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クロロぎ酸イソブチル
クロロぎ酸イソブチル · クロリド炭酸イソブチル · クロロぎ酸2-メチルプロピル · イソブチルクロロフォ-メ-ト · クロロぎ酸ISO-ブチル · クロロ蟻酸イソブチル · クロロ炭酸イソブチルエステル · クロロ炭酸イソブチル
識別子と物理属性
| CAS No. | 543-27-1 |
|---|---|
| 分子式 | C5H9ClO2 |
| 平均分子量 | 136.58 g/mol |
| 単同位体質量 | 136.0291072 g/mol |
| SMILES | CC(C)COC(=O)Cl |
| InChIKey | YOETUEMZNOLGDB-UHFFFAOYSA-N |
| PubChem CID | 62365 |
| EC No. | 208-840-1 |
| DTXSID | DTXSID8052194 |
| 現地名 | クロロぎ酸イソブチル |
化学・物理的性質
| XLogP | 2.8 |
|---|---|
| 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 | 8 |
| 形式電荷 | 0 |
| 複雑度 | 80 |
| LogP（分配係数） | 1.54 (calculated) |
| 密度 | 1.04 g/cm³Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.041.053 @25 °C1.053 g/mL at 25 °C(lit.) |
| 溶解度 | Solubility in water: reactionベンゼン：混和性水と混和しない。 |
| 引火点 | 27 °C c.c.82 °F |
| 沸点 | 129 °C128.7 °C @760 [mm Hg]128.8 °C(lit.) |
| 蒸気密度 | Relative vapor density (air = 1): 4.71 |
| 蒸気圧 | 16.5 [mmHg]Vapor pressure, kPa at 20 °C: 2.20.33 mm Hg ( 20 °C) |
| Physical Description | Isobutyl chloroformate appears as a colorless to light-colored liquid. Insoluble in water and denser than water. Very corrosive to skin, eyes, and mucous membranes. Very toxic by ingestion, inhalation and skin absorption. Combustible.Clear liquid[Merck Index] Colorless liquid with a pungent odor[ICSC]COLOURLESS LIQUID WITH PUNGENT ODOUR. |
| Kovats Retention Index | 808 |
| 融点 | -80°C |
| 屈折率 | n20/D 1.407(lit.) |
| 貯蔵条件 | 2-8°C |
| 外観・状態 | 液体 |
| 色 | クリア |
| Merck | 14,5139 |
| BRN | 956590 |
| 誘電率 | 9.2(20℃) |
| 安定性 | 湿気に敏感 |
| 主な用途 | ペプチド合成 |
| InChI | 1S/C5H9ClO2/c1-4(2)3-8-5(6)7/h4H,3H2,1-2H3 |
| InChIKey | YOETUEMZNOLGDB-UHFFFAOYSA-N |
| SMILES | ClC(=O)OCC(C)C |
| CAS データベース | 543-27-1(CAS DataBase Reference) |
| NISTの化学物質情報 | Isobutyl chloroformate(543-27-1) |
| EPAの化学物質情報 | Isobutyl chloroformate (543-27-1) |
化学的特性
clear liquid
安全性と法規制
| GHS 分類 | DangerH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]H290 (63.8%): May be corrosive to metals [Warning Corrosive to Metals]H302 (95.1%): Harmful if swallowed [Warning Acute toxicity, oral]H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H318 (66.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation]H331 (89.6%): Toxic if inhaled [Danger Acute toxicity, inhalation]H335 (63.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P210, P233, P234, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, 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 163 reports by companies from 8 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 | Chemical: Carbonochloridic acid, 2-methylpropyl esterStatus: Active Update: 28-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/25444Isobutylchlorofomate: Does not have an individual approval but may be used under an appropriate group standardThe 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.) |
| その他の安全情報 | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to human health |
| 輸送ラベル（DOT） | Poison Corrosive Flammable Liquid |
| 火災危険 | Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.). Vapors may travel to source of ignition and flash back. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. Corrosives in contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water. (ERG, 2024)Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 27 °C explosive vapour/air mixtures may be formed. |
| 健康有害性 | Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:TOXIC and/or CORROSIVEinhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Bromoacetates and chloroacetates are extremely irritating/lachrymators (cause eye irritation and flow of tears). Reaction with water or moist air may release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination. (ERG, 2024) |
| 有害性の概要 | An eye and mucous membrane irritant (vapors)[Merck Index] Corrosive[Hawley] Reacts with water evolving hydrogen chlorideA corrosive substance that can cause injury to the skin, eyes, and respiratory tractInhalation may cause pulmonary edema[ICSC] Highly flammableReacts with water exothermically forming hydrogen chloride gasHighly corrosive to skin, eyes, and mucous membranes[CAMEO] Corrosive to skin and eyes[eChemPortal: ERMA] A lachrymatorInhalation may cause chemical pneumonitis[MSDSonline] See CHLOROFORMATES. |
| 反応性グループ | Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate EstersHalogenated Organic Compounds |
| UN 分類 | UN Hazard Class: 6.1UN Subsidiary Risks: 3 and 8UN Pack Group: II |
| Reactivity Alerts | Highly FlammableWater-ReactiveAir-Reactive |
| Reactivity Profile | ISOBUTYL CHLOROFORMATE is incompatible with water, with strong oxidizing agents, alcohols, bases (including amines). May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291]. |
| Chemical Dangers | Decomposes on burning. This produces toxic and corrosive fumes. Reacts with water and moisture. This produces hydrogen chloride. |
| Packaging and Labelling | Do not transport with food and feedstuffs. Unbreakable packaging. Put breakable packaging into closed unbreakable container. |
| 消火 | Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:Note: Most foams will react with the material and release corrosive/toxic gases. CAUTION: For Acetyl chloride (UN1717), use CO2 or dry chemical only.SMALL FIRE: CO2, dry chemical, dry sand, alcohol-resistant foam.LARGE FIRE: Water spray, fog or alcohol-resistant foam. FOR CHLOROSILANES, DO NOT USE WATERuse alcohol-resistant foam. If it can be done safely, move undamaged containers away from the area around the fire. Avoid aiming straight or solid streams directly onto the product.FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. (ERG, 2024)NO water. Use dry powder, carbon dioxide, alcohol-resistant foam. In case of fire: keep drums, etc., cool by spraying with water. NO direct contact 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. Give one or two glasses of water to drink. Refer for medical attention . |
| 応急処置 | Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:Refer to the "General First Aid" section. Specific First Aid: For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required. (ERG, 2024) |
| 安全保管 | Fireproof. Dry. Well closed. Provision to contain effluent from fire extinguishing. Separated from food and feedstuffs. Store in an area without drain or sewer access. |
| 暴露管理・個人防護 | TIH (Toxic Inhalation Hazard) - Term used to describe gases and volatile liquids that are toxic when inhaled. Some are TIH materials themselves, e.g., chlorine, and some release TIH gases when spilled in water, e.g., chlorosilanes. [ERG 2016].0.2 [ppm] |
| 非火災時の漏出対応 | Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. All equipment used when handling the product must be grounded. Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. A vapor-suppressing foam may be used to reduce vapors. FOR CHLOROSILANES, use alcohol-resistant foam to reduce vapors. DO NOT GET WATER on spilled substance or inside containers. Use water spray to reduce vapors or divert vapor cloud drift. Avoid allowing water runoff to contact spilled material. Prevent entry into waterways, sewers, basements or confined areas.SMALL SPILL: Cover with DRY earth, DRY sand or other non-combustible material followed with plastic sheet to minimize spreading or contact with rain. Use clean, non-sparking tools to collect material and place it into loosely covered plastic containers for later disposal. (ERG, 2024) |
| 漏出処分 | Evacuate danger area! Consult an expert! Personal protection: chemical protection suit including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable dry plastic containers as far as possible. Absorb remaining liquid in dry sand or inert absorbent. Then store and dispose of according to local regulations. |
| Isolation and Evacuation | Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]: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: See ERG Table 1 - Initial Isolation and Protective Action Distances on the UN/NA 2742 datasheet.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) |
| Eye Prevention | Wear face shield or eye protection in combination with breathing protection. |
| Fire Prevention | NO open flames, NO sparks and NO smoking. Above 27 °C use a closed system, ventilation and explosion-proof electrical equipment. |
| Inhalation Risk | A harmful contamination of the air will be reached very quickly on evaporation of this substance at 20 °C. |
| Skin Prevention | Protective gloves. Protective clothing. |
| 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. |
| Signs and Symptoms | Sore throat. Burning sensation. Cough. Laboured breathing. Shortness of breath. Symptoms may be delayed.Redness. Pain. Skin burns.Redness. Pain. Severe deep burns.Abdominal pain. Burning sensation. Shock or collapse. |
| ICSC Environmental Data | The substance is toxic to aquatic organisms. |
| F | 10-19 |
| 水環境危害等級（WGK） | 2 |
| TSCA 収載状態 | TSCA listed |
| 輸送番号（UN） | UN 3390 6.1/PG 1 |
| 毒性 | LD50 orally in Rabbit: 1400 mg/kg |
| 税関コード | 29159000 |
| 危険文句（R） | 10-22-23-34 |
| 化審法 | (2)-1704 |
| 消防法 | 危-4-2-III |
| 危険表示 | T |
| 安全措置（S） | 26-36/37/39-45 |
| 危険等級 | 6.1Acute Tox. 2 InhalationAcute Tox. 4 OralEye Dam. 1Flam. Liq. 3Skin Corr. 1B |
| 包装等級 | I |
| 貯蔵分類 | 3 - Flammable liquids |
用途
用途
重合触媒?医薬?農薬?樹脂改質剤原料
用途
ペプチド合成における混合酸無水物法。
使用
Isobutyl chloroformate is used as a peptide reagent. It is also used in the preparation of phenethyl-carbamic acid isobutyl ester by reaction with phenethylamine.
一般的な説明
A colorless to light-colored liquid. Insoluble in water and denser than water. Very corrosive to skin, eyes, and mucous membranes. Very toxic by ingestion, inhalation and skin absorption. Combustible.
製法・合成法
純化方法
It can be dried over CaCl2 and fractionated at atmospheric pressure while keeping moisture out. Its purity can be checked by conversion to the phenyl urethane derivative with PhNCO [Saunders et al. J Am Chem Soc 73 3796 1951.] IR: 1780cm-1 [Thompson & Jameson Spectrochim Acta 13 236 1959, R.se JustusLiebigs Ann Chem 205 227 1880]. [Beilstein 3 IV 26.]