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| 融点 | 109-112 °C(lit.) | | 沸点 | 281 °C | | 比重(密度) | 1.27 | | 蒸気密度 | 3.8 (vs air) | | 蒸気圧 | 1 mm Hg ( 21.1 °C) | | FEMA | 3589 | RESORCINOL | | 屈折率 | 1.5781 | | 闪点 | 340 °F | | 貯蔵温度 | Store below +30°C. | | 溶解性 | H2O: soluble1M at 20°C, clear, faintly yellow | | 外見 | Liquid | | 酸解離定数(Pka) | 9.81(at 25℃) | | カラーインデックス | 76505 | | 色 | white | | 臭い (Odor) | at 1.00 % in propylene glycol. nutty creamy phenolic hawthorn musty | | PH | 4-6 (100g/l, H2O, 20℃) | | 爆発限界(explosive limit) | 1.4%(V) | | においのタイプ | nutty | | 水溶解度 | 140 g/100 mL | | Sensitive | Light Sensitive | | Merck | 14,8155 | | JECFA Number | 712 | | BRN | 906905 | | 暴露限界値 | TLV-TWA 10 ppm (～45 mg/m3) (ACGIH); STEL 20 ppm (ACGIH). | | Dielectric constant | 3.2（0.0℃） | | 安定性： | Stable. Incompatible with strong oxidizing agents. May discolour on exposure to air or light. | | InChIKey | GHMLBKRAJCXXBS-UHFFFAOYSA-N | | LogP | 0.8 at 20℃ | | CAS データベース | 108-46-3(CAS DataBase Reference) | | IARC | 3 (Vol. 15, Sup 7, 71) 1999 | | NISTの化学物質情報 | Resorcinol(108-46-3) | | EPAの化学物質情報 | Resorcinol (108-46-3) |
| | レソルシノール Usage And Synthesis |
| 外観 | 白色〜わずかにうすい紅色又はわずかにうすい黄色, 結晶又はフレーク | | 性質 | レゾルシノールの融点は109~111℃、沸点は280℃、比重は1.27です。常温環境においては、無色の固体状態として存在します。
レゾルシノールは、クロロホルムや二硫化炭素には難溶ですが、アルコールやエーテルの他、水にも非常に溶けやすく、空気中に放置していても吸湿します。また、光と酸素によって酸化されて色がピンク色に変化する性質があるので、保管する際は注意が必要です。
| | 定義 | 本品は、次の化学式で表される芳香族化合物である。 | | 溶解性 | 水, アルコール, エーテルに易溶。水及びエタノールに極めて溶けやすく、ジエチルエーテルに溶けやすい。 | | 解説 | m‐ジヒドロキシベンゼンにあたる。レゾルシノールresorsinolともいう。融点111℃，沸点281℃の白色結晶。レソルシノールは，1864年セリ科植物のアルカリ融解で初めて得られた。ブラジルスオウの乾留でも得ることができる。現在はm‐ベンゼンスルホン酸を水酸化ナトリウムと融解したのち，塩酸で加水分解して工業的に合成されている。わずかな甘味があり，空気，光にさらすか鉄分に触れるとピンク色になる。水，アルコール，エーテル，グリセリンによく溶け，クロロホルム，二硫化炭素には溶けにくい。
株式会社平凡社 世界大百科事典 第２版について 情報 | | 用途 | フェノール類の一。無色の結晶。光や空気に触れると淡紅色になり、塩化鉄により紫色に着色する。水・エーテルに溶け、強い還元作用をもつ。２価のフェノールの一種。防腐剤，殺菌剤，医薬や染料の原料に用いられる。1，3−ベンゼンジスルホン酸を水酸化ナトリウムと融解してつくる。 | | 用途 | 医薬、有機合成原料、金属イオンの検出・定量試薬。 | | 用途 | タイヤ、コンベアベルト、駆動ベルト等の強化ゴム原料、木材の高級接着剤、染料、医薬の合成原料 | | 化粧品の成分用途 | 変性剤、毛髪着色剤、酸化防止剤、外用鎮痛剤、香料 | | 合成 | レゾルシノールは、ベンゼンからいくつかのステップで合成できます。プロピレンをジアルキル化することで1,3-ジイソプロピルベンゼンが得られ、この二置換アレーンの酸化およびホック転位によって、アセトンおよびレゾルシノールが生成します。
C6H6+2CH3CH=CH2→1,3-(i-Pr)2C6H4
1,3-(i-Pr)2C6H4+2O2→1,3-(OH)2C6H4+2CH3COCH3
工業的には、クメンの自動酸化プロセスの応用で1,3-ジイソプロピルベンゼンの酸化により過酸化物を得て、それを酸触媒存在下で分解することで、レゾルシノールを得ることができます。
| | 効能 | 抗ニキビ薬, 外皮用殺菌消毒薬, 角質溶解薬 | | 説明 | Resorcinol is a white crystalline solid with acharacteristic odor and a sweetish taste. Turns pink onexposure to air or light, or contact with iron. Molecularweight =110.12; Boiling point =277.2℃; Freezing/Melting point =108.9℃; Vapor pressure= 0.0002 mmHg at 25℃; Flash point = 127.2℃ (cc); Autoignitiontemperature = 607℃. Explosive limits: LEL = 1.4% at200℃. UEL—unknown. Hazard Identification (based onNFPA-704 M Rating System): Health 3, Flammability 1,Reactivity 0. Highly soluble in water; solubility = 110%. | | 化学的特性 | crystals or powder | | 化学的特性 | Resorcinol is odorless. | | 化学的特性 | Resorcinol is a white crystalline solid with a
characteristic odor and a sweetish taste. Turns pink on expo-
sure to air or light, or contact with iron. | | 天然物の起源 | Reported found in roasted barley, cane molasses, beer, red wine, white wine, special wine and coffee. | | 使用 | In very mild solutions, resorcinol is used as an anti-septic and soothing preparation for itchy skin. In slightly higher concentrations, resorcinol removes the top layer of the stratum corneum and is used particularly in cases of acne. In still higher concentrations, it can act as an aggressive surface skin exfoliant. Resorcinol can also be used as a preservative. While it is a beneficial skin care ingredient when used in low concentrations, it causes irritation in higher concentrations with a strong burning sensation and a reddening of the skin. used in high concentrations as a peel, resorcinol may cause a variety of problems, including swelling. It is is obtained from various resins. | | 使用 | anthelmintic | | 使用 | A benzene derivative used as keratolytic and antiseborrheic. Also used in veterinary medicine as a topical antipruritic and antiseptic (has been used as intestinal antiseptic). | | 使用 | Resorcinol is used in the manufacture of resorcinol–formaldehyde resins, resin adhesives, dyes, drugs, andexplosives; in tanning; in cosmetics; and in dyeing and printing textiles. | | 使用 | An aromatic alcohol used as a chemical intermediate | | 適応症 | Resorcinol (resorcin), a phenol derivative, is less keratolytic than salicylic acid. This
drug is an irritant and sensitizer and reported to be both bactericidal and fungicidal.
Solutions containing 1% to 2% have been used in preparations for seborrhea, acne,
and psoriasis. | | 定義 | ChEBI: A benzenediol that is benzene dihydroxylated at positions 1 and 3. | | Aroma threshold values | Detection: 6 to 40 ppm | | Synthesis Reference(s) | Tetrahedron Letters, 35, p. 8727, 1994 DOI: 10.1016/S0040-4039(00)78482-6 | | 一般的な説明 | Very white crystalline solid that becomes pink on exposure to light if not completely pure. Burns although ignition is difficult. Density approximately 1.28 g / cm3. Irritating to skin and eyes. Toxic by skin absorption. Used to make plastics and pharmaceuticals. | | 空気と水の反応 | Hygroscopic. Soluble in water. | | 反応プロフィール | Resorcine is a weak organic acid. Incompatible with acetanilide, albumin, alkalis, antipyrine, camphor, iron salts, menthol, spirit nitrous ether, and urethane. Can react with oxidizing materials . Has a potentially explosive reaction with concentrated nitric acid [Lewis]. Turns pink on contact with iron. | | 危険性 | Irritant to skin and eyes. Questionable car-
cinogen. | | 健康ハザード | Inhalation of vapors or dust causes irritation of respiratory tract. Ingestion causes burns of mucous membranes, severe diarrhea, pallor, sweating, weakness, headache, dizziness, tinnitus, shock, and severe convulsions; may also cause siderosis of the spleen and tubular injury to the kidney. Contact with eyes causes irritation. Can be absorbed from wounds or through unbroken skin, producing severe dermatitis, methemoglobinemia, cyanosis, convulsions, tachycardia, dyspnea, and death. | | 健康ハザード | The acute oral toxicity of resorcinol is moderate in most test animals. It is less toxic than phenol or catechol. Ingestion or skin absorption can cause methemoglobinemia, cyanosis, and convulsions. Vapors or dusts are irritant to mucous membranes. Contact with the skin or eyes can cause strong irritation. An amount of 100 mg caused severe irritation in rabbit eyes.
LD50 value, oral (rats): 301 mg/kg (NIOSH 1986). | | 火災危険 | Behavior in Fire: Containers may explode. | | 燃焼性と爆発性 | Non flammable | | 関連する反応 | レゾルシノールの反応
レゾルシノールを部分水素化すると、1,3-シクロヘキサンジオンとしても知られるジヒドロレゾルシノールを与えます。また、水酸化カリウムと融合すると、レゾルシノールはフロログルシノール、ピロカテコール、およびジレゾルシノールを生成可能です。
他にも、冷濃硫酸の存在下、濃硝酸でニトロ化すると、爆発物であるトリニトロレゾルシンが得られます。
| | 保管方法 | 取扱いおよび保管上の注意
取扱い及び保管上の注意は、下記の通りです。
- 容器を密閉し、涼しく乾燥し換気の良い場所に保管する。
- 熱・火花・火炎など着火源から遠ざける。
- 火災及び爆発の危険があるため、強酸化剤やアンモニア、アミノ化合物との接触を避ける。
- 屋外や換気の良い区域のみで使用する。
- 粉塵やヒューム、蒸気、スプレーを吸入しない。
- 使用時は保護手袋、保護眼鏡、保護衣、保護面を着用する。
- 使用後は適切に手袋を脱ぎ、本製品の皮膚への付着を避ける。
- 取扱い後はよく手を洗浄する。
参考文献
| | 使用用途 | レゾルシノールは、主に工業用の接着剤原料として使用されます。特にタイヤ製造におけるタイヤ材料用の、木材用接着剤などの接着剤原料として使用されます。レゾルシノールを用いた接着剤は、耐水性、耐熱性、耐候性に優れた性能の良い接着剤として知られています。
その他、レゾルシノールは、レゾルシノールの持つ強い還元力から殺菌剤としても使用されます。加えて、蛍光染料の原料などの用途でも使用されます。
| | 法規情報 | レゾルシノールは、労働安全衛生法において「名称等を表示・通知すべき危険有害物」「リスクアセスメントを実施すべき危険有害物」に該当しますが、化学物質排出把握管理促進法 (PRTR法) には指定がありません。消防法も非該当ですが、毒物及び劇物取締法では「劇物」に指定されており、使用の際には注意が必要です。
| | Biochem/physiol Actions | Resorcinol is an aromatic alcohol serves as an antiseptic. It reduces pain from painful nodules in patients suffering from Hidradenitis suppurativa (HS). | | 接触アレルゲン | Resorcinol is used in hairdressing as a modifier (or a coupler) of the PPD group of dyes. It is the least frequent sensitizer in hairdressers. It is also used in resins, in skin treatment mixtures, and for tanning. Severe cases of dermatitis due to resorcinol contained in wart preparations have been reported. | | 安全性プロファイル | Human poison by ingestion. Experimental poison by ingestion, intraperitoneal, parenteral, and subcutaneous routes. Moderately toxic experimentally by skin contact and intravenous routes. Questionable carcinogen with experimental tumorigenic data. Human mutation data reported. A skin and severe eye irritant. It can cause systemic poisoning by acting as both a blood and nerve poison. In a suitable solvent, this material can readily be absorbed through human skin and can cause local hyperemia, itching, dermatitis, edema, and corrosion associated with enlargement of regonal lymph glands as well as serious systemic disorders such as restlessness, methemoglobinemia, cyanosis, convulsions, tachycardia, dyspnea, and death. These same symptoms can be induced by ingestion of the material. For poisoning, treat symptomatically. Get medical advice. Used as a topical antiseptic and keratolytic agent. Combustible when exposed to heat or flame; can react with oxidming materials. To fight fEe, use water, CO2, dry chemical. Potentially explosive reaction with concentrated nitric acid. Incompatible with acetadde, alkalies, ferric salts, spirit nitrous ether, urethan. When heated to decomposition it emits acrid smoke and irritating fumes | | 職業ばく露 | Resorcinol is weakly antiseptic;
resorcinol compounds are used in the production of
resorcinol-formaldehyde adhesives; or as an intermediate;
in pharmaceuticals and hair dyes for human use. Major
industrial uses are as adhesives in rubber products and tires,
wood adhesive resins, and as ultraviolet absorbers in
polyolefin plastics. Resorcinol is also a by-product of coal
conversion and is a component of cigarette smoke. Thus,
substantial opportunity exists for human exposure. | | 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 if heart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.Note to physician: Treat for methemoglobinemia.Spectrophotometry may be required for precise determination of levels of methemoglobin in urine. Emergency treatment and management is similar to phenol. | | 発がん性 | Acute Toxicity. The primary signs of intoxication
resemble those induced by phenol, and include initial stimulation
of the CNS, followed by depression, renal glomerular
and tubular degeneration, central hepatic necrosis, myocardial
depression, pruritus, and reddening of the skin. Resorcinol
has been reported to be less toxic than phenol or
pyrocatechol by oral and dermal routes.
Resorcinol is a simple aromatic chemical (1,3-benzenediol)
that has found widespread use, particularly as a coupler
in hair dyes. Clinical experience clearly shows that resorcinol
is a skin sensitizer, although several predictive tests have
been negative. In a local lymph node assay performed in
accordance with OECD Guideline 429, resorcinol was identified
as a skin sensitizer.
Few reports of the toxicity
of resorcinol have been published. Oral ingestion in humans
may cause methemoglobinemia, cyanosis, and convulsions,
whereas dermal exposure has been reported to cause dermatitis,
hyperemia, and pruritus. Industrial inhalation
exposures are rather rare, but could occur in any industry
if the compound is heated beyond 300°F.
Pathology reported for humans
includes anemia, marked siderosis of the spleen and marked
tubular injury in the kidney, fatty changes of the liver,
degenerative changes in the kidney, fatty changes of the
heart muscle, moderate enlargement and pigmentation of
the spleen, and edema and emphysema of the lungs. | | 貯蔵 | Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with thischemical you should be trained on its proper handling andstorage. Before entering confined space where this chemicalmay be present, check to make sure that an explosive concentration does not exist. Store in tightly closed containersin a cool, well-ventilated area away from oxidizers, oil, ferric salts, methanol, acetanilide, albumin, antipyrine, andurethane. Where possible, automatically transfer materialfrom drums or other storage containers to process containers. Sources of ignition, such as smoking and open flames,are prohibited where this chemical is handled, used, orstored. Metal containers involving the transfer of this chemical should be grounded and bonded. Wherever this chemical is used, handled, manufactured, or stored, useexplosion-proof electrical equipment and fittings. | | 輸送方法 | UN2876 Resorcinol, Hazard Class: 6.1; Labels:
6.1-Poisonous materials. | | 純化方法 | Crystallise resorcinol from *benzene, toluene or *benzene/diethyl ether. The benzoate has m 117o. [Beilstein 6 IV 2069.] | | 不和合性 | Reacts with oxidizers, nitric acid; oil,
ferric salts; methanol, acetanilide, albumin, antipyrene,
alkalies, urethane, ammonia, amino compounds.
Hygroscopic; absorbs moisture from the air. | | 廃棄物の処理 | Consult with environmental
regulatory agencies for guidance on acceptable disposal
practices. Generators of waste containing this contaminant
(≥100 kg/mo) must conform with EPA regulations govern-
ing storage, transportation, treatment, and waste disposal.
Dissolve in a combustible solvent and incinerate. |
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