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アジピン酸

アジピン酸 化学構造式
124-04-9
CAS番号.
124-04-9
化学名:
アジピン酸
别名:
アジピン酸;アジラクテッテン;アシネッテン;アジパート;1,4-ビスカルボキシラトブタン;ヘキサン二酸アニオン;ヘキサンジオアート;(ヘキサン二酸)ジアニオン;ヘキサン二酸;1,4-ブタンジカルボン酸;アシフロクチン;1,4ブタンジカルボ酸;1,6-ヘキサン二酸;1,4-ブタンジカルボン酸(アジピン酸);アジピンサン;1 , 4 - ブタンジカルボン酸(アジピン酸);アジピン酸, 99%
英語化学名:
Adipic acid
英語别名:
adipic;Asapic;adipate;NA-9077;Adi-pure;FEMA 2011;Acinetten;ai3-03700;Inipol DS;adipicaci
CBNumber:
CB0718158
化学式:
C6H10O4
分子量:
146.14
MOL File:
124-04-9.mol

アジピン酸 物理性質

融点 :
151-154 °C(lit.)
沸点 :
265 °C100 mm Hg(lit.)
比重(密度) :
1,36 g/cm3
蒸気密度:
5 (vs air)
蒸気圧:
1 mm Hg ( 159.5 °C)
屈折率 :
1.4880
FEMA :
2011 | ADIPIC ACID
闪点 :
385 °F
貯蔵温度 :
Store below +30°C.
溶解性:
methanol: 0.1 g/mL, clear, colorless
酸解離定数(Pka):
4.43(at 25℃)
外見 :
Solid
色:
White
PH:
2.7 (23g/l, H2O, 25℃)
水溶解度 :
1.44 g/100 mL (15 ºC)
JECFA Number:
623
Merck :
14,162
BRN :
1209788
安定性::
Stable. Substances to be avoided include ammonia, strong oxidizing agents.
InChIKey:
WNLRTRBMVRJNCN-UHFFFAOYSA-N
CAS データベース:
124-04-9(CAS DataBase Reference)
NISTの化学物質情報:
Hexanedioic acid(124-04-9)
EPAの化学物質情報:
Adipic acid (124-04-9)
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  Xi
Rフレーズ  36-41
Sフレーズ  26-39-24/25
WGK Germany  1
RTECS 番号 AU8400000
自然発火温度 788 °F
TSCA  Yes
HSコード  29171210
有毒物質データの 124-04-9(Hazardous Substances Data)
毒性 LD50 orally in Rabbit: 5700 mg/kg LD50 dermal Rabbit > 7940 mg/kg
化審法 (2)-858
安衛法 57,57-2
絵表示(GHS)
注意喚起語 Warning
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
H319 強い眼刺激 眼に対する重篤な損傷性/眼刺激 性 2A 警告 P264, P280, P305+P351+P338,P337+P313P
H335 呼吸器への刺激のおそれ 特定標的臓器毒性、単回暴露; 気道刺激性 3 警告
H372 長期にわたる、または反復暴露により臓器の障 害 特定標的臓器有害性、単回暴露 1 危険 P260, P264, P270, P314, P501
H402 水生生物に有害 水生環境有害性、急性毒性 3
注意書き
P260 粉じん/煙/ガス/ミスト/蒸気/スプレーを吸入しないこ と。
P264 取扱い後は皮膚をよく洗うこと。
P264 取扱い後は手や顔をよく洗うこと。
P270 この製品を使用する時に、飲食または喫煙をしないこ と。
P271 屋外または換気の良い場所でのみ使用すること。
P273 環境への放出を避けること。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ 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。
P337+P313 眼の刺激が続く場合:医師の診断/手当てを受けること。

アジピン酸 価格 もっと(40)

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
富士フイルム和光純薬株式会社(wako) W01AFAA13705 アジピン酸, 99%
Adipic acid, 99%
124-04-9 1000g ¥8710 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01AFAA13705 アジピン酸, 99%
Adipic acid, 99%
124-04-9 5000g ¥28550 2021-03-23 購入
東京化成工業 A0161 アジピン酸 >99.0%(GC)(T)
Adipic Acid >99.0%(GC)(T)
124-04-9 25g ¥1700 2021-03-23 購入
東京化成工業 A0161 アジピン酸 >99.0%(GC)(T)
Adipic Acid >99.0%(GC)(T)
124-04-9 500g ¥2900 2021-03-23 購入
関東化学株式会社(KANTO) 01093-01 アジピン酸 >97.5%(T)
Adipic acid >97.5%(T)
124-04-9 500g ¥2800 2021-03-23 購入

アジピン酸 MSDS


1,4-Butanedicarboxylic acid

アジピン酸 化学特性,用途語,生産方法

外観

白色の結晶又は結晶性の粉末

定義

本品は、次の化学式で表されるジカルボン酸である。

溶解性

水に難溶 (1.4g/100ml水, 15℃)。エタノールに易溶。アセトンに可溶。熱水、エタノール及びアセトンに溶ける。

解説

hexanedioic acid.C6H10O4(146.14).HOOC(CH2)4COOH.二塩基酸の一種.シクロヘキサノール,シクロヘキサノン,あるいはシクロヘキサンの酸化分解で得られる.アジポニトリルの加水分解によっても得られる.単斜柱状晶.融点153 ℃,沸点205 ℃(1.3 kPa),265 ℃(13 kPa).Ka1 253.76×10-5.エタノール,アセトンに可溶,エーテルにはほとんど不溶.ナイロン66の重要な製造原料,そのほかポリアミド繊維,アルキド樹脂,ポリエステル樹脂,可塑剤,医薬品などの合成原料としても大きな用途がある.LD50 1900 mg/kg(マウス,経口).[CAS 124-04-9]
森北出版「化学辞典(第2版)

用途

有機合成原料。

用途

ナイロン樹脂原料(ヘキサメチレンジアミンとナイロン66をつくる)?可塑剤DOA?塗料?医薬品原料?香料固定剤?有機合成?分析用試薬 吸湿性がなく、酒石酸、クエン酸の代用としてアストリンゼント、レモン乳液、ヘアリンスなどに使用される 化粧品原料(清浄用化粧品、頭髪用化粧品、基礎化粧品、メークアップ化粧品、芳香化粧品、日焼け?日焼け止め化粧品、爪化粧品、口唇化粧品、口腔化粧品、入浴用化粧品) 食品添加物(酸味料、乳製品ホイッピング改良剤、食用油脂品質改良、フレーバー増強剤)

化粧品の成分用途

pH調整剤、香料

効能

安定化剤, 錠崩壊剤

説明

Adipic acid is a crystalline powder with practically no odor. It has the lowest acidity of any of the acids commonly used in foods and has excellent buffering capacity in the range of pH 2.5 to 3.0. Like succinic and fumaric acid, adipic acid is practically nonhygroscopic. Its addition to foods imparts a smooth, tart taste. In grape-flavored products, it adds a lingering supplementary flavor and gives an excellent set to food powders containing gelatin. As a result, adipic acid has found a wide number of uses as an accidulant in dry powdered food mixtures, especially in those products having delicate flavors and where addition of tang to the flavor is undesirable.
Adipic acid
Its aqueous solutions have the lowest acidity of any of the common food acids. For concentrations from 0.5 to 2.4 g/100 mL, the pH of its solution varies less than half a unit. Hence, it can be used as a buffering agent to maintain acidities within the range of 2.5 to 3.0. This is highly desirable in certain foods, yet the pH is low enough to inhibit the browning of most fruits and other foodstuffs.

化学的特性

Adipic acid is the organic compound with the formula (CH2)4(COOH)2. From the industrial perspective, it is the most important dicarboxylic acid: About 2.5 billion kilograms of this white crystalline powder are produced annually, mainly as a precursor for the production of nylon. Adipic acid otherwise rarely occurs in nature.

物理的性質

Adipic acid is a straight-chain dicarboxylic acid that exists as a white crystalline compound at standard temperature and pressure. Adipic acid is one of the most important industrial chemicals and typically ranks in the top 10 in terms of volume used annually by the chemical industry.

天然物の起源

Reported found as a minor constituent in butter, and has been found in other fats as a product of oxidative rancidity. It also occurs in beet juice, pork fat, guava fruit (Psidium guajava L.), papaya (Carica papaya L.) and raspberry (Rubus idaeus L.).

使用

Adipic acid’s main use is in the production of 6,6 nylon. It is also used in resins, plasticizers, lubricants, polyurethanes, and food additives.

使用

Adipic Acid is primarily used in the synthesis of nylon. It has been used as a reagent in the solid-state polymerization of nylon analogs.

使用

Adipic Acid is an acidulant and flavoring agent. it is characterized as stable, nonhygroscopic, and slightly soluble, with a water solubility of 1.9 g/100 ml at 20°c. it has a ph of 2.86 at 0.6% usage level at 25°c. it is used in powdered drinks, beverages, gelatin desserts, loz- enges, and canned vegetables. it is also used as a leavening acidulant in baking powder. it can be used as a buffering agent to maintain acidities within a range of ph 2.5–3.0. it is occasionally used in edi- ble oils to prevent rancidity.

定義

ChEBI: An alpha,omega-dicarboxylic acid that is the 1,4-dicarboxy derivative of butane.

製造方法

Adipic acid is produced from a mixture of cyclohexanol and cyclohexanone called "KA oil", the abbreviation of "ketone-alcohol oil." The KA oil is oxidized with nitric acid to give adipic acid, via a multistep pathway. Early in the reaction the cyclohexanol is converted to the ketone, releasing nitrous acid:
HOC6H11 + HNO3 → OC6H10 + HNO2 + H2O
Among its many reactions, the cyclohexanone is nitrosated, setting the stage for the scission of the C- C bond:
HNO2 + HNO3 → NO+NO3+ H2O
OC6H10 + NO+→ OC6H9-2 - NO + H+
Side products of the method include glutaric and succinic acids.
Related processes start from cyclohexanol, which is obtained from the hydrogenation of phenol.

調製方法

Adipic acid can be manufactured using several methods, but the traditional and main route of preparation is by the two-step oxidation of cyclohexane (C6H12). In the first step, cyclohexane is oxidized to cyclohexanone and cyclohexanol with oxygen or air. This occurs at a temperature of approximately 150°C in the presence of cobalt or manganese catalysts. The second oxidation is done with nitric acid and air using copper or vanadium catalysts. In this step, the ring structure is opened and adipic acid and nitrous oxide are formed. Other feedstocks such as benzene and phenol may be use to synthesize adipic acid. Adipic acid production used to be a large emitter of nitrous oxide, a greenhouse gas, but these have been controlled in recent years using pollution abatement technology.

調製方法

Adipic acid is prepared by nitric acid oxidation of cyclohexanol or cyclohexanone or a mixture of the two compounds. Recently, oxidation of cyclohexene with 30% aqueous hydrogen peroxide under organic solvent- and halide-free conditions has been proposed as an environmentally friendly alternative for obtaining colorless crystalline adipic acid.

反応性

Adipic acid is a dibasic acid (can be deprotonated twice). Its pKa's are 4.41 and 5.41.
With the carboxylate groups separated by four methylene groups, adipic acid is suited for intramolecular condensation reactions. Upon treatment with barium hydroxide at elevated temperatures, it undergoes ketonization to give cyclopentanone.

Biotechnological Production

Adipic acid is industrially produced by chemical synthesis. However, there are new efforts to develop an adipic acid production process using biorenewable sources. A direct biosynthesis route has not yet been reported. The possible precursors Z,Z-muconic acid and glucaric acid can be produced biotechnologically by fermentation. Z,Z-muconic acid can be made from benzoate with concentrations up to 130 mM with a yield of close to 100 % (mol/mol) by Pseudomonas putida KT2440-JD1 grown on glucose. Alternatively, it can be produced by engineered E. coli directly from glucose at up to 260 mM with a yield of 0.2 mol Z,Zmuconic acid per mole glucose .
The production of the second possible precursor, glucaric acid, by engineered E. coli growing on glucose has been reported. However, the product titers were low (e.g. 4.8 and 12 mM. To overcome the problem of low product concentrations, an alternative synthetic pathway has been suggested but not yet demonstrated .
In a hydrogenation process, Z,Z-muconic acid and glucaric acid could be converted chemically into adipic acid. Therefore, bimetallic nanoparticles or platinum on activated carbon as catalysts have been studied . In particular, nanoparticles of Ru10Pt2 anchored within pores of mesoporous silica showed high selectivity and conversion rates, greater than 0.90 mol adipic acid per mole Z,Zmuconicacid. With platinum on activated carbon, conversion rates of 0.97 mol.mol-1 of Z,Z-muconic acid into adipic acid have been shown. Another possibility would be the production of adipic acid from glucose via the a–aminoadipate pathway ]. Finally, the production of adipic acid from longchain carbon substrates has been suggested. The conversion of fatty acids into dicarboxylic acids by engineered yeast strains has been reported.

一般的な説明

Adipic acid is a white crystalline solid. Adipic acid is insoluble in water. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. Adipic acid is used to make plastics and foams and for other uses.

空気と水の反応

Dust may form explosive mixture with air [USCG, 1999]. Insoluble in water.

反応プロフィール

Adipic acid is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in Adipic acid to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions. Behavior in Fire: Melts and may decompose to give volatile acidic vapors of valeric acid and other substances.

健康ハザード

Exposures to adipic acid cause pain, redness of the skin and eyes, tearing or lacrimation. Adipic acid has been reported as a non-toxic chemical. Excessive concentrations of adipic acid dust are known to cause moderate eye irritation, irritation to the skin, and dermatitis.It may be harmful if swallowed or inhaled. It causes respiratory tract irritation with symptoms of coughing, sneezing, and blood-tinged mucous.

応用例(製薬)

Adipic acid is used as an acidifying and buffering agent in intramuscular, intravenous and vaginal formulations. It is also used in food products as a leavening, pH-controlling, or flavoring agent.
Adipic acid has been incorporated into controlled-release formulation matrix tablets to obtain pH-independent release for both weakly basicand weakly acidic drugs.It has also been incorporated into the polymeric coating of hydrophilic monolithic systems to modulate the intragel pH, resulting in zero-order release of a hydrophilic drug.The disintegration at intestinal pH of the enteric polymer shellac has been reported to improve when adipic acid was used as a pore-forming agent without affecting release in the acidic media.Other controlled-release formulations have included adipic acid with the intention of obtaining a late-burst release profile.

安全性プロファイル

Poison by intraperitoneal route. Moderately toxic by other routes. A severe eye irritant. Combustible when exposed to heat or flame; can react with oxidzing materials. When heated to decomposition it emits acrid smoke and fumes.

安全性

Adipic acid is used in pharmaceutical formulations and food products. The pure form of adipic acid is toxic by the IP route, and moderately toxic by other routes. It is a severe eye irritant, and may cause occupational asthma.
LD50 (mouse, IP): 0.28 g/kg
LD50 (mouse, IV): 0.68 g/kg
LD50 (mouse, oral): 1.9 g/kg
LD50 (rat, IP): 0.28 g/kg
LD50 (rat, oral): >11 g/kg

Chemical Synthesis

By oxidation of cyclohexanol with concentrated nitric acid; by catalytic oxidation of cyclohexanone with air.

職業ばく露

Workers in manufacture of nylon, plasticizers, urethanes, adhesives, and food additives

貯蔵

Adipic acid is normally stable but decomposes above boiling point. It should be stored in a tightly closed container in a cool, dry place, and should be kept away from heat, sparks, and open flame.

輸送方法

UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required

純化方法

For use as a volumetric standard, adipic acid is crystallised once from hot water with the addition of a little animal charcoal, dried at 120o for 2hours, then recrystallised from acetone and again dried at 120o for 2hours. Other purification procedures include crystallisation from ethyl acetate and from acetone/petroleum ether, fusion followed by filtration and crystallisation from the melt, and preliminary distillation under vacuum. [Beilstein 2 IV 1956.]

不和合性

Adipic acid is incompatible with strong oxidizing agents as well as strong bases and reducing agents. Contact with alcohols, glycols, aldehydes, epoxides, or other polymerizing compounds can result in violent reactions.

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

予防処置

Occupational workers should avoid contact of the adipic acid with the eyes, avoid breathing dust, and keep the container closed. Workers should use adipic acid only with adequate ventilation. Workers should wash thoroughly after handling adipic acid and keep away from heat, sparks, and flame. Also, workers should use rubber gloves and laboratory coats, aprons, or coveralls, and avoid creating a dust cloud when handling, transferring, and cleaning up.

規制状況(Regulatory Status)

GRAS listed. Included in the FDA Inactive Ingredients Database (IM, IV, and vaginal preparations). Accepted for use as a food additive in Europe. Included in an oral pastille formulation available in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.

アジピン酸 上流と下流の製品情報

原材料

準備製品


アジピン酸 生産企業

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124-04-9(アジピン酸)キーワード:


  • 124-04-9
  • RARECHEM AL BO 0180
  • AKOS BBS-00004308
  • ADIPIC ACID
  • adipinic acid
  • 1,6-HEXANEDIOIC ACID
  • 1,4-BUTANEDICARBOXYLIC ACID
  • BUTANE-1,4-DICARBOXYLIC ACID
  • DICARBOXYLIC ACID C6
  • FEMA 2011
  • HEXANDIOIC ACID
  • Adipic acid Manufacturer
  • Adipic acid 124-04-9
  • adipic acid, butane-1,4-dicarboxylic acid, hexanedioic acid, гександиовая кислота, 1,4-бутандикарбоновая кислота Гександиовая кислота, 1,4-бутандикарбоновая кислота
  • acideadipique
  • Acifloctin
  • Acinetten
  • Adilactetten
  • adipate
  • adipic
  • Adipinsαure
  • Adi-pure
  • ai3-03700
  • femanumber2011
  • Kyselina adipova
  • 1,4-Butanedicarboxylic acid~Hexanedioic acid
  • 1,4-Butanedicardicarboxylic acid
  • ADIPIC ACID 99.6+% FCC
  • ADIPIC ACID FREE ACID
  • ADIPIC ACID, 99+%
  • ADIPIC ACID EXTRA PURE
  • アジピン酸
  • アジラクテッテン
  • アシネッテン
  • アジパート
  • 1,4-ビスカルボキシラトブタン
  • ヘキサン二酸アニオン
  • ヘキサンジオアート
  • (ヘキサン二酸)ジアニオン
  • ヘキサン二酸
  • 1,4-ブタンジカルボン酸
  • アシフロクチン
  • 1,4ブタンジカルボ酸
  • 1,6-ヘキサン二酸
  • 1,4-ブタンジカルボン酸(アジピン酸)
  • アジピンサン
  • 1 , 4 - ブタンジカルボン酸(アジピン酸)
  • アジピン酸, 99%
  • 構造分類
  • 官能性 & α,ω-二官能性アルカン
  • α,ω-アルカンジカルボン酸
  • α,ω-二官能性アルカン
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