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1,4-ベンゾキノン [1%ピリジン - 1-ブタノール (1:4) 溶液] (スプレー用)

1,4-ベンゾキノン [1%ピリジン - 1-ブタノール (1:4) 溶液] (スプレー用) 化学構造式
106-51-4
CAS番号.
106-51-4
化学名:
1,4-ベンゾキノン [1%ピリジン - 1-ブタノール (1:4) 溶液] (スプレー用)
别名:
1,4-ベンゾキノン;1,4-ベンゾキノン [1%ピリジン - 1-ブタノール (1:4) 溶液] (スプレー用);p-ベンゾキノン;pベンゾキノン;P-キノン;1,4-ベンゾキノン(p-キノン);パラ‐ベンゾキノン;P‐ベンゾキノン;キノン
英語化学名:
1,4-Benzoquinone
英語别名:
pbq2;Chinon;QUINONE;CHINONE;p-Chinon;stearapbq;P-QUINONE;usafp-220;NSC 36324;Steara PBQ
CBNumber:
CB9351491
化学式:
C6H4O2
分子量:
108.09
MOL File:
106-51-4.mol

1,4-ベンゾキノン [1%ピリジン - 1-ブタノール (1:4) 溶液] (スプレー用) 物理性質

融点 :
113-115 °C(lit.)
沸点 :
293°C
比重(密度) :
1.31
蒸気密度:
3.73 (vs air)
蒸気圧:
0.1 mm Hg ( 25 °C)
屈折率 :
n20/D 1.453
闪点 :
38°C
貯蔵温度 :
room temp
溶解性:
10g/l
外見 :
Powder
色:
Yellow to green
PH:
4 (1g/l, H2O, 20℃)
水溶解度 :
10 g/L (25 ºC)
Merck :
14,8074
BRN :
773967
暴露限界値:
TLV-TWA 0.4 mg/m3 (0.1 ppm); STEL 1.2 mg/m3 (0.3 ppm) (ACGIH); IDLH 75 ppm (NIOSH).
安定性::
Stable, but light sensitive. Incompatible with strong oxidizing agents. Flammable.
InChIKey:
AZQWKYJCGOJGHM-UHFFFAOYSA-N
CAS データベース:
106-51-4(CAS DataBase Reference)
NISTの化学物質情報:
p-Benzoquinone(106-51-4)
IARC:
3 (Vol. 15, Sup 7, 71) 1999
EPAの化学物質情報:
Quinone (106-51-4)
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  T,N,Xn,F
Rフレーズ  23/25-36/37/38-50-20/21/22-11
Sフレーズ  26-28-45-61-28A-23-16
RIDADR  UN 2587 6.1/PG 2
WGK Germany  3
RTECS 番号 DK2625000
8
自然発火温度 815 °F
TSCA  Yes
HSコード  2914 69 80
国連危険物分類  6.1
容器等級  II
有毒物質データの 106-51-4(Hazardous Substances Data)
毒性 LD50 orally in rats: 130 mg/kg (Woodard)
化審法 (3)-1001
安衛法 57,57-2
PRTR法 第二種指定化学物質
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
H301 飲み込むと有毒 急性毒性、経口 3 危険 P264, P270, P301+P310, P321, P330,P405, P501
H315 皮膚刺激 皮膚腐食性/刺激性 2 警告 P264, P280, P302+P352, P321,P332+P313, P362
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
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
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
H371 臓器の障害のおそれ 特定標的臓器有害性、単回暴露 2 警告 P260, P264, P270, P309+P311, P405,P501
H400 水生生物に強い毒性 水生環境有害性、急性毒性 1 警告 P273, P391, P501
H410 長期的影響により水生生物に非常に強い毒性 水生環境有害性、慢性毒性 1 警告 P273, P391, P501
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。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。

1,4-ベンゾキノン [1%ピリジン - 1-ブタノール (1:4) 溶液] (スプレー用) 価格 もっと(22)

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
東京化成工業 B0089 1,4-ベンゾキノン >98.0%(T)
1,4-Benzoquinone >98.0%(T)
106-51-4 25g ¥2800 2021-03-23 購入
東京化成工業 B0089 1,4-ベンゾキノン >98.0%(T)
1,4-Benzoquinone >98.0%(T)
106-51-4 100g ¥7600 2021-03-23 購入
関東化学株式会社(KANTO) 10563-3A p‐ベンゾキノン
p‐Benzoquinone (p=1,4)
106-51-4 5kg ¥71800 2021-03-23 購入
関東化学株式会社(KANTO) 10563-1A p‐ベンゾキノン
p‐Benzoquinone (p=1,4)
106-51-4 1kg ¥22500 2021-03-23 購入
Sigma-Aldrich Japan 12309 p-ベンゾキノン for spectrophotometric det. of amines, ≥99.5% (HPLC)
p-Benzoquinone for spectrophotometric det. of amines, ≥99.5% (HPLC)
106-51-4 25g ¥15200 2021-03-23 購入

1,4-ベンゾキノン [1%ピリジン - 1-ブタノール (1:4) 溶液] (スプレー用) 化学特性,用途語,生産方法

外観

うすい黄色~くすんだ黄色~暗い緑色粉末~結晶

外観

うすい黄色~黄色~黄赤色粉末~結晶

解説

芳香族炭化水素のベンゼン環のH原子2個がO原子2個で置換された形の化合物をいう.p-ベンゾキノン(a)およびo-ベンゾキノン(b)が基本化合物であるが,アントラキノン,ナフトキノンなど,縮合環キノンも多数知られている."キノンの誘導体は,天然に動物,植物色素として存在する.もっとも一般的な製法は,相当するジフェノール,アミノフェノール,または芳香族ジアミンを酸化する方法である.キノンは芳香族の性質に乏しく,環内の電子密度は低下している.このため,求ジエン体としてディールス-アルダー反応を起こしたり,電荷移動錯体の電子受容体となる.キノン形構造をもつ化合物は典型的な有色物質で,キノンの誘導体のなかには合成染料として利用されているものが多い.
森北出版「化学辞典(第2版)

用途

重合防止剤、酸化剤、写真用薬剤、染料原料、皮革のなめし

説明

Quinone (p-benzoquinone) exists as a large yellow, monoclinic prism with an irritating odour resembling that of chlorine. Quinone is extensively used as a chemical intermediate, a polymerisation inhibitor, an oxidising agent, a photographic chemical, a tanning agent, and a chemical reagent. Quinone (p-benzoquinone) was first produced commercially in 1919 and has since been manufactured in several European countries. Its major use is in hydroquinone production, but it is also used as a polymerisation inhibitor and as an intermediate in the production of a variety of substances, including rubber accelerators and oxidising agents. It is used in the dye, textile, chemical, tanning, and cosmetic industries. In chemical synthesis for hydroquinone and other chemicals, quinone is used as an intermediate. It is also used in the manufacturing industries and chemical laboratory associated with protein fibre, photographic film, hydrogen peroxide, and gelatin making. Occupational exposure to quinone may occur in the dye, textile, chemical, tanning, and cosmetic industries. Inhalation exposure to quinone may occur from tobacco smoke.

化学的特性

Quinone is a yellow, crystalline material or large yellow, monoclinic prisms. Pungent, irritating odor.
1,4-Benzoquinone
1,4-Benzoquinone or p-benzoquinone is the basic structure of quinonoid compounds.They are widely distributed in the natural world, being found in bacteria, plants and arthropods and hence quinones are ubiquitous to living systems. Quinones play pivotal role in biological functions including oxidative phosphorylation and electron transfer.

物理的性質

Light yellow crystals with an acrid odor resembling chlorine. Odor threshold concentration is 84 ppb (quoted, Amoore and Hautala, 1983).

使用

As an oxidizing agent; in photography; tanning hides; intermediate in the manufacturing of dyes, fungicides, and hydroquinone.

使用

1,4-Benzoquinone is used in the manufactureof dyes, fungicide, and hydroquinone; fortanning hides; as an oxidizing agent; and inphotography.

使用

Oxidizing agent; in photography; manufacture of dyes; manufacture of hydroquinone; tanning hides; making gelatin insoluble; strengthening animal fibers; as reagent.

定義

ChEBI: The simplest member of the class of 1,4-benzoquinones, obtained by the formal oxidation of hydroquinone to the corresponding diketone. It is a metabolite of benzene.

調製方法

Quinone was produced as early as 1838 by oxidation of quinic acid with manganese dioxide. Quinone can be prepared by oxidation starting with aniline or by the oxidation of hydroquinone with bromic acid. More recently, quinone has been made biosynthetically from D-glucose.

製造方法

Preparation of Quinone (p-Benzoquinone) from Hydroquinone.
Principle: Hydroquinone can be readily oxidized to quinone by using oxidizing agent like potassium dichromate and conc. H2SO4 or KBrO3.
Reaction:
Preparation of Quinone (p-Benzoquinone) from Hydroquinone
Procedure: Take 0.5 g hydroquinone and 5 ml distilled water in a beaker (25 ml). Heat on a wire gauze to obtain a clear solution. Take 1 g potassium dichromate (K2Cr2O7) in a conical flask and dissolve in 10 ml water and add 1 ml conc. H2SO4. Shake and cool the conical flask in ice water. To this ice cold solution add hydroquinone solution (prepared above) dropwise over a period of 30 minutes with constant shaking. Do not allow the temperature to rise above 20oC. After complete addition, continue shaking for further 10 minutes. Yellow crystals of quinone separate out. Filter on a Buchner funnel and dry it well. (Note: Do not wash with water as the product is water soluble). Record the practical yield and re-crystallize from ethyl alcohol.
Re-crystallization: Dissolve the crude product in minimum amount of ethyl alcohol in a beaker by heating on a water bath. Filter the hot solution and cool the filtrate. The yellow needles of quinone separate out. Filter, dry and record the melting point and TLC (using toluene as a solvent).

Synthesis Reference(s)

Chemistry Letters, 14, p. 603, 1985
The Journal of Organic Chemistry, 48, p. 5160, 1983 DOI: 10.1021/jo00174a003
Tetrahedron Letters, 29, p. 677, 1988 DOI: 10.1016/S0040-4039(00)80182-3

一般的な説明

A yellowish-colored crystalline solid with a pungent, irritating odor. Poisonous by ingestion or inhalation of vapors. May severely damage skin, eyes and mucous membranes. Used to make dyes and as a photographic chemical.

空気と水の反応

Soluble in water and denser than water. If moist 1,4-Benzoquinone may decompose spontaneously above 140°F. This has occurred in drums, causing over-pressurization.

反応プロフィール

1,4-Benzoquinone acts as an oxidizing agent .

危険性

Toxic by inhalation, strong irritant to skin, eyes and mucous membranes. Skin damage. Ques- tionable carcinogen.

健康ハザード

1,4-Benzoquinone is moderately toxic viaingestion and skin contact. It is a mutagen andmay cause cancer. Because of its low vaporpressure, 0.1 torr (at 25°C 77°F), the healthhazard due to inhalation of its vapor is low.However, prolonged exposure may produceeye irritation, and its contact with the eyes can injure the cornea. Contact with the skincan lead to irritation, ulceration, and necrosis.
The toxicity of benzoquinone is similarto that of hydroquinone and benzenetriol.Repeated intraperitoneal administration of2 mg/kg/day to rats for 6 weeks produced significantdecreases in red blood cell, bone marrowcounts, and hemoglobin content (Raoet al. 1988). In addition, relative changes inorgan weights and injuries to the liver, thymus,kidney, and spleen were observed. Lauet al. (1988) investigated the correlation oftoxicity with increased glutathione substitutionin 1,4-benzoquinone. With the exceptionof the fully substituted isomer, increased substitutionresulted in enhanced nephrotoxicity.Although the conjugates were more stable tooxidation, the toxicity increased. The oral andintravenous toxicities of this compound in ratsare as follow:
LD50 value, oral (rats): 130 mg/kg
LD50 value, intravenous (rats): 25 mg/kg
The carcinogenicity of 1,4-benzoquinone inhumans is not reported. However, it is amutagen. It produced tumors in the lungs andskin of mice.

火災危険

Noncombustible solid; ignition can occur after only moderate heating, autoignition temperature 560°C (1040°F); fire-extinguishing agent: water spray. 1,4-Benzoquinone may react violently with strong oxidizers, especially at elevated temperatures.

安全性プロファイル

Poison by ingestion, subcutaneous, intraperitoneal, and intravenous routes. Questionable carcinogen with experimental tumorigenic data by skin contact. Human mutation data reported. Quinone has a characteristic, irritating odor. Causes severe damage to the skin and mucous membranes by contact with it in the solid state, in solution, or in the form of condensed vapors. Locally, it causes dlscoloration, severe irritation, erythema, swehng, and the formation of papules and vesicles, whereas prolonged contact may lead to necrosis. When the eyes become involved, it causes dangerous disturbances of vision. The moist material self-heats and decomposes exothermically above 60℃. When heated to decomposition it emits acrid smoke and fumes.

職業ばく露

Due to this compound’s ability to react with certain nitrogen compounds to form colored sub- stances, quinone is widely used in the dye, textile, chemi- cal, tanning, and cosmetic industries. It is used as an industrial chemical; laboratory reagent; and as an interme- diate in chemical synthesis for hydroquinone and other chemicals.

Carcinogenicity

Quinone has been tested for carcinogenicity in mice by skin application or inhalation and in rats by subcutaneous injection. None of these studies were considered sufficient to evaluate carcinogenicity (335, 336). A cancer bioassay of Tribolium-infested flour has been conducted but lack of quantification of quinone and methodological issues make the data difficult to interpret.
Quinone has produced negative results in studies designed to examine its ability to promote carcinogenicity. In a liver bioassay, quinone did not increase the formation of GGTpositive foci in the liver. Quinone did not promote induction of stomach or skin tumors in mice dosed with 7,12- dimethylbenzanthracene.

環境運命予測

Quinone exists in the atmosphere in the gas phase. The dominant atmospheric loss process for quinone is expected to be by reaction with the hydroxyl (OH) radical (reaction with ozone is expected to be slow because of the >C(O) substituent groups). The estimated half-life and lifetime of quinone in the atmosphere due to reaction with the OH radical are w3 and 4 h, respectively. Release of 1,4-benzoquinone to the environment occurs via its effluents during its commercial production and use and in wastewaters from the coal industry. If released to soil, it is likely to leach (estimated Koc of 30) and may volatilize and photodegrade on soil surfaces. The ambient atmospheric concentration of 1,4-benzoquinone has been reported to be less than 15–80 ng m-3, and benzoquinone has been detected in tobacco smoke.

輸送方法

UN2587 Benzoquinone, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

純化方法

Purify p-benzoquinone in one or more of the following ways: steam distillation followed by filtration and drying (e.g. in a desiccator over CaCl2), crystallisation from pet ether (b 80-100o), *benzene (with, then without, charcoal), water or 95% EtOH, sublimation under vacuum (e.g. from room temperature to liquid N2). It slowly decomposes and should be stored, refrigerated, in an evacuated or sealed glass vessel in the dark. It should be resublimed before use. [Wolfenden et al. J Am Chem Soc 109 463 1987, Beilstein 7 IV 2065.]

Toxicity evaluation

The acute narcotic effects are due to the physical interaction of quinone itself on the cells of the central nervous system (CNS). The long-term effects are most likely due to the production of an unstable reactive intermediate during biotransformation or redox cycling. Cytochrome P450–mediated xenobiotic metabolism often leads to biological intermediates with attributes identical to quinones.

不和合性

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explo- sions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, some combustible substances; reducing agents. Decomposes exothermically on warming above 60 ? C, when moist, producing carbon monoxide.

廃棄物の処理

Controlled incineration (982℃, 2.0 seconds minimum).

1,4-ベンゾキノン [1%ピリジン - 1-ブタノール (1:4) 溶液] (スプレー用) 上流と下流の製品情報

原材料

準備製品


1,4-ベンゾキノン [1%ピリジン - 1-ブタノール (1:4) 溶液] (スプレー用) 生産企業

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106-51-4(1,4-ベンゾキノン [1%ピリジン - 1-ブタノール (1:4) 溶液] (スプレー用))キーワード:


  • 106-51-4
  • 1,4-Benzochinon
  • 1,4-Benzoquine
  • 1,4-Cyclohexadiene dioxide
  • 1,4-Cyclohexadienedione
  • p-Benzochinon
  • pbq2
  • p-Chinon
  • quinone(p-benzoquinone)
  • Rcra waste number U197
  • rcrawastenumberu197
  • Steara PBQ
  • stearapbq
  • USAF P-220
  • 1,4-BENZOQUINONE
  • 1,4-BENZOCHINONE
  • 2,5-CYCLOHEXADIENE-1,4-DIONE
  • 1.4-Benzochino
  • 4-Benzochinone
  • p-Benzoquinone 〔p-Quinone〕
  • QUINONE
  • PARA BENZOQUINONE
  • P-BENZOQUINONE
  • p-benzoquinone 98+ % (dried)
  • P-QUINONE
  • usafp-220
  • BENZOQUINONE
  • BENZOQUINONE, 1,4-
  • CHINONE
  • CYCLOHEXADIENEDIONE
  • p-Benzoquinone reagent grade, >=98%
  • 1,4-ベンゾキノン
  • 1,4-ベンゾキノン [1%ピリジン - 1-ブタノール (1:4) 溶液] (スプレー用)
  • p-ベンゾキノン
  • pベンゾキノン
  • P-キノン
  • 1,4-ベンゾキノン(p-キノン)
  • パラ‐ベンゾキノン
  • P‐ベンゾキノン
  • キノン
  • ベンゾキノン
  • ベンゾキノン他 (電荷移動錯体)
  • 電荷移動錯体
  • 構造分類
  • 機能性材料
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