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| 化学名: | 2,3-ベンゾフラン | | 英語化学名: | Benzofuran | | 别名: | 2,3-Benzofuran, GC 99%;Benzo[b]furan, 99+%;Benzobüfuran, 99+%;2,3-Benzofuran ,97%;Benzo[b]furan 98%;2,3-Benzofuran, 99.5%;2,3-benzofuranyl;2,3-Benzofuran, 99.5% 10ML | | CAS番号: | 271-89-6 | | 分子式: | C8H6O | | 分子量: | 118.14 | | EINECS: | 205-982-6 | | カテゴリ情報: | Pyridines;Furan&Benzofuran;Benzofurans;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks | | Mol File: | 271-89-6.mol |  |
| 融点 | <-18℃ | | 沸点 | 173-175 °C(lit.) | | 比重(密度) | 1.095 g/mL at 20 °C(lit.) | | 屈折率 | n20/D 1.567 | | 闪点 | 133 °F | | 貯蔵温度 | 2-8°C | | 溶解性 | soluble in Dichloromethane | | 酸解離定数(Pka) | 33.2 | | 外見 | Crystalline Powder or Crystals | | 色 | Yellow to green to yellow-brown | | 水溶解度 | insoluble | | Merck | 14,1088 | | BRN | 107704 | | LogP | 2.670 | | CAS データベース | 271-89-6(CAS DataBase Reference) | | IARC | 2B (Vol. 63) 1995 | | NISTの化学物質情報 | Benzofuran(271-89-6) | | EPAの化学物質情報 | Benzofuran (271-89-6) |
| 主な危険性 | Xn,Xi | | Rフレーズ | 40-52-10 | | Sフレーズ | 36/37-16 | | RIDADR | UN 1993 3/PG 3 | | WGK Germany | 3 | | RTECS 番号 | DF6423800 | | F | 10-23 | | Hazard Note | Irritant | | TSCA | Yes | | 国連危険物分類 | 3 | | 容器等級 | III | | HSコード | 29329900 | | 有毒物質データの | 271-89-6(Hazardous Substances Data) | | 毒性 | Isolated from coal oil and used in the manufacture of
coumarone-indene resin. This resin is used in paints, glue, etc.
and is allowed in food packaging. Little is known about the toxicity
of benzofuran to humans but acute toxicity in experimental
animals involves liver and kidney failure. Chronic toxicity to animals
involves damage to the liver, kidneys, lungs, and stomach.
Lifetime administration (oral administration) caused cancer in
both rats and mice. |
| | 2,3-ベンゾフラン Usage And Synthesis |
| 外観 | 無色～黄褐色, 澄明の液体 | | 溶解性 | 水 : 0.1～1 mg/ml (18℃), DMSO : ＞100 mg/ml (20℃), 95%エタノール : 10-50 mg/ml石油エーテル, エーテル, アセトン, ベンゼンに可溶。 | | 解説 | クマロンbenzo[b]furan．コールタールの軽油留分中に少量含まれる．フェノキシアセトアルデヒドに酸を作用させて閉環するか，2-(2-クロロビニル)フェノールをアルカリと加熱して合成される．沸点174 ℃．1.565．エタノール，エーテル，石油エーテルに可溶．放置すると徐々に重合する．置換反応(ハロゲン化，ニトロ化，アシル化など)は普通2位に起こり，条件によっては3位にも起こる．硫酸によって樹脂状物質となるが，アルカリや塩酸に対してはかなり安定である。過マンガン酸カリウムなどの酸化剤によって分解され，臭素とも反応する。 | | 用途 | クマロン樹脂原料 | | 用途 | 有機合成原料(クマロン樹脂)。 | | 化学的特性 | 2,3-Benzofuran is a colorless, sweet-smelling, oily liquid made by processing coal into coal
oil. It may also be formed during other uses of coal or oil. 2,3-Benzofuran is not used for
any commercial purposes, but the part of the coal oil that contains 2,3-benzofuran is made
into a plastic called coumarone-indene resin. This resin resists corrosion and is used to
make paints and varnishes. The resin also provides water resistance and is used in coatings on paper products and fabrics. It is used as an adhesive in food containers and some
asphalt fl oor tiles. The resin has been approved for use in food packages and as a coating
on citrus fruits. We do not know how often the resin is used or whether any 2,3-benzofuran in the coating or packaging gets into the food. 2,3-Benzofuran may enter the air, water,
and soil during its manufacture, use, or storage at hazardous waste sites. Breathing contaminated air or touching the chemical in the workplace is the source of human exposure. | | ソース | クマロン フェノキシアセトアルデヒドを塩化亜鉛の存在下で環化させると得られる。無色の芳香をもつ液体で、水には溶けないが種々の有機溶媒に溶ける。クマロンおよびインデンを含有するタール留分を精製して重合させると、クマロン樹脂あるいはクマロンインデン樹脂とよばれる熱可塑性の合成樹脂が得られる。これは塗料、印刷インキなどの製造に用いられる。 | | 使用 | As an intermediate in the polymerization
of coumarone-indene resins found in
various corrosion-resistant coatings such as
paints and varnishes; in water-resistant coatings
for paper products and fabrics; in adhesives for
use in food containers | | 使用 | Benzo[b]furan is used in the manufacture of coumarone-indene resin. It has been used to make floor tiles and other products. It is also used as a coating on grapefruit, lemons, lirnes, oranges, tangelos and tangerines and in the production of COITosion-resistant paints and varnishes, in water-resistant coatings on paper products and fabrics and as adhesives in food containers. | | 使用 | manufacture of coumarone-indene resins. | | 定義 | A bicyclic ring compound derived from coal tar
naphtha, the parent substance of coumarone-indene
resins. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 44, p. 28, 1979 DOI: 10.1021/jo01315a008 | | 一般的な説明 | Clear oily yellow liquid with an aromatic odor. | | 空気と水の反応 | Highly flammable. May be sensitive to prolonged exposure to air. Very slightly water soluble. | | 反応プロフィール | Benzofuran slowly polymerizes on standing. Benzofuran may be sensitive to prolonged exposure to air. Benzofuran is polymerized by H2SO4. | | 危険性 | Possible carcinogen. | | 健康ハザード | Rats and mice that ingested high levels of 2,3-benzofuran over a short time had liver and
kidney damage. Those exposed over a long time to moderate levels had liver, kidney, lung,
and stomach damage. In one study, the ability of animals to reproduce was not affected.
We do not know if people will experience health effects similar to those seen in animals. | | 健康ハザード | ACUTE/CHRONIC HAZARDS: When heated to decomposition Benzofuran emits acrid and irritating smoke and fumes. | | 火災危険 | Benzofuran is combustible. | | 発がん性 | Benzofuran was not mutagenic in bacterial
assays but did cause chromosomal aberrations
and sister chromatid exchanges in cultured
rodent cells. | | 純化方法 | Benzofuran is steam distilled, dissolved in Et2O, washed with 5% aqueous NaOH, saturated NaCl, dried (Na2SO4), evaporated and redistilled. UV: max 245, 275, 282nm (log 4.08, 3.45, 3.48). The picrate has m 102-103o. [Burgstahler & Worden Org Synth Coll Vol V 251 1973, NMR: Black & Heffernan Aust J Chem 18 353 1965, Beilstein 17/2 V 3.] |
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