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive. |
| 火災の可能性 | FLAMMABLE LIQUID. |
| 健康有害性 | INHALATION: Mucous membrane and respiratory tract irritation. Tracheitis, bronchitis, pneumonitis, and pulmonary edema. EYES: Severe corneal damage or complete eye destruction. SKIN: Single drop-deep necrosis. INGESTION: Corrosive to G.I. tract. (USCG, 1999)· May cause toxic effects if inhaled or ingested. |
| 有害性の概要 | Animals exposed to lethal concentrations have dyspnea and hepatitis. [ChemIDplus] Corrosive to the skin, eyes, and respiratory tractCan cause pulmonary edema at high concentrations[NJ-HSFS] Liquid may cause second or third degree burns after brief skin contact. [CHRIS] May cause halo vision at lower concentrations[CHEMINFO] |
| 輸送番号・ガイド（DOT） | 1277 132 |
| 反応性グループ | Amines, Phosphines, and Pyridines |
| UN 分類 | UN Hazard Class: 3UN Subsidiary Risks: 8UN Pack Group: II |
| RCRA 要件 | U194As stipulated in 40 CFR 261.33, when 1-propanamine, 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). |
| 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-Propanamine is included on this list. |
| Reactivity Alerts | Highly Flammable |
| 消火 | Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:Use powder, alcohol-resistant foam, water in large amounts, 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. 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 (remove contact lenses if easily possible). Refer immediately for medical attention.Rinse mouth. Do NOT induce vomiting. 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 | Call a physician.General First Aid: |
| 安全保管 | Provision to contain effluent from fire extinguishing. Fireproof. Separated from strong oxidants, strong acids and food and feedstuffs. Dry. Well closed. Store in an area without drain or sewer access. |
| Firefighting Hazards | VAPOR IS HEAVIER THAN AIR ... & MAY TRAVEL A CONSIDERABLE DISTANCE TO SOURCE OF IGNITION & FLASH BACK. |
| 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 resistant" foam, or carbon dioxide. Use water spray to keep fire-exposed containers cool. Solid streams of water may be ineffective and spread material.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, dry chemical or carbon dioxide. |
| 保管条件 | Outside or detached storage is prefered. Avoid oxidizing material, acids, and sources of halogen. Store in a cool, dry, well-ventilated location.Keep Tightly Closed. |
| 清掃方法 | Overspread/spill with/ sufficient sodium bisulfate and sprinkle /with/ water. /Ethylamine/Environmental considerations-land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents.Environmental considerations-water spill: Use natural barriers or oil spill control booms to limit spill travel. Remove trapped material with suction hoses.Environmental considerations-air spill: Apply water spray or mist to knock down vapors. |
| 非火災時の漏出対応 | Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: |
| 処分方法 | [40 CFR 240-280, 300-306, 702-799 (7/1/2006)] Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U194, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U194, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.A potential candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids. A potential candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids./Absorb small spills with paper and/ burn the paper in a suitable location away from combustible materials. Large quantities can be reclaimed or collected & atomized in suitable combustion chamber equipped with appropriate effluent gas cleaning device. |
| 生態毒性値 | EC50Species: Anabaena subcylindrica (Blue-green algae, axenic, 1-3x 10+7 cells/mL)Conditions: freshwater, static, 25 °C, pH 7.2Concentration: 0.012 ug/cell for < or = 3 hrEffect: decreased nitrogen fixationConcentration: 1.8x10-8 ug/cell for < or = 3 hrEffect: photosynthesis, oxygen productionSpecies: Chlorella ellipsoidea (Green algae, axenic)Concentration: 0.4x10-8 ug/cell for 90 minSpecies: Daphnia magna (Water flea, Lake Langedam strain, age <24 hr)Conditions: freshwater, static, 20 °C, pH 7.8-8.0, hardness 250 mg/L CaCO3, dissolved oxygen 94-99%Concentration: 100 mg/L for 24 hrEffect: intoxication, immobilizationFor more Ecotoxicity Values (Complete) data for PROPYLAMINE (7 total), please visit the HSDB record page. |
| 環境中動態 | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 43(SRC), determined from a log Kow of 0.48(2) and a regression-derived equation(3), indicates that propylamine is expected to have very high mobility in soil(SRC). The pKa of propylamine is 10.71(4), indicating that this compound will exist almost entirely in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). Volatilization of propylamine from moist soil surfaces is not expected to be an important fate process given its cationic state(SRC). Propylamine is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 310 mm Hg(6). Biodegradation of propylamine is expected to occur(7-9)a 102% theoretical BOD was measured after 13 days using a non-activated sludge inoculum(7).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 43(SRC), determined from a log Kow of 0.48(2) and a regression-derived equation(3), indicates that propylamine is not expected to adsorb to suspended solids and sediment(SRC). A pKa of 10.71(4) indicates propylamine will exist almost entirely in the cation form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process(5). According to a classification scheme(6), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation of propylamine is expected to occur(8-10)a 102% of theoretical BOD was measured after 13 days using a non-activated sludge inoculum(8).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), propylamine, which has a vapor pressure of 310 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase propylamine 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 12 hours(SRC), calculated from its rate constant of 3.3X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Propylamine does not contain chromophores that absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC). |
| 食品調査値 | The following naturally occuring concns of propylamine (in mg/kg) were detected in various food products from W Germany: fresh rutabaga, 5.0paprika, 2.3paprika brine, 10.6cucumber, 0.1-7.5pepperoni, 1.4pickled onions, 1.8celery, 2.7cheese, 2-8.7brown bread, 1.6freeze-dried coffee and coffee extract, trace-0.5(1). Propylamine has been qualitatively detected in wine, beer, rice, barley, malt, and corn(2,3). |
| 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. Serious local effects by all routes of exposure. |
| Milk Concentrations | ... The presence of volatile aliphatic amines ... in human breast milk and amniotic fluid /was measured/ to assess their role in neonatal hypergastrinemia. These volatile nitrogenous amino acid metabolites have been previously demonstrated to stimulate gastrin release in in vivo and in vitro laboratory preparations. ... The present study ... demonstrated that these gastrin-stimulatory volatile amines were present in significant concentrations in breast milk during the first several weeks after parturition and in amniotic fluid. The individual amines that were identified in both human milk and amniotic fluid samples were methylamine, dimethylamine, ethylamine, trimethylamine, propylamine, isobutylamine, and butylamine. This study provides indirect evidence to support the possibility that the hypergastrinemia measured in the fetus/neonate during the period immediately before and after birth may be attributable, in part, to the ingestion of fluid containing high concentrations of gastrin-stimulating amines. |
| 生態毒性抜粋 | /OTHER TERRESTRIAL SPECIES/ ... This research compared the toxicity and inhibition caused by three aliphatic amines (n-propylamine, ethylmethylamine, and trimethylamine) and their chlorinated derivatives. ... Acute toxicity assays were conducted by using a Microtox system with Phosphobacterium phosphoreum (also known as Vibrio fischeri) for the aliphatic amine compounds and their corresponding chlorinated derivatives, as identified by membrane introduction mass spectrometry (MIMS). Inhibition tests were conducted by using the oxygen utilization rate test with an enhanced nitrifier culture. ... Trimethylamine and n-propylamine caused greater inhibition to nitrifiers than did ethylmethylamine under similar concentrations. Nitrifier inhibition from these amines increased after chlorination. |
| Plant Concentrations | Propylamine has been identified in rice, corn, and barley(1) and occurs naturally in various species of marine algae(2). Latakia tobacco leaf has been found to contain propylamine(3). Propylamine has been detected in medicinal plant root samples collected from Nigeria, Africa, concn not specified(4). |
| Signs and Symptoms | Cough. Sore throat. Laboured breathing. Shortness of breath. Symptoms may be delayed.Redness. Pain. Serious skin burns.Watering of the eyes. Redness. Pain. Blurred vision. Severe burns. Loss of vision.Burns in mouth and throat. Burning sensation in the throat and chest. Abdominal pain. Vomiting. Diarrhoea. Shock or collapse. |
| Effluent Concentrations | A propylamine concn of 400 ppm was detected in a 1980 waste sample which was discharged into the ocean 74 km north of Arebico, Puerto Rico from a pharmaceutical manufacturer(1). In a laboratory study, propylamine was detected in the automobile exhaust of two gasoline fueled vehicles, concn not specified(2). An estimated 600 tons of propylamine are annually released in industrial effluents from industrial manufacturers (rubber chemicals, dyestuffs, pharmaceuticals, agricultural chemicals, corrosion inhibitors, textile and leather finishing resins) and users of the compound(3). |
| ICSC Environmental Data | The substance is harmful to aquatic organisms. |
| Soil Adsorption/Mobility | The Koc of propylamine is estimated as 43(SRC), using a log Kow of 0.48(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that propylamine is expected to have very high mobility in soil. The pKa of propylamine is 10.71(4), indicating that this compound will exist almost entirely in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). |
| 大気基準 | This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Propylamine is produced, as an intermediate or a final product, by process units covered under this subpart. |
| CERCLA 報告数量 | 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 5000 lb or 2270 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b). |
| F | 34 |
| 水環境危害等級（WGK） | 1 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | UH9100000 |
| 輸送番号（UN） | UN 1277 |
| 毒性 | LD50 orally in rats: 0.57 g/kg (Smyth) |
| 税関コード | 2921 19 99 |
| 危険文句（R） | 11-20/21/22-34-35-52/53 |
| 化審法 | (2)-131 |
| 消防法 | 危険物第4類第一石油類(水溶性) |
| 危険表示 | F,C |
| 安全措置（S） | 26-36/37/39-45-16-7/9-36-61 |
| 危険等級 | 3Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 4 OralEye Dam. 1Flam. Liq. 2Met. Corr. 1Skin Corr. 1BSTOT SE 3 |
| 包装等級 | II |
| 自然発火温度 | 604 °F |
| 貯蔵分類 | 3 - Flammable liquids |
| 有害物質データ | 107-10-8(Hazardous Substances Data) |
用途
解説
プロピルアミン，化学式 CH3(CH2)2NH2 。ハロゲン化プロピルに，アルコール性アンモニアを作用させてつくった塩基性液体。アンモニア臭がある。沸点 49℃。ブリタニカ国際大百科事典 小項目事典 ブリタニカ
用途
ゴム工業?染料?繊維の仕上げ剤、腐食防止剤。
使用
n-Propylamine is used as an intermediate inmany organic reactions. It has been used in the synthesis of single crystals of siliceous ferrierite.
一般的な説明
A clear colorless liquid with an ammonia-like odor. Flash point -35°F. Less dense than water and soluble in water. Vapors are heavier than air. Produces toxic oxides of nitrogen during combustion. Used in chemical analysis and to make other chemicals.
製法・合成法
調製方法
There are several methods employed in the manufacture of propylamine. Typically, ammonia and propanol are reacted over a dehydration catalyst at high temperature and pressure. Ammonia, propanol, and hydrogen can also be reacted over a dehydrogenation catalyst such as metallic silver. Propylamine can also be synthesized from propionaldehyde and ammonia with a Raney nickel catalyst (Schweizer et al 1978).
純化方法
Distil the amine from zinc dust, under reduced pressure, in an atmosphere of nitrogen. [Beilstein 4 IV 464.]