化工社化工社 化学情報印刷レポート · 研究参考用
オキシラン-2β-メタノール
[(S)-オキシラニル]メタノール · rac-オキシラン-2α*-メタノール · (±)-グリシドール · rac-(2R*)-オキシラン-2-メタノール · エピヒドリンアルコール · グリシドール · (2S)-オキシラン-2β-メタノール · (-)-グリシドール
識別子と物理属性
| CAS No. | 556-52-5 |
|---|---|
| 分子式 | C3H6O2 |
| 平均分子量 | 74.08 g/mol |
| 単同位体質量 | 74.03677943 g/mol |
| SMILES | OCC1CO1 |
| InChIKey | CTKINSOISVBQLD-UHFFFAOYSA-N |
| PubChem CID | 11164 |
| ChEMBL | CHEMBL1530150 |
| ChEBI | CHEBI:30966 |
| EC No. | 209-128-3 |
| DTXSID | DTXSID4020666 |
| 現地名 | オキシラン-2β-メタノール |
化学・物理的性質
| XLogP | -0.9 |
|---|---|
| 極性表面積 | 32.8 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 1 |
| 重原子数 | 5 |
| 形式電荷 | 0 |
| 複雑度 | 35.9 |
| 物質分類 | Carcinogens |
| Polymers | Plastics & Rubber -> Epoxides |
| LogP（分配係数） | log Kow = -0.95 |
| 密度 | 1.1143 at 77 °F (NTP, 1992) - Denser than waterwill sink1.143 g/cu cm at 25 °CRelative density (water = 1): 1.11.121.115 @ 20°C1.117 g/mL at 25 °C (lit.) |
| Color/Form | Colorless, slightly viscous liquidColorless liquid |
| 溶解度 | greater than or equal to 100 mg/mL at 64 °F (NTP, 1992)Soluble in water, alcohol, and etherMiscible with water /1.0X10+6 mg/L/Solubility in water: miscibleアセトン、アルコール、ベンゼン、クロロホルム、エーテルに可溶 (West, 1986)。溶ける |
| 引火点 | 162 °F (NTP, 1992)73 °C (closed cup)72 °C c.c.178 °F |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 沸点 | 333 °F at 760 mmHg (with decomposition) (NTP, 1992)167 °C decomposes66 °C at 2.5 mm Hg320 °F (decomposes)61-62 °C/15 mmHg (lit.) |
| Decomposition | When heated to decomposition it emits acrid smoke and fumes.166 °C |
| 融点 | -49 °F (NTP, 1992)-45 °C-54 °C |
| 蒸気密度 | 2.15 (NTP, 1992) - Heavier than airwill sink (Relative to Air)2.15 (Air = 1)Relative vapor density (air = 1): 2.152.15 (vs air) |
| 蒸気圧 | 0.9 mm Hg ( 25 °C) |
| 屈折率 | n20/D 1.433(lit.) |
| 貯蔵条件 | -20°C |
| pKa（酸解離定数） | 14.62±0.10(Predicted) |
| 外観・状態 | 粉末、結晶またはチャンク |
| 色 | ホワイト～ライトイエローベージュ |
| Merck | 13,4503 |
| BRN | 383562 |
| ヘンリー定数 | 1.7×103 mol/(m3Pa) at 25℃, HSDB (2015) |
| 安定性 | 安定していますが、強酸、強塩基、重金属、重金属塩と接触すると爆発する可能性があります。水または湿った空気と接触すると分解することがある。 |
| InChI | 1S/C3H6O2/c4-1-3-2-5-3/h3-4H,1-2H2 |
| InChIKey | CTKINSOISVBQLD-UHFFFAOYSA-N |
| SMILES | OCC1CO1 |
| LogP（分配係数） | -0.95 at 25℃ |
| CAS データベース | 556-52-5(CAS DataBase Reference) |
| NISTの化学物質情報 | Glycidol(556-52-5) |
| EPAの化学物質情報 | Glycidol (556-52-5) |
化学的特性
Glycidol is a colorless liquid.
安全性と法規制
| GHS 分類 | DangerH302: Harmful if swallowed [Warning Acute toxicity, oral]P203, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)H302 (99.6%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 規制情報 | Chemical: OxiranemethanolHazard Traits - CarcinogenicityReproductive ToxicityRegulation (EC) No 178/2002 (amended)TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.Status: Active Update: 15-01-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/11100Glycidol: HSNO Approval: HSR004486 Approved with controls |
| その他の安全情報 | IMAP assessments - Oxiranemethanol: Environment tier I assessment |
| 輸送ラベル（DOT） | Poison |
| 火災危険 | This chemical is combustible. (NTP, 1992)Combustible. Above 72 °C explosive vapour/air mixtures may be formed. |
| 健康有害性 | Excerpt from NIOSH Pocket Guide for Glycidol: |
| 有害性の概要 | Mice and rats exposed to high concentrations develop pneumonitis and emphysemaRabbits show skin irritation and reversible corneal burns after skin and eye exposure[ACGIH] In lethal inhalation studies of rodents, pulmonary edema was usually the cause of deathThere is no experimental data, but glycidol, an epoxide, should be considered a potential skin and respiratory sensitizer[HSDB] |
| 反応性グループ | Alcohols and Polyols |
| EC 分類 | Symbol: TR: 45-60-21/22-23-36/37/38-68S: 53-45 |
| UN 分類 | UN Hazard Class: 6.1UN Pack Group: III |
| Special Reports | DHHS/NTPToxicology & Carcinogenesis Studies of Glycidol in F344/N Rats and B6C3F1 Mice(Gavage Studies) Technical Report Series No. 374 (1990) NIH Publication No. 90-2829IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Man. Geneva: World Health Organization, International Agency for Research on Cancer, vol 77, p. 477 (2000).. IARC Monographs provide critical reviews of data on carcinogenicity for agents to which humans are known to be exposed and on specific exposure situations.[Available at: http://monographs.iarc.fr/index.php]National Toxicology Program. Eleventh Report on Carcinogens (2005). The Report on Carcinogens is an informational scientific and public health document that identifies and discusses substances (including agents, mixtures, or exposure circumstances) that may pose a carcinogenic hazard to human health. Glycidol (556-52-5) is listed as reasonably anticipated to be a human carcinogen.[Available from, as of July 31, 2009: http://ntp.niehs.nih.gov/ntp/roc/eleventh/profiles/s092glyc.pdf] |
| 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. Glycidol (oxiranemethanol) and its derivatives are included on this list. Effective date 10/4/82Sunset date: 10/4/92. /Glycidol (oxiranemethanol) and its derivatives/ |
| Reactivity Alerts | Polymerizable |
| 消火 | Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)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. Refer for medical attention.Remove contaminated clothes. Rinse skin with plenty of water or shower.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 | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.(General first aid procedures) |
| 安全保管 | Store only if stabilized. Cool. Dry. Well closed. Ventilation along the floor. Separated from strong bases, strong acids and food and feedstuffs. |
| 消火手順 | Suitable extinguishing media. For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large fires, apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or spraysolid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Special protective equipment for fire-fighters: Wear self contained breathing apparatus for fire fighting if necessary. Further information: Use water spray to cool unopened containers.Use dry chemical, carbon dioxide, alcohol foam, or polymer foam extinguishers. Vapors are heavier than air and will collect in low areas. Vapors may travel long distances to ignition sources and flashback. Vapors in confined areas may explode when exposed to fire. Containers may explode in fire. Storage containers and parts of containers may rocket great distances, in many directions. If material or contaminated runoff enters waterways, notify downstream users or potentially contaminated waters. Notify local health and fire officials and pollution control agencies. From a secure, explosion-proof location use water spray to cool exposed containers. If cooling streams are ineffective (venting sound increases in volume and pitch, tank discolors or shows any signs of deforming), withdraw immediately to a secure position ... The only respirators recommended for fire fighting are self-contained breathing apparatuses that have full facepieces and are operated in a pressure-demand or other positive-pressure mode. |
| 保管条件 | Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Recommended storage temperature: 2 - 8 °C Moisture sensitive. Handle and store under inert gas.Glycidol must be stored to avoid contact with strong oxidizers (such as perchlorates, peroxides, permanganates, chlorates, and nitrates). Store in tightly closed containers in a cool, well-ventilated area away from heat. Metal containers involving the transfer of this chemical should be grounded and bonded. Where possible, automatically pump liquid from drums or other storage containers to process containers. Drums must be equipped with self-closing valves, pressure vacuum bungs, and flame arresters. Use only non-sparking tools and equipment, especially when opening and closing containers of this chemical. Sources of igntion, such as smoking and open flames, are prohibited where this chemical is used, handled, or stored in a manner that could create a potential fire hazard. Wherever this chemical is used, handled, manufactured, or stored, use explosion-proof electrical equipment and fittings.Store only if stabilized. Cool. Dry. Well closed. Ventilation along the floor. Separated from strong bases, strong acids, food and feedstuffs.PRECAUTIONS FOR "CARCINOGENS": Storage site should be as close as practical to lab in which carcinogens are to be used, so that only small quantities required for ... expt need to be carried. Carcinogens should be kept in only one section of cupboard, an explosion-proof refrigerator or freezer (depending on chemicophysical properties ...) that bears appropriate label. An inventory ... should be kept, showing quantity of carcinogen & date it was acquired ... Facilities for dispensing ... should be contiguous to storage area. /Chemical Carcinogens/ |
| 清掃方法 | ACCIDENTAL RELEASE MEASURES. Personal precautions: Wear respiratory protection. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations. Keep in suitable, closed containers for disposal.Evacuate and restrict persons not wearing protective equipment from area of spill or leak until cleanup is complete. Remove all ignition sources. Ventilate area of spill or leak. Absorb liquids in vermiculite, dry sand, earth, peat, carbon, or a similar material and deposit in sealed containers. Keep this chemical out of a confined space, such as a sewer, because of the possibility of an explosion, unless the sewer is designed to prevent the build-up of explosive concentrations. It may be necessary to contain and dispose of this chemical as a hazardous waste. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Contact your Department of Environmental Protection or your regional office of the federal EPA for specific recommendations.1. Remove all ignition sources. 2. Ventilate area of spill or leak. 3. For small quantities, absorb on paper towels. Evaporate in safe place (such as fume hood) ... Burn paper in suitable location away from combustible materials. Large quantities can be collected and atomized in suitable combustion chamber, or absorbed in vermiculite, dry sand, earth, or similar material and disposed in a sanitary landfill.PRECAUTIONS FOR "CARCINOGENS": A high-efficiency particulate arrestor (HEPA) or charcoal filters can be used to minimize amt of carcinogen in exhausted air ventilated safety cabinets, lab hoods, glove boxes or animal rooms ... Filter housing that is designed so that used filters can be transferred into plastic bag without contaminating maintenance staff is avail commercially. Filters should be placed in plastic bags immediately after removal ... The plastic bag should be sealed immediately ... The sealed bag should be labelled properly ... Waste liquids ... should be placed or collected in proper containers for disposal. The lid should be secured & the bottles properly labelled. Once filled, bottles should be placed in plastic bag, so that outer surface ... is not contaminated ... The plastic bag should also be sealed & labelled. ... Broken glassware ... should be decontaminated by solvent extraction, by chemical destruction, or in specially designed incinerators. /Chemical Carcinogens/ |
| 非火災時の漏出対応 | SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| 処分方法 | This combustible material may be burned in a chemical incinerator equipped with an afterburner and scrubber. Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material.SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air qualitypotential migration in soil or watereffects on animal and plant lifeand conformance with environmental and public health regulations.PRECAUTIONS FOR "CARCINOGENS": There is no universal method of disposal that has been proved satisfactory for all carcinogenic compounds & specific methods of chem destruction ... published have not been tested on all kinds of carcinogen-containing waste. ... summary of avail methods & recommendations ... /given/ must be treated as guide only. /Chemical Carcinogens/PRECAUTIONS FOR "CARCINOGENS": ... Incineration may be only feasible method for disposal of contaminated laboratory waste from biological expt. However, not all incinerators are suitable for this purpose. The most efficient type ... is probably the gas-fired type, in which a first-stage combustion with a less than stoichiometric air:fuel ratio is followed by a second stage with excess air. Some ... are designed to accept ... aqueous & organic-solvent solutions, otherwise it is necessary ... to absorb soln onto suitable combustible material, such as sawdust. Alternatively, chem destruction may be used, esp when small quantities ... are to be destroyed in laboratory. /Chemical Carcinogens/For more Disposal Methods (Complete) data for Glycidol (7 total), please visit the HSDB record page. |
| 漏出処分 | Personal protection: chemical protection suit including self-contained breathing apparatus. Collect leaking and spilled liquid in sealable glass or mild steel containers as far as possible. Absorb remaining liquid in dry sand or inert absorbent. Then store and dispose of according to local regulations. |
| Preventive Measures | Obtain special instructions before use.Avoid contact with skin and eyes. Avoid inhalation of vapour or mist. Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic charge.If inhaled ... , move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact, wash off with soap and plenty of water. Take victim immediately to hospital. Consult a physician. In case of eye contact, rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Do NOT induce vomiting. Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.Avoid contact with skin, eyes and clothing. Wash hands before breaks and immediately after handling the product.For more Preventive Measures (Complete) data for Glycidol (20 total), please visit the HSDB record page. |
| Isolation and Evacuation | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: |
| 相互作用 | In rats pretreated with 278 mg of 2,3-epoxypropan-1-ol the acute LD50 of 1,2-dichloroethylene was decreased /by a factor of 5 (to less than 40 mg/kg/ & doses of 1,1-dichloroethylene as low as 12.5 mg/kg increased aspartate transaminase levels. |
| 標的器官 | Eyes, skin, respiratory system, central nervous system |
| 環境中動態 | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a log Kow of -0.95(2) and a regression-derived equation(3), indicates that glycidol is expected to have very high mobility in soil(SRC). Volatilization of glycidol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.8X10-9 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Glycidol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 5.6 mm Hg at 25 °C(SRC), determined from a fragment constant method(5). Utilizing the Japanese MITI test, 85% of the Theoretical BOD was reached in 4 weeks(6) indicating that biodegradation is an important environmental fate process in soil(SRC). Hydrolysis in moist soil may be an important environmental fate process based upon reported hydrolysis half-lives ranging from 12 hours to 4 days at pH 7 in water(7,8).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a log Kow of -0.95(2) and a regression-derived equation(3), indicates that glycidol is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(4) based upon an estimated Henry's Law constant of 5.8X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). According to a classification scheme(6), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Utilizing the Japanese MITI test, 85% of the Theoretical BOD was reached in 4 weeks(7) indicating that biodegradation is an important environmental fate process in water(SRC). The hydrolysis half-lives of glycidol range from 12 hours(8) to 4 days(9) at pH 7.ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), glycidol, which has an estimated vapor pressure of 5.6 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase glycidol 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 3 days(SRC), calculated from its rate constant of 4.7X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Glycidol 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). |
| 有害作用 | Dermatotoxin - Skin burns. |
| 暴露経路 | The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.inhalation, ingestion, skin and/or eye contact |
| 生態毒性抜粋 | /AQUATIC SPECIES/ The 14 day LC50 value of glycidol to the guppy (Poecilia reticulata) was determined, and investigated through the construction of a quantitative structure activity relationship (QSAR). Both hydrophobicity and alkylating potency of the compound were found to be necessary parameters for the satisfactory description of the LC50 data. The log LC50 experimental data for glycidol was 2.83 umol/L as compared to the calculated QSAR value of 3.00 umol/L. |
| Signs and Symptoms | Cough. Sore throat. Dizziness. Drowsiness.MAY BE ABSORBED! Redness.Redness. Pain.Abdominal pain. Diarrhoea. Nausea. Vomiting.irritation eyes, skin, nose, throatnarcosis |
| Ongoing Test Status | The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical.[Available from: http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=556-52-5] |
| ICSC Environmental Data | Environmental effects from the substance have not been investigated adequately. |
| Soil Adsorption/Mobility | The Koc of glycidol is estimated as 1(SRC), using a log Kow of -0.95(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that glycidol is expected to have very high mobility in soil. |
| TSCA Test Submissions | The mutagenicity of 2-hydroxymethyloxirane was evaluated in Salmonella tester strains TA98, TA100, TA1535, TA1537 and TA1538 (Ames Test), both in the presence and absence of added metabolic activation by Aroclor-induced rat liver S9 fraction. Based on preliminary toxicity determinations, 2-hydroxymethyloxirane, diluted in DMSO, was tested at concentrations up to 8mg/plate using the plate incorporation technique. 2-Hydroxymethyloxirane caused a positive response in tester strains TA1535 and TA100 with and without metabolic activation. |
| Human Toxicity Excerpts | /SIGNS AND SYMPTOMS/ Short Term Exposure: Glycidol affects you when breathed in and by passing through your skin. Irritates the eyes, skin, and respiratory tract. Vapor exposure can damage vision. Exposure can irritate the eyes, nose, throat, and lungs. Higher exposures can cause pulmonary edema, a medical emergency that can be delayed for several hours. This can cause death. High levels can cause you to feel dizzy, lightheaded, confused, excited, to pass out , and even die. May affect the central nervous system. Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. It can irritate the lungsbronchitis may develop. May cause personality changes, depression, anxiety, or irritability. Possibly carcinogenic to humans. Because this is a mutagen, handle it as a possible carcinogen, with extreme caution. May cause sterility in males. Based on animal tests, this substance may have toxic effects on human reproduction./SIGNS AND SYMPTOMS/ Potential symptoms of overexposure are irritation of eyes, nose, throat, and skin... /CNS depression/./SIGNS AND SYMPTOMS/ Slightly toxic after ingestion or percutaneous absorption. Moderately toxic upon inhalation. Moderately irritating to surface tissues. Stimulant & depressant of nervous system./SIGNS AND SYMPTOMS/ Short-term Exposure: Overexposure to glycidol may cause irritation of the eyes, nose, and throat. Long-term Exposure: Prolonged overexposure might produce irritation of the skin.For more Human Toxicity Excerpts (Complete) data for Glycidol (10 total), please visit the HSDB record page. |
| F | 10-21 |
| 職業暴露区分（OEB） | A |
| 職業暴露限界（OEL） | TWA: 25 ppm (75 mg/m3) |
| 水環境危害等級（WGK） | 3 |
| 生命健康即時危険濃度 | 150 ppm |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | UB4375000 |
| 輸送番号（UN） | UN 2810 6.1/PG 3 |
| 毒性 | Acute oral LD50 for mice 431 mg/kg, rats 420 mg/kg (quoted, RTECS, 1985). |
| PRTR法 | 第1種指定化学物質 |
| 税関コード | 29109000 |
| 危険文句（R） | 45-60-21/22-23-36/37/38-68 |
| 化審法 | 一般化学物質 |
| 安衛法 | 57,57-2 |
| 消防法 | 危-4-3-S-III |
| 危険表示 | T |
| hazard_note | Toxic |
| 安全措置（S） | 53-45-36/37-26 |
| 危険等級 | 6.1(b)Acute Tox. 2 InhalationAcute Tox. 4 DermalAcute Tox. 4 OralCarc. 1BEye Irrit. 2Muta. 2Repr. 1BSkin Irrit. 2STOT SE 3 |
| 包装等級 | III |
| 自然発火温度 | 780 °F |
| 環境リスク評価 | 2,3-エポキシ-1-プロパノール(556-52-5) |
| 貯蔵分類 | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
| 有害物質データ | 556-52-5(Hazardous Substances Data) |
用途
解説
グリシドール (C3H6O2) とは、分子内にエポキシドと水酸基の両方を含む有機化合物です。 グリシドールは慣用名ですが、一般的に用いられており、別名としてオキシラニルメタノール、2,3-エポキシ-1-プロパノールなどがあります。
用途
ビニル樹脂製造時の安定剤、グリセリン、グリシジルエーテル、グリシジルアミン合成の中間原料、合成油圧油添加剤、エポキシ樹脂希釈剤 (MERCK(14TH, 2006))
説明
Glycidol is a chiral molecule with epoxide and primary alcohol functional groups. It is racemic mixture and exists in the dextrorotatory and the levorotatory enantiomeric forms. Several synthetic methods are available for preparation of glycidol. However, it is commercially prepared from the epoxidation of allyl alcohol with hydrogen peroxide and a catalyst (tungsten or vanadium), or from the reaction of epichlorohydrin with caustic. Glycidol has been used in the industrial synthesis of pharmaceutical products since the 1970s. However, its use for research purposes has been reported since 1956. Available information indicates that glycidol is manufactured by several companies in Japan, Germany, and the United States.
使用
Glycidol is a Stabilizer in the manufacture of vinyl polymers; chemical intermediate in preparation of glycerol, glycidyl ethers, esters, and amines; in pharmaceuticals; in sanitary chemicals.
一般的な説明
Odorless clear colorless liquid.
使用用途
グリシドールはエポキシ樹脂、アルキド樹脂の反応性希釈剤などに用いられます。また、分子内に2つ以上のカルボン酸をもつ化合物とグリシドールの水酸基を反応させエステル化することで、簡単に多官能のエポキシ基をもつ化合物の合成ができるため、多品種のエポキシ樹脂前駆体を作る原料としても使用可能です。 そのほか、グリシドールは塩素系有機化合物の安定剤、合成樹脂の反応性希釈剤及び改質剤、染料の染色性改良剤等としても使用されています。
製法・合成法
製造方法
グリシドールは、 (CH2=CHCH2OH) をまたは過酸化水素と反応させることで合成することができます。過酢酸 (CH3COOOH) との反応では、グリシドールとが生成し、過酸化水素 (H2O2) との反応では、グリシドールと水が生成します。 原料となるアリルアルコールはから合成されますが、この経路の方法はさまざまです。元々このプロピレン→アリルアルコール→グリシドールの合成経路には、さらにその先にという最終目的物がありました。 しかし、グリセリンは天然油脂の加水分解生成物でもあり、近年はバイオディーゼル燃料の需要が増え、バイオディーゼル燃料を製造する際の副生物としてグリセリンが大量に生成され供給過剰になっている状況です。そのため、現在はグリシドールが目的生成物になっています。
純化方法
[S(-)-isomer, § also available on polymer support, has b 49-50o/7mm, 66-67o/19mm, [ ] D -1 5o(neat)], [R(+)-isomer has b 56 -5 6 . 5o/11mm, d 4 1.117, n D 1.429, [ ] D +15o (neat)]. Purify glycidol by fractional distillation.