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無水酢酸 [一般有機合成用]

無水酢酸 [一般有機合成用] 化学構造式
108-24-7
CAS番号.
108-24-7
化学名:
無水酢酸 [一般有機合成用]
别名:
無水酢酸 (約1mol/Lジクロロメタン溶液);無水酢酸 [一般有機合成用];酢酸無水物;アセチルアセタート;ビス酢酸無水物;酢酸アセチル;二酢酸無水物;3-オキサペンタン-2,4-ジオン;アセチルオキシド;無水酢酸;水酢酸;無酢;酢酸無水物 (約1mol/Lジクロロメタン溶液);無水酢酸 PURISS. P.A.,ACS REAGENT,≥99.0% (NT);キャップB1溶液 [無水酢酸-アセトニトリル(4:6)];無水酢酸, ACS, 97+%
英語化学名:
Acetic anhydride
英語别名:
AC2O;acetic;(CH3CO)2O;acetylether;Acetyl ether;ACETYL OXIDE;ACETIC OXIDE;Acetanhydrid;Acetanhydride;Acetyl acetate
CBNumber:
CB2852742
化学式:
C4H6O3
分子量:
102.08864
MOL File:
108-24-7.mol

無水酢酸 [一般有機合成用] 物理性質

融点 :
-73.1 °C
沸点 :
140 °C
比重(密度) :
1.087
蒸気密度:
3.5 (vs air)
蒸気圧:
10 mm Hg ( 36 °C)
屈折率 :
n20/D 1.390(lit.)
闪点 :
130 °F
貯蔵温度 :
Store at RT.
溶解性:
Miscible with ether, chloroform and benzene.
外見 :
Liquid
色:
Colorless
比重:
1.082
PH:
3 (10g/l, H2O, 20°C)
臭い (Odor):
Very strong; pungent; vinegar-like characteristic odor.
爆発限界(explosive limit):
2.0-10.2%(V)
水溶解度 :
REACTS
Sensitive :
Moisture Sensitive
Merck :
14,56
BRN :
385737
暴露限界値:
NIOSH REL: ceiling 5 ppm (20 mg/m3), IDLH 200 ppm; OSHA PEL: 5 ppm; ACGIH TLV: ceiling 5 ppm.
安定性::
Stability Flammable. Incompatible with strong oxidizing agents, water, strong bases, alcohols.
CAS データベース:
108-24-7(CAS DataBase Reference)
NISTの化学物質情報:
Acetic acid anhydride(108-24-7)
EPAの化学物質情報:
Acetic acid, anhydride(108-24-7)
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  C,Xn,F,Xi
Rフレーズ  11-20/21/22-37/38-41-34-20/21-10-20/22-19-40
Sフレーズ  26-39-45-36/37/39-33-16
RIDADR  UN 2924 3/PG 2
WGK Germany  3
RTECS 番号 AK1925000
21
自然発火温度 629 °F
TSCA  Yes
国連危険物分類  8
容器等級  II
HSコード  29152400
有毒物質データの 108-24-7(Hazardous Substances Data)
毒性 LD50 orally in rats: 1.78 g/kg (Smyth)
消防法 危険物第4類第二石油類(非水溶性)
化審法 優先評価化学物質
安衛法 57,57-2
毒劇物取締法 III
絵表示(GHS)
注意喚起語 Danger
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H226 引火性の液体および蒸気 引火性液体 3 警告
H302 飲み込むと有害 急性毒性、経口 4 警告 P264, P270, P301+P312, P330, P501
H314 重篤な皮膚の薬傷?眼の損傷 皮膚腐食性/刺激性 1A, B, C 危険 P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H331 吸入すると有毒 急性毒性、吸入 3 危険 P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
注意書き
P210 熱/火花/裸火/高温のもののような着火源から遠ざ けること。-禁煙。
P303+P361+P353 皮膚(または髪)に付着した場合:直ちに汚染された衣 類をすべて脱ぐこと/取り除くこと。皮膚を流水/シャワー で洗うこと。
P305+P351+P338 眼に入った場合:水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。
P405 施錠して保管すること。

無水酢酸 [一般有機合成用] 価格

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入

無水酢酸 [一般有機合成用] MSDS


Acetic anhydride

無水酢酸 [一般有機合成用] 化学特性,用途語,生産方法

外観

無色澄明の液体

溶解性

ジエチルエーテルに極めて溶けやすい。エタノールには溶けるが、反応して酢酸エチルとなる。水にはすぐには溶けないが、徐々に反応して酢酸になる。

用途

酢酸エステル原料、染料等原料

用途

酢酸繊維素の製造、アスピリン、その他薬品、香料、染料、酢酸エステル類、有機合成原料

用途

アセチル化剤。コレステロールの定量。

用途

汎用分析用試薬。薬品、香料、染料等の有機合成原料。

使用上の注意

アルゴン封入

説明

Acetic anhydride is a colourless liquid and appreciably soluble in water. It is of ethanoic acid smell. Acetic acid anhydride is flammable, moisture sensitive, and incompatible with strong oxidising agents, water, strong bases, alcohols, metals, reducing agents, amines, ammonia, nitrates, nitric acid, permanganates, phenols, sodium hydroxide, hydrogen peroxide, chromium trioxide, potassium hydroxide, perchloric acid, and ethanol. Acetic anhydride is mainly used for the acetylation of cellulose to cellulose acetate for photographic film and other applications. Upon burning, acetic anhydride decomposes and produces toxic gases and toxic fumes including acetic acid fumes. It attacks many metals with or without the presence of water.

化学的特性

Colorless liquid

化学的特性

Acetic anhydride is a combustible, colorless, strongly refractive, liquid which has a strongly irritating odor.

化学的特性

Acetic anhydride, or ethanoic anhydride, is the chemical compound with the formula (CH3CO)2O. Commonly abbreviated Ac2O, it is the simplest isolatable acid anhydride and is a widely used reagent in organic synthesis. It is a colorless liquid that smells strongly of acetic acid, formed by its reaction with the moisture in the air.
Formic anhydride is an even simpler acid anhydride, but it spontaneously decomposes, especially once removed from solution.

化学的特性

An esterification agent used in the preparation of modified starch and for acetylation of acetylated monoglycerides. It has a strong acetic odor.

物理的性質

Colorless, very mobile liquid with a very strong, acetic acid-like odor. Experimentally determined detection and recognition odor threshold concentrations were <600 μg/m3 (<140 ppbv) and 1.5 mg/m3 (360 ppbv), respectively (Hellman and Small, 1974).

天然物の起源

Reported found in watercress (Nasturtium officinale r. br.).

使用

Acetic Anhydride is an esterifier for food starch; also used in combi- nation with adipic anhydride.

使用

Preparation of anhydrous acetic acid in nonaqueous titrimetry.

使用

manufacture of acetyl compounds, cellulose acetates. As acetulizer and solvent in examining wool fat, glycerol, fatty and volatile oils, resins; detection of rosin. Widely used in organic syntheses, e.g., as dehydrating agent in nitrations, sulfonations and other reactions where removal of water is necessary.

使用

Acetic anhydride is an important solvent and acetylation agent. It is used for the manufacture of acetylcellulose, acetylsalicylic acid, acetanilide, nitrofurane, sulfonamides, vitamin B6 etc. Product Data Sheet

定義

ChEBI: An cyclic carboxylic anhydride of acetic acid.

調製方法

Acetic anhydride is produced by carbonylation of methyl acetate :
CH3CO2CH3 + CO → (CH3CO)2O
This process involves the conversion of methyl acetate to methyl iodide and an acetate salt. Carbonylation of the methyl iodide in turn affords acetyl iodide, which reacts with acetate salts or acetic acid to give the product. Rhodium iodide and lithium iodide are employed as catalysts. Because acetic anhydride is not stable in water, the conversion is conducted under anhydrous conditions. In contrast, the Monsanto acetic acid process, which also involves a rhodium catalyzed carbonylation of methyl iodide, is at least partially aqueous.
To a decreasing extent, acetic anhydride is also prepared by the reaction of ethenone (ketene) with acetic acid at 45–55 °C and low pressure (0.05–0.2 bar).
H2C= C= O + CH3COOH → (CH3CO)2O (ΔH = ?63 kJ/mol)
Ketene is generated by dehydrating acetic acid at 700–750 °C in the presence of triethyl phosphate as a catalyst or (in Switzerland and the CIS) by the thermolysis of acetone at 600–700 °C in the presence of carbon disulfide as a catalyst.
CH3COOH H2C= C= O + H2O (ΔH = +147 kJ/mol)
CH3COCH3 → H2C= C= O + CH4
The route from acetic acid to acetic anhydride via ketene was developed by Wacker Chemie in 1922, when the demand for acetic anhydride increased due to the production of cellulose acetate.
Due to its low cost, acetic anhydride is purchased, not prepared, for use in research laboratories.

主な応用

As indicated by its organic chemistry, Ac2O is mainly used for acetylations leading to commercially significant materials. Its largest application is for the conversion of cellulose to cellulose acetate, which is a component of photographic film and other coated materials. Similarly it is used in the production of aspirin (acetylsalicylic acid), which is prepared by the acetylation of salicylic acid.It is also used as a wood preservative via autoclave impregnation to make a longer lasting timber.
In starch industry, acetic anydride is a common acetylation compound, used for the production of modified starches
Because of its use for the synthesis of heroin by the diacetylation of morphine, acetic anhydride is listed as a U.S. DEA List II precursor, and restricted in many other countries.

反応性

introduction of acetyl groups to organic substrates . In these conversions, acetic anhydride is viewed as a source of CH3CO+. Alcohols and amines are readily acetylated. For example, the reaction of acetic anhydride with ethanol yields ethyl acetate:
(CH3CO)2O + CH3CH2OH → CH3CO2CH2CH3 + CH3COOH
Often a base such as pyridine is added to function as catalyst. In specialized applications, Lewis acidic scandium salts have also proven effective catalysts.
Aromatic rings are acetylated, usually in the presence of an acid catalyst. Illustrative is the conversion of benzene to aceto phenone:
(CH3CO)2O + C6H6 → CH3COC6H5 + CH3CO2H
Ferrocene can be acetylated as well:
Cp2Fe + (CH3CO)2O → CpFe(C5H4COCH3).

Aroma threshold values

Detection: 490 ppb; Recognition: 1.5 ppm

一般的な説明

A clear colorless liquid with a strong odor of vinegar. Flash point 129°F. Corrosive to metals and tissue. Density 9.0 lb /gal. Used to make fibers, plastics, pharmaceuticals, dyes, and explosives.

空気と水の反応

Flammable. Reacts violently with water to generate acetic acid . This reaction is heightened by the presence of mineral acids (nitric, perchloric, sulfuric acid, etc.) [Chem. Eng. News 25, 3458].

反応プロフィール

Acetic anhydride reacts violently on contact with water, steam, methanol, ethanol, glycerol and boric acid. Reaction with water is particularly dangerous in presence with mineral acids (e.g., nitric, perchloric, chromic, sulfuric acid) [Chem. Eng. News 25, 3458]. Potentially explosive reactions with oxidizing reagents such as barium peroxide, chromium trioxide, chromic acid, hypochlorous acid, nitric acid, perchloric acid, peroxyacetic acid, potassium permanganate, hydrogen peroxide. [Sax, 9th ed., 1996, p. 15]. Reacts violently with metal nitrates used as nitrating agents [Davey W. et al., Chem. & Ind., 1948, p. 814].

健康ハザード

Liquid is volatile and causes little irritation on uncovered skin. However, causes severe burns when clothing is wet with the chemical or if it enters gloves or shoes. Causes skin and eye burns and irritation of respiratory tract. Nausea and vomiting may develop after exposure.

化学反応性

Reactivity with Water: Reacts slowly with water, but considerable heat is liberated when contacted with spray water; Reactivity with Common Materials: Corrodes iron, steel and other metals; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Dilute with water and use sodium bicarbonate solution to rinse; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

安全性プロファイル

Moderately toxic by inhalation, ingestion, and skin contact. A skin and severe eye irritant. A flammable liquid. A fire and explosion hazard when exposed to heat or flame. Potentially explosive reactions with barium peroxide, boric acid, chromium trioxide, 1,3diphenyltriazene, hydrochloric acid + water, hypochlorous acid, nitric acid, perchloric acid + water, peroxyacetic acid, potassium permanganate, tetrafluoroboric acid, 4toluenesulfonic acid + water, and acetic acid + water. Reactions with ethanol + sodium hydrogen sulfate, and hydrogen peroxide form explosive products. Reactions with ammonium nitrate + hexamethylenetetrammonium acetate + nitric acid form as products the military explosives RDX and HMX. Reacts violently with N-tert-butyl-phthalimic acid + tetrafluoroboric acid, chromic acid, glycerol + phosphoryl chloride, and metal nitrates (e.g., copper or sodium nitrates). Incompatible with 2-aminoethanol, aniline, chlorosulfonic acid, (CrOs + acetic acid), ethylene-diamine, ethyleneimine, glycerol, oleum, HF, permanganates, NaOH, Na2O2, H2SO4, water, N2O2, (glycerol + phosphoryl chloride). When heated to decomposition it emits toxic fumes; can react vigorously with oxidizing materials, wdl react violently on contact with water or steam. Used in production of drugs of abuse. To fight fire, use CO2, dry chemical, water mist, alcohol foam. See also ANHYDRIDES.

Chemical Synthesis

It may be synthesized from diacetyl by partial reduction with zinc and acid or may be derived from fermentation

職業ばく露

Acetic anhydride is used as an acetylating agent or as a solvent in the manufacture of cellulose acetate, acetanilide, aspirin, synthetic fibers, plastics, explosives, resins, perfumes, and flavorings; and it is used in the textile dyeing industry. It is widely used as a pharmaceutical intermediate and as a pesticide intermediate

環境運命予測

Chemical/Physical. Slowly dissolves in water forming acetic acid. In ethanol, ethyl acetate is formed (Windholz et al., 1983).

輸送方法

UN1715 Acetic anhydride, Hazard class: 8; Labels: 8-Corrosive material, 3-Flammable liquid.

純化方法

Adequate purification can usually be achieved by fractional distillation through an efficient column. Acetic acid can be removed by prior refluxing with CaC2 or with coarse Mg filings at 80-90o for 5days, or by distillation from a large excess of quinoline (1% AcOH in quinoline) at 75mm pressure. Acetic anhydride can also be dried by standing with Na wire for up to a week, removing the Na and distilling it under vacuum. (Na reacts vigorously with acetic anhydride at 65-70o). Dippy & Evans [J Org Chem 15 451 1950] let the anhydride (500g) stand over P2O5 (50g) for 3hours, then decanted it and stood it with ignited K2CO3 for a further 3hours. The supernatant liquid was distilled and the fraction b 136-138o was further dried with P2O5 for 12hours, followed by shaking with ignited K2CO3, before two further distillations through a five-section Young and Thomas fractionating column. The final material distilled at 137.8-138.0o. It can also be purified by azeotropic distillation with toluene: the azeotrope boils at 100.6o. After removal of the remaining toluene, the anhydride is distilled [sample had a specific conductivity of 5 x 10-9 ohm-1cm -1]. [Beilstein 2 H 96, 2 I 39, 2 II 91, 2 III 134, 2 IV 94.] Rapid procedure: Shake with P2O5, separate, shake with dry K2CO3 and fractionally distil.

不和合性

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, alcohols, chromic acid (violent reaction), amines, strong caustics; finely divided metals. Contact with water forms acetic acid and liberates a large amount of heat. Corrosive to iron, steel and other metals.

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.

無水酢酸 [一般有機合成用] 上流と下流の製品情報

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108-24-7(無水酢酸 [一般有機合成用])キーワード:


  • 108-24-7
  • aceticacidanhydride
  • Acetyl acetate
  • Acetyl anhydride
  • Acetyl ether
  • acetylanhydride
  • acetylether
  • Anhydrid kyseliny octove
  • Anhydride acetique
  • anhydrideacetique
  • anhydrideacetique(french)
  • anhydridkyselinyoctove
  • Anidride acetica
  • anidrideacetica
  • Acetic Anhydride (Controlled Chemical)
  • Cap A (acetic anhydride 10% in THF/lutidine 8 : 1)
  • Cap A (acetic anhydride 12% in acetonitrile)
  • Acetic anhydride ;Acetic oxide;Acetyl oxide;Ethanoic anhydrde
  • Ethanoic anhydrde
  • acetic anhydrid
  • ACETIC ANHYDRIDE REAGENTPLUS(TM) 99.&
  • ACETIC ANHYDRIDE, 98%, A.C.S. REAGENT
  • ACETIC ANHYDRIDE, REAGENTPLUS, >=99%
  • ACETIC ANHYDRIDE, PKG. WITH 10 X 1 ML
  • CAP A (ACETIC ANHYDRIDE10% IN
  • ACETIC ANHYDRIDE, 99+%
  • ACETIC ANHYDRIDE R. G., REAG. ACS, REAG. ISO, REAG. PH. EUR.
  • ACETIC ANHYDRIDE, ACS
  • CAP A (ACETIC ANHYDRIDE 10% IN THF)
  • CAP A (ACETIC ANHYDRIDE 12% IN
  • AceticAnhydrideA.R.
  • 無水酢酸 (約1mol/Lジクロロメタン溶液)
  • 無水酢酸 [一般有機合成用]
  • 酢酸無水物
  • アセチルアセタート
  • ビス酢酸無水物
  • 酢酸アセチル
  • 二酢酸無水物
  • 3-オキサペンタン-2,4-ジオン
  • アセチルオキシド
  • 無水酢酸
  • 水酢酸
  • 無酢
  • 酢酸無水物 (約1mol/Lジクロロメタン溶液)
  • 無水酢酸 PURISS. P.A.,ACS REAGENT,≥99.0% (NT)
  • キャップB1溶液 [無水酢酸-アセトニトリル(4:6)]
  • 無水酢酸, ACS, 97+%
  • 生化学
  • 糖鎖合成用反応剤
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