エチレングリコール(107-21-1)

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エチレングリコール 製品概要
化学名:エチレングリコール
英語化学名:Ethylene glycol
别名:Ethylene glycol, extra pure, packed in UHDPE bottles;Ethylene glycol 5g [107-21-1];Ethylene Glycol (0.5 mL);Ethylene glycol, extra pure, 99+% 1LT;Ethylene glycol, extra pure, 99+% 2.5LT;Ethylene glycol, for analysis, 99.5% 1LT;Ethylene glycol, for analysis, 99.5% 2.5LT;Ethylene glycol, 99%, SpcDry, with Molecular sieves, Water≤50 ppM (by K.F.), SpcSeal
CAS番号:107-21-1
分子式:C2H6O2
分子量:62.07
EINECS:203-473-3
カテゴリ情報:ACS and Reagent Grade Solvents;Amber Glass Bottles;Carbon Steel Flex-Spout Cans;ReagentPlus;ReagentPlus Solvent Grade Products;Semi-Bulk Solvents;NMR;Spectrophotometric Grade;Spectrophotometric Solvents;Spectroscopy Solvents (IR;UV/Vis);Analytical Reagents;Analytical/Chromatography;Microscopy Reagents;Puriss p.a.;Various Chemicals;Polyhydroxy compounds;Alcohols;Analytical Standards;Chemical Class;Solvent by Application;Solvent Packaging Options;Solvents;Sure/Seal Bottles;Synthetic Reagents;Essential Chemicals;Inorganic Salts;Plastic Bottles;Research Essentials;Solutions and Reagents;Technical Grade;Anhydrous Solvents;Chemical Synthesis;Others;Protecting and Derivatizing Reagents;Protection and Derivatization;Solvent Bottles;Carbazoles;Hematology and Histology;Routine Histology Stains;Chemistry;alpha,omega-Alkanediols;alpha,omega-Bifunctional Alkanes;Ethylene Glycols;Ethylene Glycols & Monofunctional Ethylene Glycols;Monofunctional & alpha,omega-Bifunctional Alkanes;107-21-1
Mol File:107-21-1.mol
エチレングリコール
エチレングリコール 物理性質
融点 -13 °C (lit.)
沸点 195-198 °C
比重(密度) 1.113 g/mL at 25 °C (lit.)
蒸気密度2.1 (vs air)
蒸気圧0.08 mm Hg ( 20 °C)
屈折率 n20/D 1.431(lit.)
闪点 230 °F
貯蔵温度 2-8°C
溶解性water: miscible
外見 Viscous Liquid
酸解離定数(Pka)14.22(at 25℃)
blue
臭い (Odor)Odorless
Relative polarity0.79
PH6-7.5 (100g/l, H2O, 20℃)
爆発限界(explosive limit)3.2%(V)
水溶解度 miscible
凝固点 -11.5℃
Sensitive Hygroscopic
極大吸収波長 (λmax)λ: 260 nm Amax: ≤0.03
λ: 280 nm Amax: ≤0.01
Merck 14,3798
BRN 505945
暴露限界値Ceiling limit in air for vapor and mist 50 ppm (~125 mg/m3) (ACGIH); TWA 10 mg/m3 (particulates) (MSHA).
Dielectric constant37.0(20℃)
LogP-1.36 at 25℃
CAS データベース107-21-1(CAS DataBase Reference)
NISTの化学物質情報1,2-Ethanediol(107-21-1)
EPAの化学物質情報Ethylene glycol (107-21-1)
安全性情報
主な危険性 Xn
Rフレーズ 22-36-41
Sフレーズ 26-39-36/37/39
WGK Germany 3
RTECS 番号KW2975000
自然発火温度752 °F
TSCA Yes
HSコード 29053100
有毒物質データの107-21-1(Hazardous Substances Data)
毒性LD50 in rats, guinea pigs (g/kg): 8.54, 6.61 orally (Smyth); in mice (ml/kg): 13.79 orally (Bornmann)
MSDS Information
ProviderLanguage
Ethylene glycol English
SigmaAldrich English
ACROS English
ALFA English
エチレングリコール Usage And Synthesis
外観無色澄明の液体
定義本品は、次の化学式で表される二価アルコールである。
溶解性水、エタノール及びジエチルエーテルに極めて溶けやすい。水、エタノール、メタノール、アセトン、グリセリン、酢酸に易溶。エーテル、四塩化炭素、クロロホルムに不溶。
解説

C2H6O2(62.07).HOCH2CH2OH.1,2-エタンジオール(1,2-ethanediol)ともいう.グリコール類のもっとも簡単なもの.エチレングリコール, 実験室的製法では,1,2-ジブロモエタンを塩基で加水分解する.工業的には,エチレンオキシドを無触媒で大過剰の水存在下での水和によって製造する.甘味をもつ無色の粘ちゅうな液体.融点-13.0 ℃,沸点197.6 ℃.d2041.1088.n20D1.43178.水,エタノール,アセトンに易溶,エーテル,ベンゼンに難溶.二つのヒドロキシ基をもつので,おもにポリエステル繊維および樹脂の製造に用いられる.ほかにダイナマイト,セロハン,不凍液などの用途がある.[CAS 107-21-1]

森北出版「化学辞典(第2版)

用途アミノ酸自動分析用緩衝液添加剤。
用途ポリエチレンテレフタラート、ポリエステル、PETボトル、不凍液
モノエチレングリコールはポリエチレンテレフタラート(PET樹脂)の主原料の一つである。また、毒性が低く、水によくとけ、融点が低いため、自動車用不凍液としてよく用いられている。  
用途水分の混入を嫌う有機合成用、脱水剤。
用途本物質の主な用途は、ポリエステル繊維原料、不凍液、グリセリンの代用、溶剤(酢酸ビニル系樹脂)、耐寒潤滑油、有機合成(染料、香料、化粧品、ラッカー)、電解コンデンサー用ペースト、乾燥防止剤(にかわ)、医薬品、不凍ダイナマイト、界面活性剤、不飽和ポリエステルである
用途

二つのヒドロキシ基をもつので,おもにポリエステル繊維および樹脂の製造に用いられる.ほかにダイナマイト,セロハン,不凍液などの用途がある.

アルキド樹脂や合成繊維,特にポリエチレンテレフタラートなどの原料,自動車エンジン不凍液に用いられる。またニトロ化してニトログリコールとし,ニトログリセリンと混合しダイナマイトの製造原料とする。

化粧品の成分用途保水剤、減粘剤、溶剤、香料
特徴エチレングリコール常温で粘り気があり無色無臭で甘みのある液体
水に任意の割合で混和
主な用途/役割天然物系接着剤の水分保持、エマルション系接着剤の可塑剤として使用される。ポリウレタン系接着剤原料としても使用される。
使用上の注意吸湿性及び粘性あり
説明Ethylene glycol was first synthesized in 1859; however, it did not become a public health concern until after World War II. In fact, the first published series of deaths from ethylene glycol consumption involved 18 soldiers who drank antifreeze as a substitute for ethanol. Despite the early recognition that patients who drank ethanol in addition to ethylene glycol had prolonged survival when compared to those drinking ethylene glycol alone, antidotal treatment of ethylene glycol toxicity with ethanol was not evaluated until the 1960s. Today, ethylene glycol poisoning continues to be a public health problem, particularly in the southeastern United States. In 2009, US poison control centers received 5282 calls about possible ethylene glycol exposures, and the toxicology community believes these exposures are underreported.
化学的特性Ethylene glycol is a colorless, viscous, hydroscopic liquid with a sweetish taste. Often colored fluorescent yellow-green when used in automotive antifreeze. Ethylene glycol is odorless and does not provide any warning of inhalation exposure to hazardous concentrations. The Odor Threshold in air is 25 ppm.
化学的特性Ethylene glycol,CH20HCH20H, also known as glycol,ethylene alcohol, glycol alcohol, and dihydric alcohol, is a colorless liquid. It is soluble in water and in alcohol. Ethyleneglycol has a low freezing point,-25°C (-13 OF), and is widely used as an antifreeze in automobiles and in hydraulic fluids. It is used as a solvent for nitrocellulose and in the manufacture of acrylonitrile, dynamites, and resins.
使用Antifreeze in cooling and heating systems. In hydraulic brake fluids and de-icing solutions. Industrial humectant. Ingredient of electrolytic condensers (where it serves as solvent for boric acid and borates). Solvent in the paint and plastics industries. In the formulation of printers' inks, stamp pad inks, ball-point pen ink. Softening agent for cellophane. Stabilizer for soybean foam used to extinguish oil and gasoline fires. In the synthesis of safety explosives, glyoxal, unsatd ester type alkyd resins, plasticizers, elastomers, synthetic fibers (Terylene, Dacron), and synthetic waxes. To create artificial smoke and mist for theatrical uses.
使用Ethylene glycol is used as an antifreeze inheating and cooling systems (e.g., automobileradiators and coolant for airplane motors).It is also used in the hydraulic brake fluids;as a solvent for paints, plastics, and inks; as a softening agent for cellophane; and in themanufacture of plasticizers, elastomers, alkydresins, and synthetic fibers and waxes.
使用Reagent typically used in cyclocondensation reactions with aldehydes1 and ketones1,2 to form 1,3-dioxolanes.
調製方法Historically, ethylene glycol has been manufactured by hydrolyzing ethylene oxide. Presently, it is also produced commercially by oxidizing ethylene in the presence of acetic acid to form ethylene diacetate, which is hydrolyzed to the glycol, and acetic acid is recycled in the process .
定義ChEBI: A 1,2-glycol compound produced via reaction of ethylene oxide with water.
製造方法Ethylene glycol is prepared by the hydration of ethylene oxide:

107-21-1 synthesis


This reaction is carried out in a manner comparable to that described for the preparation of propylene glycol from propylene oxide . Ethylene glycol is a colourless liquid, b.p. 197??C.
反応性Glycol reacts (1) with sodium to form sodium glycol, CH2OH · CH2ONa, and disodium glycol, CH2ONa·CH2ONa; (2) with phosphorus pentachloride to form ethylene dichloride, CH2Cl·CH2Cl (3) with carboxy acids to form mono- and disubstituted esters, e.g., glycol monoacetate, CH2OH·CH2OOCCH3, glycol diacetate, CH3COOCH2 · CH2OOCCH3; (4) with nitric acid (with sulfuric acid), to form glycol mononitrate, CH2OH·CH2ONO2, glycol dinitrate, CH2ONO2 · CH2ONO2; (5) with hydrogen chloride, heated, to form glycol chlorohydrin (ethylene chlorohydrin, CH2OH·CHCl); (6) upon regulated oxidation to form glycollic aldehyde, CH2OH·CHO, glyoxal, CHO · CHO, glycollic acid, CH2OH·COOH, glyoxalic acid, CHO·COOH, oxalic acid, COOH·COOH.
一般的な説明Ethylene glycol is a clear, colorless syrupy liquid. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. Since Ethylene glycol is a liquid Ethylene glycol can easily penetrate the soil and contaminate groundwater and nearby streams.
反応プロフィールMixing Ethylene glycol in equal molar portions with any of the following substances in a closed container caused the temperature and pressure to increase: chlorosulfonic acid, oleum, sulfuric acid, [NFPA 1991].
危険性Questionable carcinogen. Toxic by ingestion and inhalation. Lethal dose reported to be 100 cc.
健康ハザードInhalation of vapor is not hazardous. Ingestion causes stupor or coma, sometimes leading to fatal kidney injury.
健康ハザードThe acute inhalation toxicity of 1,2-ethanediolis low. This is due to its low vaporpressure, 0.06 torr at 20°C (68°F). Its saturationconcentration in air at 20°C (68°F)is 79 ppm and at 25°C (77°F) is 131 ppm(ACGIH 1986). Both concentrations exceedthe ACGIH ceiling limit in air, which is50 ppm. In humans, exposure to its mist orvapor may cause lacrimation, irritation ofthroat, and upper respiratory tract, headache,and a burning cough. These symptoms maybe manifested from chronic exposure toabout 100 ppm for 8 hours per day for severalweeks.
The acute oral toxicity of 1,2-ethanediol islow to moderate. The poisoning effect, however,is much more severe from ingestionthan from inhalation. Accidental ingestion of80–120 mL of this sweet-tasting liquid canbe fatal to humans. The toxic symptoms inhumans may be excitement or stimulation,followed by depression of the central nervoussystem, nausea, vomiting, and drowsiness,which may, in the case of severe poisoning,progress to coma, respiratory failure, anddeath. When rats were administered sublethaldoses over a long period, there was depositionof calcium oxalate in tubules, causinguremic poisoning.
LD50 value, oral (rats): 4700 mg/kg
Ingestion of 1,2-ethanediol produced reproductiveeffects in animals, causing fetotoxicity, postimplantation mortality, andspecific developmental abnormalities. Mutagenictests proved negative. It tested negativeto the histidine reversion–Ames test.
火災危険Ethylene glycol is combustible.
燃焼性と爆発性Not classified
Biochem/physiol ActionsEthylene glycol is a low toxicity molecule and is used for embryo cryopreservation in many domestic animals.Ethylene glycol 5M solution is an additive screening solution of Additive Screening Kit. Additive Screen kit is designed to allow rapid and convenient evaluation of additives and their ability to influence the crystallization of the sample. The Additive Kit provides a tool for refining crystallization conditions.
安全性プロファイルHuman poison by ingestion. (Lethal dose for humans reported to be 100 mL.) Moderately toxic to humans by an unspecified route. Moderately toxic experimentally by ingestion, subcutaneous, intravenous, and intramuscular routes. Human systemic effects by ingestion and inhalation: eye lachrymation, general anesthesia, headache, cough, respiratory stimulation, nausea or vomiting, pulmonary, kidney, and liver changes. If ingested it causes initial central nervous system stimulation followed by depression. Later, it causes potentially lethal kidney damage. Very toxic in particulate form upon inhalation. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. A skin, eye, and mucous membrane irritant. Combustible when exposed to heat or flame; can react vigorously with oxidants. Moderate explosion hazard when exposed to flame. Iptes on contact with chromium trioxide, potassium permanganate, and sodium peroxide. Mixtures with ammonium dichromate, silver chlorate, sodium chlorite, and uranyl nitrate ipte when heated to 100°C. Can react violently with chlorosulfonic acid, oleum, H2SO4, HClO4, and Pass. Aqueous solutions may ignite silvered copper wires that have an applied D.C. voltage. To fight fire, use alcohol foam, water, foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.
職業ばく露Ethylene glycol is used in antifreeze (especially as car radiator antifreeze) and in production of polyethylene terephthalate fibers and films; in hydraulic fluids; antifreeze and coolant mixtures for motor vehicles; electrolytic condensers; and heat exchangers. It is also used as a solvent and as a chemical intermediate for ethylene glycol dinitrate, glycol esters; resins, and for pharmaceuticals.
応急処置If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, getmedical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit
環境運命予測Ethylene glycol is considered an inert ingredient in pesticides. It typically enters the environment through waste streams after use of deicing products, where it is highly mobile in soil and contaminates groundwater. Ethylene glycol is considered ‘readily biodegradable.’ It biodegrades relatively quickly; its half-life (t1/2) is 2–12 days in soil.
Ethylene glycol is biodegraded in water under both aerobic and anaerobic conditions within a day to a few weeks. In the atmosphere, ethylene glycol photochemically degrades with a t1/2 of approximately 2 days.
貯蔵Color Code—Green: General storage may be used.Prior to working with this chemical you should be trainedon its proper handling and storage. Before entering confinedspace where this chemical may be present, check to makesure that an explosive concentration does not exist.Ethylene glycol must be stored to avoid contact with sulfuric acid since violent reactions occur. Store in tightly closedcontainers in a cool, well-ventilated area away from oxidizing agents (such as perchlorates, peroxides, permanganates,chlorates, and nitrates).
輸送方法UN3082 Environmentally hazardous substances, liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required
純化方法It is very hygroscopic, and also likely to contain higher diols. Dry it with CaO, CaSO4, MgSO4 or NaOH and distil it under vacuum. Dry further by reaction with sodium under nitrogen, reflux for several hours and distil. The distillate is then passed through a column of Linde type 4A molecular sieves and finally distil under nitrogen, from more molecular sieves. Then fractionally distil it. [Beilstein 1 IV 2369.]
Toxicity evaluationEthylene glycol has low toxicity but it is metabolized to a variety of toxic metabolites. Ethylene glycol and glycolaldehyde have an intoxicating effect on the central nervous system that can lead to ataxia, sedation, coma, and respiratory arrest similar to ethanol intoxication. However, the profound metabolic acidosis reported in toxicity is secondary to accumulation of acid metabolites, especially glycolic acid. The oxalic acid metabolite complexes with calcium and precipitates as calcium oxalate crystals in the renal tubules, leading to acute renal injury. Further, oxalate’s ability to chelate calcium may cause clinically relevant serum hypocalcemia.
不和合性Reacts with sulfuric acid, oleum, chlorosulfonic acid; strong oxidizing agents; strong bases; chromium trioxide; potassium permanganate; sodium peroxide. Hygroscopic (i.e., absorbs moisture from the air)
廃棄物の処理Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed. Alternatively, ethylene glycol can be recovered from polyester plant wastes
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