イソシアン酸フェニル
イソシアン酸フェニル · イソシアン酸フェニルエステル · フェニルイソシアネ-ト · フェニルイソシアネート · フェニルイソシアナート · イソシアン酸フェニル,フェニル=イソシアナート · pic · Additive ti
識別子と物理属性
| CAS No. | 103-71-9 |
|---|---|
| 分子式 | C7H5NO |
| 平均分子量 | 119.12 g/mol |
| 単同位体質量 | 119.03711378 g/mol |
| SMILES | O=C=Nc1ccccc1 |
| InChIKey | DGTNSSLYPYDJGL-UHFFFAOYSA-N |
| PubChem CID | 7672 |
| ChEBI | CHEBI:53806 |
| EC No. | 203-137-6 |
| DTXSID | DTXSID5051521 |
| 現地名 | イソシアン酸フェニル |
化学・物理的性質
| XLogP | 2.7 |
|---|---|
| 極性表面積 | 29.4 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 1 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 121 |
| 臭い | Acrid odor |
| 密度 | 1.08870 at 25.9 °C/4 °C1.0956 at 19.6 °C/4 °C1.092 at 15 °C/4 °C1.101 at 11.6 °C/4 °CDensity: 1.0956 g/cu cm at 20 °CRelative density (water = 1): 1.0951.0956 @ 19.6°C1.096 g/mL at 25 °C (lit.) |
| Color/Form | Liquid |
| 溶解度 | Decomposes in water, alcoholvery soluble in etherSolubility in water: reactionエーテルと混和する。分解する |
| 引火点 | 132 °F (55.5 °C) (Open Cup)51 °C c.c.132 °F (open cup) |
| 沸点 | 158-168 °CBP: 55 °C at 13 mm Hg325.4 °F162-163 °C (lit.) |
| Decomposition | When heated to decomposition it emits toxic fumes of /hydrogen cyanide and nitrogen oxides/. |
| 融点 | Freezing point: -30 °C-22 °F-30 °C (lit.) |
| 蒸気密度 | 1.089 |
| 蒸気圧 | 2.57 [mmHg]2.57 mm Hg at 25 °CVapor pressure, kPa at 20 °C: 0.22.57 mmHg1 [mm Hg] @10.6 °C1.4 mm Hg ( 20 °C) |
| 屈折率 | Index of refraction: 1.53412 at 25.9 °C/D1.53684 at 19.6 °C/Dn20/D 1.535(lit.) |
| Physical Description | Phenyl isocyanate appears as a colorless liquid. About the same density as water. Very toxic by ingestion, inhalation or skin absorption. Very irritating to skin, eyes and mucous membranes.Liquid with an acrid odor[Merck Index]COLOURLESS-TO-YELLOW LIQUID WITH PUNGENT ODOUR.Colorless to yellow liquid with a pungent odor. |
| 貯蔵条件 | 2-8°C |
| 外観・状態 | 液体 |
| 色 | 無色透明～微黄色透明 |
| 爆発限界 | 1.2% (v/v) |
| Merck | 14,7296 |
| BRN | 471391 |
| ヘンリー定数 | 2.5×10-5 mol/(m3Pa) at 25℃, Yaws (2003) |
| 誘電率 | 8.8(20℃) |
| 安定性 | 安定。可燃性。強力な酸化剤、水、湿気、アルコール、アミン、強塩基、強酸とは相容れない。空気に敏感。 |
| InChI | 1S/C7H5NO/c9-6-8-7-4-2-1-3-5-7/h1-5H |
| InChIKey | DGTNSSLYPYDJGL-UHFFFAOYSA-N |
| SMILES | O=C=Nc1ccccc1 |
| LogP（分配係数） | 2.59 at 25℃ |
| CAS データベース | 103-71-9(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzene, isocyanato-(103-71-9) |
| EPAの化学物質情報 | Phenyl isocyanate (103-71-9) |
化学的特性
Phenyl isocyanate is a colorless liquid with an irritating odor.
安全性と法規制
| GHS 分類 | DangerH226 (85.2%): Flammable liquid and vapor [Warning Flammable liquids]H302 (90.5%): Harmful if swallowed [Warning Acute toxicity, oral]H314 (89%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H317 (93.1%): May cause an allergic skin reaction [Warning Sensitization, Skin]H318 (62.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]H330 (90.5%): Fatal if inhaled [Danger Acute toxicity, inhalation]H334 (97.4%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]H335 (67%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]H400 (62.9%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]H410 (46%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]H411 (18.2%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P319, P320, P321, P330, P333+P317, P342+P316, P362+P364, P363, P370+P378, P391, P403, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 391 reports by companies from 19 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazards Identification | Toxic/poison by inhalation (TIH/PIH) |
| 規制情報 | Chemical: Benzene, isocyanato-Benzene, isocyanato- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, isocyanato- 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) |
用途
用途
脱水剤,ウレタン原料,アルコール?フェノール類の確認試薬 (NITE CHRIP)
使用
Phenyl Isocyanate is also used in the synthesis of cyanopyridine derivatives in the search for anticancer compounds. It is also used in the synthesis of aminobenzimidazole derivatives with phenylcyclohexyl acetic groups showing antiobesity-antidiabetic activity.
一般的な説明
A colorless liquid. About the same density as water. Very toxic by ingestion, inhalation or skin absorption. Very irritating to skin, eyes and mucous membranes. Flash point 132°F.
製法・合成法
製造方法
To a mixture of aniline hydrochloride (12.95 g, 0.1 mol) and dry dioxane (100 mL) was added diphosgene (6.3 mL, 10.4 g, 0.05 mol). The mixture was heated to 60 °C; after stirring for 1.5 h, it became a clear solution. Heating was stopped after 3.5 h and the solvent was removed under reduced pressure. The residue was distilled at 70–73.5 °C (36 mmHg) to give 10.6 g (89%) of phenyl isocyanate. It could be redistilled almost quantitatively, bp 75–77 °C(39 mmHg) or 55–57 °C(16 mmHg).
純化方法
Distil phenylisocyanate under reduced pressure from P2O5. [Beilstein 12 IV 864.]