γ-ブチロラクトン(96-48-0)

γ-ブチロラクトン 製品概要
化学名:γ-ブチロラクトン
英語化学名:Gamma Butyrolactone
别名:4-Hydroxybutyric acid-gama-lactone;GAMMA-BUTYROLACTONE, REAGENTPLUS, >=99%;4-HYDROXYBUTANOIC ACID LACTONE 98+% &;GAMMA-BUTYROLACTONE, 99+%;T-Butyrolactone;CadionGr;GAMMA-BUTYROLACTONE,1.0MG/MLINMETHANOL;GAMMA-BUTYROLACTONE,REAGENT
CAS番号:96-48-0
分子式:C4H6O2
分子量:86.09
EINECS:202-509-5
カテゴリ情報:Halogenated Heterocycles ,Thiophenes ,Thiazolines/Thiazolidines;Heterocycles;Miscellaneous Reagents;Pharmaceutical Intermediates;GBL;organic interme
Mol File:96-48-0.mol
γ-ブチロラクトン
γ-ブチロラクトン 物理性質
融点 -45 °C (lit.)
沸点 204-205 °C (lit.)
比重(密度) 1.12 g/mL at 25 °C (lit.)
蒸気密度3 (vs air)
蒸気圧1.5 mm Hg ( 20 °C)
屈折率 n20/D 1.436(lit.)
FEMA 3291 | 4-HYDROXYBUTANOIC ACID LACTONE
闪点 209 °F
貯蔵温度 2-8°C
溶解性DMF: 10 mg/ml; DMSO: 10 mg/ml; Ethanol: 10 mg/ml; PBS (pH 7.2): 1 mg/ml
Clear colorless
酸塩基指示薬変色域(pH)4 at 100 g/l at 20 °C
臭い (Odor)at 100.00 %. creamy oily fatty caramel
においのタイプcreamy
爆発限界(explosive limit)16%
水溶解度 MISCIBLE
Merck 13,1596
JECFA Number219
BRN 105248
Dielectric constant40.960000000000001
安定性:Stable. Hygroscopic. Incompatible with strong oxidizing agents, strong acids, strong bases, strong reducing agents.
InChIKeyYEJRWHAVMIAJKC-UHFFFAOYSA-N
LogP-0.566 at 25℃
CAS データベース96-48-0(CAS DataBase Reference)
IARC3 (Vol. 11, Sup 7, 71) 1999
NISTの化学物質情報«gamma»-Butyrolactone(96-48-0)
EPAの化学物質情報.gamma.-Butyrolactone (96-48-0)
安全性情報
主な危険性 Xn,F
Rフレーズ 22-36-67-41-20/21/22-11
Sフレーズ 26-36-39-36/37-16
WGK Germany 1
RTECS 番号LU3500000
自然発火温度851 °F
TSCA Yes
HSコード 29322980
有毒物質データの96-48-0(Hazardous Substances Data)
毒性LD50 orally in rats: 17.2 ml/kg (Smyth)
MSDS Information
ProviderLanguage
BLO English
SigmaAldrich English
ACROS English
γ-ブチロラクトン Usage And Synthesis
外観無色~ほとんど無色, 澄明の液体
定義本品は、次の化学式で表されるラクトンである。
溶解性水、エタノール及びアセトンに極めて溶けやすい。
解説

dihydro-2(3H)-furanone.C4H6O2(86.09).γ-ブチロラクトンは,γ-オキシ酪酸ラクトンともいう.γ-ブロモ酪酸をナトリウムエトキシドで処理するか,1,4-ブタンジオールと水蒸気を銅触媒上に通じて得られる.また工業的には,無水マレイン酸のNi-Re触媒による還元により,テトラヒドロフランとともに製造される.油状の液体.融点-44 ℃,沸点206 ℃,89 ℃(1.6 kPa).d151.1286.n25D 1.4348.水,エタノール,エーテル,ベンゼンに可溶.熱アルカリ溶液で加水分解される.アンモニア性硝酸銀を還元する.ポリ(ビニルピロリドン),ピペリジン,フェニル酢酸,ビタミン B12,DL-メチオニンなどの合成中間体.また,ポリアクリロニトリル,酢酸セルロース,ポリスチレンなどの溶剤として用いられる.森北出版「化学辞典(第2版)

用途塗料除去剤、繊維助剤、掘削油。
化粧品の成分用途溶剤、香料
特徴γ-ブチロラクトン(GBL)は、凝固点が低く、沸点が高い安定な物質で、かつ特異な溶解性および電気特性を有するため、特殊樹脂の溶剤、写真や電池、電解液分野への応用など幅広く使用されているほか、その化学反応性を利用して各種誘導体が合成されています。
主な用途1)溶剤等の用途
■ 溶剤関係
感光性樹脂溶剤あるいは特殊インキ溶剤として使用されています。
■ 写真関係
分散および表面処理剤として使用されています。
■ 電気関係
コンデンサ向け電解液溶媒、およびリチウム電池向け電解液溶媒として用いられます。
■ 鋳物バインダー
2)合成原料用途
以下に挙げる溶剤の原料として使用されます。
■ 2-ピロリドン(2P)
2Pは医薬中間体原料、ナイロン4原料、NMP原料、床磨き剤などに用いられます。
■ N-メチル-2-ピロリドン(NMP)
NMPは芳香族、ブタジエンなどの炭化水素抽出溶剤、ポリアミド · ポリイミド樹脂のワニス溶剤、半導体やカラーフィルター用フォトレジスト溶媒などに用いられます。
■ N-ビニル-2-ピロリドン(NVP)
NVPはPVP原料の他、抜染剤、石油添加剤などに用いられます。
■ ポリビニルピロリドン(PVP)
PVPは化粧品用(ヘアースプレー · ローションなどの増粘剤)、医薬品用(錠剤バインダー、代用血漿、うがい薬)、工業用(懸濁重合のコロイド安定剤、染色助剤、焼き入れ油粘度調整剤、接着剤増粘剤)、食品用(ビール、ワインの清澄化剤)に用いられます。
■ その他
メチオニン、チオジブチル酸エステルなど多岐な用途があります。
説明Dihydro-2(3H)-furanone. An endogenous neuroregulator made from gamma-amino butyrate and the precursor of gamma hydroxybutyrate. It causes selective increase of brain dopamine by inhibiting its release from nerve terminals. The compound has sedative properties at low doses and produces surgical anesthesia at high doses. It is also used as an industrial solvent and precursor.
化学的特性γ-Butyrolactone is oily, colorless, clear liquid. It has a faint, sweet, aromatic, slightly buttery odor.
Gamma-butyrolactone
γ-Butyrolactone is a lactone. It is hydrolyzed under basic conditions, for example in a sodium hydroxide solution into sodium gamma-hydroxybutyrate, the sodium salt of gamma-hydroxybutyric acid. Under acidic conditions it forms an equilibrium mixture of both compounds. These compounds then may go on to form a polymer.
天然物の起源Reported found as a constituent in coffee aroma; a volatile flavor component in roasted filberts as well. Also reported found in tomato, potato, soybeans, beans, vinegar, mushrooms, roasted chicken, beef, cider, beer, wine, scallops and clams.
使用r-butyrolactone is one kind of important fine chemicalintermediate, simultaneously also is one kind of performance fine highboiling point solvent, ideal antioxidant, plasticizer,extracting agent, absorbent, dispersing agent, solid stain, Coagulation Reagent.
使用For the introduction of 3-carboxypropyl side chain. Used as a component of electrolyte solutions in batteries and capacitors.
使用Intermediate in the synthesis of polyvinylpyrrolidone, DL-methionine, piperidine, phenylbutyric acid, thiobutyric acids. Solvent for polyacrylonitrile, cellulose acetate, methyl methacrylate polymers, polystyrene. Constituent of paint removers, textile aids, drilling oils.
定義ChEBI: A butan-4-olide that is tetrahydrofuran substituted by an oxo group at position 2.
製造方法γ-Butyrolactone is produced by gas phase 1,4-butanediol under the action of Cu catalyst to produce product γ-butyrolactone and by-product hydrogen. Crude γ-Butyrolactone is purified to remove light and heavy components, with a purity of more than 99.5%, as an export product. At the same time, the by-product hydrogen is sent to other hydrogenation processes for recycling after removing CO and CO2 through the methanation process.
Aroma threshold valuesDetection: 20 to 50 ppm
Taste threshold valuesTaste characteristic at 75 ppm: milky, creamy with fruity peach-like afternotes.
一般的な説明Clear colorless oily liquid with a pleasant odor.
空気と水の反応Hygroscopic. Soluble in water.
反応プロフィールgamma-Butyrolactone can react with oxidizing materials, inorganic acids and bases, alcohols and amines. Rapidly hydrolyzed by bases and slowly hydrolyzed by acids. gamma-Butyrolactone is volatile with steam. . The combination of the lactone, butanol, 2,4-dichlorophenol, and sodium hydroxide in the attempted synthesis of 2,4-dichlorophenoxybutyric acid caused a thermal runaway reaction that eventually exploded, [CISHC Chem. Safety Summ., 1977, 48, 3].
危険性Toxic by ingestion. Questionable carcino- gen.
火災危険gamma-Butyrolactone is combustible.
Biochem/physiol ActionsPrecursor of γ-hydroxybutyric acid (GHB). It blocks dopamine release by blocking impulse flow in dopaminergic neurons. Pretreatment with γ-butyrolactone allows detection of autoreceptor-induced dopamine release.
安全性プロファイルModerately toxic by ingestion, intravenous, and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. Questionable carcinogen with experimental tumorigenic data by skin contact. Mutation data reported. Less acutely toxic than ppropiolactone. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use foam, alcohol foam, CO2, dry chemical. Potentially explosive reaction with butanol + 2,4 dichlorophenol + sodium hydroxide. When heated to decomposition it emits acrid and irritating fumes.
職業ばく露Used as a chemical intermediate for making other chemicals, including pesticides, cosmetics, and pharmaceuticals; as a solvent for paint, nail polish removers, and industrial chemicals. Used in electronics, drilling and petroleum industries as a stabilizer and solvent. Used as a flavoring agent in various foods and beverages, including grains and breakfast foods, candy, and alcoholic and nonalcoholic drinks. Drug of abuse: the United States Food and Drug Administration has warned the public not to purchase or consume products, containing gamma-butyrolactone (GBL). FDA has also asked the companies that manufacture these products to voluntarily recall them. The agency has received reports of serious health problems—some that are potentially life-threatening—associated with the use of these products. Although labeled as dietary supplements and marketed under various brand names, these products are illegally marketed unapproved new drugs. False advertising claims include building muscles, improved physical performance, enhanced sex, reduced stress and induced sleep
輸送方法Listed by some sources as unregulated. UN2810 Toxic liquids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1—Poisonous materials, Technical Name Required.
純化方法Dry the lactone over anhydrous CaSO4, then fractionally distil it. Handle it in a fume cupboard due to its TOXICITY. [Beilstein 17 V 7.]
不和合性4-Butyrolactone is incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, alcohols, amines, strong and inorganic acids, strong bases. Rapidly hydrolyzed by bases and slowly hydrolyzed by acids. It is hygroscopic and volatile with steam. Combustible; vapor may form explosive mixture with air.
廃棄物の処理Use a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. It is inappropriate and possibly dangerous to the environment to dispose of expired or waste drugs and pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator. All federal, state, and local environmental regulations must be observed.
Tags:96-48-0