クロロ酢酸 tert-ブチル
クロロ酢酸 tert-ブチル · tert-ブチルクロロアセタート · クロロ酢酸1,1-ジメチルエチル · クロロ酢酸tert-ブチル · クロロ酢酸tブチル · クロロ酢酸TERT-ブチル 塩化物 · クロロ酢酸TERT‐ブチル · クロロ酢酸T-ブチル
識別子と物理属性
| CAS No. | 107-59-5 |
|---|---|
| 分子式 | C6H11ClO2 |
| 平均分子量 | 150.6 g/mol |
| 単同位体質量 | 150.0447573 g/mol |
| SMILES | CC(C)(C)OC(=O)CCl |
| InChIKey | KUYMVWXKHQSIAS-UHFFFAOYSA-N |
| PubChem CID | 66052 |
| EC No. | 203-506-1 |
| DTXSID | DTXSID7059351 |
| 現地名 | クロロ酢酸 tert-ブチル |
化学・物理的性質
| XLogP | 1.7 |
|---|---|
| 極性表面積 | 26.3 |
| 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 | 3 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 104 |
| Kovats Retention Index | 8911280 |
| 沸点 | 48-49 °C/11 mmHg (lit.) |
| 密度 | 1.053 g/mL at 25 °C (lit.) |
| 屈折率 | n20/D 1.423(lit.) |
| 引火点 | 116 °F |
| 貯蔵条件 | Flammables area |
| 外観・状態 | 液体 |
| 比重 | 1.053 |
| 色 | 無色透明～黄色 |
| 溶解度 | <0.1 g/L (20 °C) |
| Merck | 14,1563 |
| BRN | 1753006 |
| InChI | 1S/C6H11ClO2/c1-6(2,3)9-5(8)4-7/h4H2,1-3H3 |
| InChIKey | KUYMVWXKHQSIAS-UHFFFAOYSA-N |
| SMILES | CC(C)(C)OC(=O)CCl |
| LogP（分配係数） | 2.07 |
| CAS データベース | 107-59-5(CAS DataBase Reference) |
| NISTの化学物質情報 | Acetic acid, chloro-, 1,1-dimethylethyl ester(107-59-5) |
| EPAの化学物質情報 | Acetic acid, chloro-, 1,1-dimethylethyl ester (107-59-5) |
化学的特性
clear colorless to yellow liquid. Hydrolysis generates tert-butanol and chloroacetic acid.
安全性と法規制
| GHS 分類 | DangerH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]H302+H312 (13.1%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oralacute toxicity, dermal]H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]H314 (48.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H315 (51.2%): Causes skin irritation [Warning Skin corrosion/irritation]H317 (28.6%): May cause an allergic skin reaction [Warning Sensitization, Skin]H319 (51.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H331 (97.6%): Toxic if inhaled [Danger Acute toxicity, inhalation]H400 (34.5%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]H410 (34.5%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P363, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 84 reports by companies from 9 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. |
|---|---|
| 規制情報 | Status: Active Update: 23-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/20774 |
| Hazard Classes and Categories | Flam. Liq. 3 (100%)Acute Tox. 4 (100%)Skin Corr. 1B (48.8%)Skin Irrit. 2 (51.2%)Skin Sens. 1 (28.6%)Eye Irrit. 2 (51.2%)Acute Tox. 3 (97.6%) |
用途
用途
有機合成原料。
使用
tert-Butyl chloroacetate is used in the synthesis of imidazol-1-yl-acetic acid hydrochloride, cis-disubstituted aziridine ester via aza-Darzens reaction and 1,10-diaza-18-crown-6 based sensors bearing a coumarin fluorophore.
製法・合成法
製造方法
tert-Butyl chloroacetate synthesis: The tert-butanol was added to the mixture of chloroacetyl chloride and N,N-dimethylaniline, and the temperature was kept below 30°C. The reactant was poured into water, washed and dried, and then fractionated under reduced pressure. The fractions at 48-49°C (1.46kPa) were collected to obtain tert-butyl chloroacetate with a yield of 63%.
純化方法
Check the NMR spectrum; if satisfactory then distil in a vacuum; if not then dissolve in Et2O, wash with H2O, 10% H2SO4 until the acid extract does not become cloudy when made alkaline with NaOH. Wash the organic layer again with H2O, then saturated aqueous NaHCO3, dry over Na2SO4, evaporate and fractionate it through a carborundum-packed column or a 6-inch Widmer column (p 11, see tert-butyl ethyl malonate for precautions to avoid decomposition during disillation). [Johnson et al. J Am Chem Soc 75 4995 1953, Baker Org Synth Coll Vol III 144 1944, Beilstein 2 III 444.]