化工社化工社 化学情報印刷レポート · 研究参考用
ベンジルアミン
ベンジルアミン · モリンギン · アミノメチルベンゼン · ω-アミノトルエン · (アミノメチル)ベンゼン · アミノトルエン · フェニルメタンアミン · ベンゼンメタンアミン
識別子と物理属性
| CAS No. | 100-46-9 |
|---|---|
| 分子式 | C7H9N |
| 平均分子量 | 107.15 g/mol |
| 単同位体質量 | 107.07349929 g/mol |
| SMILES | NCc1ccccc1 |
| InChIKey | WGQKYBSKWIADBV-UHFFFAOYSA-N |
| PubChem CID | 7504 |
| ChEMBL | CHEMBL522 |
| ChEBI | CHEBI:40538 |
| EC No. | 202-854-1 |
| DTXSID | DTXSID5021839 |
| 現地名 | ベンジルアミン |
化学・物理的性質
| XLogP | 1.1 |
|---|---|
| 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 | 8 |
| 形式電荷 | 0 |
| 複雑度 | 55 |
| pH | pH = 11.6 in water at a concentration of 100 g/L11.4 (100g/l, H2O, 20℃) |
| LogP（分配係数） | 1.09log Kow = 1.09 |
| 臭い | Ammonia-like odorWeak amine-like odor強いアンモニア。 |
| 密度 | 0.98 at 68 °F (USCG, 1999) - Less dense than waterwill float0.983 at 19 °C/4 °CDensity: 0.9813 g/cu cm at 20 °CDensity = 0.9272 at 86.6 °C/4 °CRelative density (water = 1): 0.980.983 @ 19°C0.981 g/mL at 25 °C (lit.) |
| Viscosity | 1.78 mPa-s at 21.2 °C, 0.295 mPa-s at 178.2 °C |
| Color/Form | Colorless liquidLight amber liquid |
| 溶解度 | 1000000Miscible in ethanol and diethyl ether. Very soluble in acetone. Soluble in benzene. Slightly soluble in chloroform.In water, 1.00X10+6 mg/L at 20 °C (miscible)1000 mg/mL at 20 °CSolubility in water: miscibleアルコール：混和性溶ける |
| Corrosivity | Strongly alkaline ... skin irritant |
| 引火点 | 168 °F (USCG, 1999)65 °C (149 °F) - closed cup60 °C140 °F |
| 沸点 | 364.1 °F at 760 mmHg (USCG, 1999)185185 °C185.00 °C. @ 760.00 mm Hg185 °C @760 [mm Hg]184-185 °C (lit.) |
| Decomposition | When heated to decomposition it emits toxic fumes. |
| 融点 | -51 °F (USCG, 1999)1010 °C10 °C (lit.) |
| 蒸気圧 | 1.2 hPa (20 °C) |
| 屈折率 | n20/D 1.543(lit.) |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 液体 |
| pKa（酸解離定数） | 9.33(at 25℃) |
| 色 | 無色透明～微黄色透明 |
| 爆発限界 | 0.7-8.2%(V) |
| 比熱容量 | Cp(liquid): 1.93 J/(g·K), at 25℃ |
| Merck | 14,1125 |
| BRN | 741984 |
| ヘンリー定数 | 7.1×10-1 mol/(m3Pa) at 25℃, Yao et al. (2002) |
| 誘電率 | 4.6(Ambient) |
| 安定性 | 安定性可燃性。強酸化剤、強酸とは相容れない。 |
| InChI | 1S/C7H9N/c8-6-7-4-2-1-3-5-7/h1-5H,6,8H2 |
| InChIKey | WGQKYBSKWIADBV-UHFFFAOYSA-N |
| SMILES | NCc1ccccc1 |
| LogP（分配係数） | 1 at 25℃ |
| 表面張力 | 37.1mN/m at 293.15K |
| CAS データベース | 100-46-9(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzylamine(100-46-9) |
| EPAの化学物質情報 | Benzylamine (100-46-9) |
化学的特性
colourless liquid with an ammoniacal odour
安全性と法規制
| GHS 分類 | DangerH302: Harmful if swallowed [Warning Acute toxicity, oral]H312: Harmful in contact with skin [Warning Acute toxicity, dermal]H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 0.2% (1 of 518) of reports. |
|---|---|
| 規制情報 | Chemical: BenzenemethanamineBenzenemethanamine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenemethanamine 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: 20-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/5667Status: Active Update: 19-12-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/20033Benzylamine: Does not have an individual approval but may be used under an appropriate group standard |
| 輸送ラベル（DOT） | Corrosive |
| 火災危険 | Special Hazards of Combustion Products: Toxic nitrogen oxides may form in a fire. (USCG, 1999)Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 60 °C explosive vapour/air mixtures may be formed. |
| 火災の可能性 | Flammable |
| 健康有害性 | Inhalation of vapor causes irritation of the mucous membranes of the nose and throat, and lung irritation with respiratory distress and cough. Headache, nausea, faintness, and anxiety can occur. Exposure to vapor produces eye irritation with lachrymation, conjunctivitis, and corneal edema resulting in halos around lights. Direct local contact with liquid is known to produce severe and sometimes permanent eye damage and skin burns. Vapors may also produce primary skin irritation and dermatitis. (USCG, 1999) |
| 有害性の概要 | Corrosive to skin[Quick CPC] Inhalation of vapor can cause respiratory distress and coughEffects on the eye include lacrimation and corneal edema associated with a perception of halos around lights[CAMEO] A corrosive substance that can cause pulmonary edema[ICSC] |
| 反応性グループ | Amines, Phosphines, and Pyridines |
| EC 分類 | Symbol: CR: 21/22-34S: (1/2)-26-36/37/39-45 |
| UN 分類 | UN Hazard Class: 8 |
| RCRA 要件 | D002A solid waste containing benzylamine may become characterized as a hazardous waste when subjected to testing for corrosivity as stipulated in 40 CFR 261.21, and if so characterized, must be managed as a hazardous waste. |
| Reactivity Profile | In presence of moisture, BENZYLAMINE may weakly corrode some metals. Liquid will attack some plastics (USCG, 1999). Neutralize acids to form salts plus water in exothermic reactions. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated in combination with strong reducing agents, such as hydrides. |
| 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. Benzylamine is produced, as an intermediate or a final product, by process units covered under this subpart. |
| 消火 | Fire Extinguishing Agents Not to Be Used: Water may be ineffective.Fire Extinguishing Agents: Alcohol foam, dry chemical, carbon dioxide (USCG, 1999)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 for medical attention.Remove contaminated clothes. Rinse skin with plenty of water or shower. 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. Do NOT induce vomiting. Refer for medical attention . |
| 応急処置 | INHALATION: remove victim from exposureif breathing is difficult, administer oxygenif breathing has stopped, begin artificial respiration.EYES or SKIN: wash with copious amounts of water for 15 min. (USCG, 1999) |
| 安全保管 | Fireproof. Separated from strong oxidants, strong acids and food and feedstuffs. |
| 消火手順 | Powder, alcohol-resistant foam, water spray, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.Wear self contained breathing apparatus for fire fighting if necessary. |
| 保管条件 | Fireproof. Separated from strong oxidants, strong acids, food and feedstuffs. |
| 清掃方法 | SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.Collect leaking liquid in sealable containers. Cautiously neutralize remainder. Then wash away with plenty of water. Extra personal protection: complete protective clothing including self-contained breathing apparatus. |
| 非火災時の漏出対応 | Neutralizing Agents for Acids and Caustics: Flush with water. (USCG, 1999) |
| 処分方法 | Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number D002, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.The following wastewater treatment technologies have been investigated for benzylamine: concentration process: biological treatment.This combustible material may be burned in a chemical incinerator equipped with an afterburner and scrubber. Observe all federal, state, and local environmental regulations. Contact a licensed professional waste disposal service to dispose of this material. |
| 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. Cautiously neutralize remainder. Then wash away with plenty of water. |
| Preventive Measures | SRP: 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.SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.Ventilation, local exhaust, or breathing protection. |
| Isolation and Evacuation | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids.SPILL: Increase the immediate precautionary measure distance, in the downwind direction, as necessary.FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directionsalso, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024) |
| 体内負荷 | A total of 224 expired air samples were collected from 28 healthy, non-smoking volunteers in Chicago(1)approximately 18% of the samples contained benzylamine at a geometric mean concentration of about 0.1 ng/L(1). In another study, a total of 387 expired air samples were collected from 54 healthy volunteers in Chicago(1)approximately 12% of the samples contained benzylamine at a geometric mean concentration of about 0.007 ng/L(2). |
| 相互作用 | Semicarbazide-sensitive amine oxidase (SSAO) is highly expressed in adipose cells, and substrates of SSAO, such as benzylamine, in combination with low concentrations of vanadate strongly stimulate glucose transport and GLUT4 recruitment in 3T3-L1 and rat adipocytes. ... Acute intravenous administration of these drugs enhanced glucose tolerance in nondiabetic rats and in streptozotocin (STZ)-induced diabetic rats. This occurred in the absence of changes in plasma insulin concentrations. However, the administration of benzylamine or vanadate alone did not improve glucose tolerance. The improvement caused by benzylamine plus vanadate was abolished when rats were pretreated with the SSAO-inhibitor semicarbazide. Chronic administration of benzylamine and vanadate exerted potent antidiabetic effects in STZ-induced diabetic rats. Although daily administration of vanadate alone (50 and 25 umol/kg/day i.p.) for 2 weeks had little or no effect on glycemia, vanadate plus benzylamine reduced hyperglycemia in diabetic rats, enhanced basal and insulin-stimulated glucose transport, and upregulated GLUT4 expression in isolated adipocytes...Benzylamine, a substrate of semicarbazide-sensitive amine oxidase (SSAO), stimulates glucose transport in rat adipocytes and improves glucose disposal in diabetic rats only in the presence of vanadate. These effects have been described to result from a synergism between the hydrogen peroxide formed during amine oxidation and vanadate, via the generation of pervanadate, a powerful insulin mimicker. However, it has also been reported that benzylamine alone can stimulate glucose uptake and inhibit lipolysis in human fat cells. ...This work ... investigated whether benzylamine on its own was able to induce both in vivo and in vitro insulin-like responses in animal models other than rat. In rabbits, the i.v. infusion of 7 umol/kg benzylamine before a glucose tolerance test resulted in a net reduction of the hyperglycemic response without a change in insulin secretion. Benzylamine also improved glucose tolerance and reduced lipid mobilization in hyperglycemic/obese mice. In vitro, 0.1 mM benzylamine stimulated glucose transport and inhibited lipolysis in mouse and rabbit adipocytes. These effects were blocked by previous treatments with semicarbazide, a SSAO inhibitor. Levels of benzylamine oxidation were more elevated in mouse than in rabbit adipose tissues, whereas the reverse was observed for skeletal muscles. Finally, benzylamine was unable to stimulate insulin secretion by isolated pancreatic islets from both species and SSAO activity was hardly detectable in pancreas. Together, /these/ results bring evidence that benzylamine on its own can improve glucose tolerance in rabbit and mouse, likely by stimulating glucose uptake via amine oxidase activation in insulin-sensitive tissues.In mice deprived of food for 12 h, the i.c.v. or i.p. administration of benzylamine, a substrate common to both monoamine oxidase B and semicarbazide-sensitive benzylamine oxidases, dose-dependently inhibited feeding. This effect was significantly potentiated by selective monoamine oxidase A and B inhibition, suggesting that central monoamines, known to be substrates of these enzymes may be released. The i.p. administration of semicarbazide-sensitive benzylamine oxidase inhibitors, B24 (3,5-ethoxy-4-aminomethylpyridine) and MDL 72274 ((E)-2-phenyl-3-chloroallylamine) strongly potentiated the effect of i.p. but not i.c.v.-administered benzylamine. The hypophagic effect of benzylamine was evaluated following i.c.v. administration, in comparison with the effect of the sympathomimetic compound amphetamine or the K(+) channel blocker tetraethylammonium, as reference compounds. Our results make it possible to define benzylamine as a centrally acting hypophagic compound devoid of amphetamine-like motor stimulatory effects and point to a role of B24 and MDL 72274 as specific peripheral enhancers of the pharmacological effects of benzylamine.Streptozotocin induced diabetic rats were treated with benzylamine (BZA) +/- vanadate (V) or insulin. In contrast to insulin, BZA + V treatment did not reduce HbA(1C) levels. However, it reduced the elevated serum semicarbazide-sensitive amine oxidase/vascular adhesion protein-1 (SSAO) activity, decreased the accumulation of advanced-glycation end products and increased the bioavailability of nitric oxide in diabetic animals, similarly to insulin. BZA alone did not affect any of these parameters.For more Interactions (Complete) data for Benzylamine (7 total), please visit the HSDB record page. |
| 生態毒性値 | LC50Species: Pimephales promelas (fathead minnow)Conditions: flow through, 23.9 °C, pH 7.9, dissolved oxygen 6.9 mg/L, hardness 44.7 mg/L CaCO3, alkalinity 44.0 mg/L CaCO3Concentration: 102 mg/L for 96 hr (confidence limit: 97.9-106 mg/L)EC50Concentration: 98 mg/L for 96 hr (confidence limit: 94.5-102 mg/L)Effect: loss of equilibriumSpecies: Pimephales promelas (fathead minnow, age 30 days, 0.087 g, 18.2 mm)Conditions: freshwater, flow through, 23.9 °C, pH 7.9, hardness 44.7 mg/L CaCO3, alkalinity 44.0 mg/L CaCO3, dissolved oxygen 6.9 mg/LConcentration: 102000 ug/L (97900-106000 ug/L) for 96 hr /99% pure/ |
| 環境中動態 | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 270(SRC), determined from a log Kow of 1.09(2) and a regression-derived equation(3), indicates that benzylamine is expected to have moderate mobility in soil(SRC). The pKa of benzylamine is 9.33(4), indicating that this compound will entirely exist 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 benzylamine from moist soil surfaces is not expected to be an important fate process(SRC) given the predominance of the cationic state at pH values of 5 to 9(7). Benzylamine is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.662 mm Hg at 25 °C(8). Multiple biodegradation screening studies reported that benzylamine degraded 53-101% after 4-30 days(9,10)suggesting that biodegradation is expected to be an important fate process in terrestrial environments(SRC).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 270(SRC), determined from a log Kow of 1.09(2) and a regression-derived equation(3), indicates that benzylamine is expected to adsorb to suspended solids and sediment(SRC). A pKa of 9.33(6) indicates benzylamine 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(7). According to a classification scheme(8), an estimated BCF of 2.4(SRC), from its log Kow(2) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Benzylamine degraded 96.1-98.9% after 6 days in lake water(10), indicating benzylamine will biodegrade in aquatic environments(SRC). However, biodegradation may be attenuated by adsorption to suspended sediments(11,12).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), benzylamine, which has a vapor pressure of 0.662 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase benzylamine 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 11 hours(SRC), calculated from its rate constant of 3.3X10-11 cu cm/molecule-sec at 25 °C(3). Benzylamine 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 concentrations of benzylamine (in mg/kg) were detected in samples of fresh vegetables: spinach, 6.1red cabbage, 3.3cabbage, 2.8cauliflower, 1.4kale, 3.8white beet, 5.3carrots, 2.8red beet, 0.1large radish, 1.8red radish, 4.8celery, 3.4. Benzylamine concentrations (in mg/kg) were detected in the following foods: maize, grains, 3.4green salad, 11.5rhubard, 2.9apple flesh, 0.3apple peel, 0.6(1). |
| 有害作用 | Dermatotoxin - Skin burns.Lacrimator (Lachrymator) - A substance that irritates the eyes and induces the flow of tears.Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors. |
| 暴露経路 | The substance can be absorbed into the body by inhalation of its vapour and by ingestion. |
| Plant Concentrations | Plants containing benzylamine(1). [Table#4170] |
| Signs and Symptoms | Sore throat. Cough. Burning sensation. Shortness of breath. Laboured breathing. Symptoms may be delayed.Pain. Redness. Skin burns. Blisters.Pain. Redness. Severe deep burns.Burning sensation. Abdominal pain. Shock or collapse. |
| Soil Adsorption/Mobility | The Koc of benzylamine is estimated as 270(SRC), using a log Kow of 1.09(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that benzylamine is expected to have moderate mobility in soil. The pKa of benzylamine is 9.33(4), indicating that this compound will almost entirely exist 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). |
| Natural Pollution Sources | Benzylamine has been detected in a wide variety of fresh vegetables and fruits such as spinach, cabbage, cauliflower, kale, beets, carrots, radishes, celery, maize, apples and rhubarb(1). |
| Human Toxicity Excerpts | /SIGNS AND SYMPTOMS/ Corrosive to the eyes, the skin and the respiratory tract. Inhalation of vapor may cause lung edema ... The symptoms of lung edema often do not become manifest until a few hours have passed, and they are aggravated by physical effort. Rest and medical observation is therefore essential. Immediate administration of an appropriate spray, by a doctor or a person authorized by him/her, should be considered./SIGNS AND SYMPTOMS/ Inhalation: Sore throat. Cough. Burning sensation. Shortness of breath. Labored breathing. Symptoms may be delayed. Skin: Pain. Redness. Skin burns. Blisters. Eyes: Pain. Redness. Severe deep burns. Ingestion: Burning sensation. Abdominal pain. Shock or collapse./SIGNS AND SYMPTOMS/ Highly irritating to skin, mucous membranes./SIGNS AND SYMPTOMS/ Benzylamine is an irritating, corrosive liquid. The vapor irritates the eyes and the mucous membranes of the respiratory tract. The solution irritates and corrodes the skin. Long-term exposure can cause eczema./CASE REPORTS/ The case of a 48 year old chemist who developed a work related dermatitis after handling epichlorohydrin, benzylamine, and benzyl-1-amino-3-chloro-2-hydroxypropane was described. The patient presented with a dermatitis of the hands and face which subsided after a few days away from work. He used the compounds as chemical intermediates in the potential synthesis of agricultural chemicals, and his dermatitis developed shortly after he had contact with the materials. The clinical history included hay fever, and positive inhalation responses to house dust, grass pollen, and animal dander were obtained. A weak reaction to formaldehyde was found in patch tests with the ICDRG standard series. Patch tests to epichlorohydrin were negative. Patch tests to benzylamine and benzyl-1-amino-3-chloro-2-hydroxypropane were positive. These compounds were tested at 0.1 and 1% in 70% ethanol. Ten comparisons had negative patch tests to these compounds. It was concluded that the positive reactions in the patient are allergic reactions which probably demonstrate cross sensitivity. |
| F | 34 |
| 水環境危害等級（WGK） | 1 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | DP1488500 |
| 輸送番号（UN） | UN 2735 8/PG 2 |
| 毒性 | LD50 orally in Rabbit: 552 mg/kg LD50 dermal Rat 1350 mg/kg |
| 税関コード | 2921 49 00 |
| 危険文句（R） | 21/22-34 |
| 化審法 | (3)-367 |
| 消防法 | 危険物第4類第二石油類(水溶性) |
| 危険表示 | C |
| 安全措置（S） | 26-36/37/39-45 |
| 危険等級 | 8Acute Tox. 4 DermalAcute Tox. 4 OralEye Dam. 1Skin Corr. 1B |
| 包装等級 | II |
| 自然発火温度 | 405 °C |
| 貯蔵分類 | 8A - Combustible corrosive hazardous materials |
| 有害物質データ | 100-46-9(Hazardous Substances Data) |
用途
解説
ベンジルアミン,液体．沸点185 ℃，90 ℃(1.6 kPa)．d194 0.9826．n20D 1.540．水，エタノール，エーテルに可溶．強い塩基性を示す．pKa 9.6(25 ℃)．空気中の二酸化炭素を吸収する．医薬品，染料，界面活性剤などの合成原料に用いられる．不快な刺激臭があり，眼，鼻，口腔などの粘膜に対し強い刺激性を有する。トルエンの存在下での光塩素化によって塩化ベンザルとベンゾトリクロリドとともに生成する。加水分解によりベンジルアルコールを生じる。消毒剤の中間体，アミン類のベンジル化剤として使用される。香料，医薬品，染料などの製造原料の一つとして用いられる。
用途
有機合成原料、界面活性剤
用途
医薬品、染料、界面活性剤、化学薬品の合成原料
使用
Benzylamine is used as a chemical intermediate for dyes, pharmaceuticals, and polymers.It is also employed as a corrosion inhibitor and as a brightener in electroplating baths. It also finds use in the manufacture of explosives.
一般的な説明
Colorless to light yellow liquid with a strong odor of ammonia. Floats and mixes with water.
使用用途
ベンジルアミンは、医薬品はじめ染料や界面活性剤の原料など産業上の基礎材料として幅広く活用されています。例えば、、シアン化ベンジルなど化合物の製造原料です。 工業用途では、農薬や染料、防腐剤、プラスチック、香料、ゴムなどの製造に広く使用されます。さらに、さまざまな医薬品や農薬を合成する際の官能基の導入や置換反応の起点としても使用される、重要なビルディングブロックでもあります。
製法・合成法
製造方法
ベンジルアミンの製造方法 ベンジルアミンの製造には、とアンモニアを反応させる方法やトルエンとアンモニアを反応させて得られる方法などで合成することができます。 最も一般的な方法は、アンモニアまたはアミンの存在下、アルカリ金属またはアルカリ土類金属を用いてを還元する方法です。 まず、ベンジルアルコールとを反応させ、塩化ベンジルを調製します。次に、合成した塩化ベンジルを、アンモニアまたは／などのアミン存在下、などのアルカリ金属あるいはアルカリ土類金属と混合します。 この混合物を約80〜100℃の温度まで加熱することで、塩化ベンジルをベンジルラジカルに還元する反応が起こります。生じたベンジルラジカルは、アンモニアまたはアミンと反応してベンジルアミンが合成されます。 その後、エーテルやなどの溶媒を用いて反応混合物から生成物を抽出します。この合成法は複数あるベンジルアミン合成法の中で最も効率的であり、高い純度の生成物を得ることが可能です。
純化方法
Dry it with NaOH or KOH, then distil it under N2, through a column packed with glass helices, taking the middle fraction. Also distil it from zinc dust under reduced pressure. The picrate has m 196o (from EtOH), and the p-toluenesulfonamide has m 116o (from MeOH). [Beilstein 12 IV 2155.]