5-メチルレソルシノール (無水) 化学特性,用途語,生産方法
外観
白色～うすい赤褐色, 結晶～結晶性粉末
溶解性
エタノール及び水に溶ける。
解説
オルシノール,オルセリン酸を石灰と加熱し，脱カルボキシル化すれば得られる．融点107～108 ℃ の結晶で，水から再結晶したものは一水和物，融点56 ℃．塩化鉄(Ⅲ)により青紫色を呈する．Cr3＋ の検出試薬．
用途
オルシノール(Orcinol)は、多くの地衣類によって生成される天然のフェノール化合物である。オルセイン染料の合成や、Bial's testのようないくつかのペントースの検出法に用いられる。
用途
クロム(III)の検出、糖定量用。
使用上の注意
不活性ガス封入
化学的特性
pink-grey to pink-brown powder or crystals.
使用
Orcinol can be used to synthesize:
Orcinol-containing azacryptands for use in optical amplifiers and light-emitting devices.
Ternary co-crystal with 4,4′-bipyridine.
Low-density carbon aerogels in the presence of formaldehyde.
PEG-orcinol coumarins with potent tyrosinase inhibitory activity.
主な応用
Orcinol is found in many lichen species and It is used as an analytical reagent for pentoses, lignin, beet sugar, saccharoses, arabinose, and diastase. The orcinol assay was used for the direct assay of the number of glycolipids presents in the sample. The orcinol reagent was prepared by adding concentrated sulphuric acid, H2SO4 (98% w/w) and 0.19% orcinol (3,5-dihydroxytoluene) to distilled water.
定義
ChEBI: Orcinol is a 5-alkylresorcinol in which the alkyl group is specified as methyl. It has a role as an Aspergillus metabolite. It is a 5-alkylresorcinol and a dihydroxytoluene.
製造方法
Orcinol has been isolated from numerous lichen fungi (Robiquet, 1829) and can be synthesized by decarboxylation of orsellinic acid in Umbilicaria papulosa and Gliocladium roseum (Pettersson, 1965; Mosbach and Ehrensvard, 1966).
Orcinol was first prepared by dehydroacetic acid, a conversion that involved ring-opening of the pyrone to a triketone. This early experiment helped establish the rich condensation chemistry of polyketides. It can be obtained by fusing extract of aloes with potash, followed by acidification.
US3865884A: Preparation of orcinol
生物活性
Orcinol is a compound obtained from DHA which can mimic the biogenetic synthesis of phenolic compounds.
Orcinol is a polyketide synthase-derived phenol that has been found in F. graminearum and has diverse biological activities. It scavenges DPPH radicals (IC50 = 2.93 mM). Orcinol (2.5 and 5 mg/kg) increases the number of entries into and percentage of time spent in the open arms of the elevated plus maze in mice, indicating anxiolytic-like activity. It has also been used in the colorimetric detection of carbohydrates.
安全性プロファイル
Poison by
subcutaneous and intravenous routes.
Moderately toxic by ingestion and
intraperitoneal routes. Mildly toxic by skin
contact. When heated to decomposition it
emits acrid smoke and irritating fumes.
純化方法
Crystallise orcinol from CHCl3/*benzene (2:3). See hydrate in previous entry. [Beilstein 6 H 882, 6 IV 5892.]
5-メチルレソルシノール (無水) 上流と下流の製品情報
原材料
準備製品