基本情報
- 標準SMILES
Cc1cc(O)cc(O)c1- InChIKey
OIPPWFOQEKKFEE-UHFFFAOYSA-N- 分子式
- C7H8O2
- 平均分子量
- 124.14 g/mol
- 単同位体質量
- 124.0524295
概要
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.
名称と識別子
- 優先名称
- Orcinol
- IUPAC
- 5-methylbenzene-1,3-diol
- 現地名
- 5-メチルレソルシノール (無水)
- 英語名
- Orcinol
- 分子式
- C7H8O2
- 分子量
- 124.14
名称と別名
名称をさらに表示
データベース識別子
- CAS
504-15-4- PubChem CID
- 10436
- DTXSID
DTXSID2060123- ChEMBL
CHEMBL110059- ChEBI
CHEBI:16536- UNII
- 534PMB3438
- EC Number
- 207-984-2
- Nikkaji
- J6.215D
物性
構造計算による物性
- XLogP
- 1.6
- 極性表面積
- 40.5 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 2
- 回転可能結合数
- 0
- 重原子数
- 9
- 形式電荷
- 0
- 複雑度
- 82.9
実験および物理化学的性質
物理化学的性質
- 融点
- 106 · 106-112 °C(lit.)
- 沸点
- 290 °C · 290 °C
- 比重(密度)
- 1.29 · 1.2900
- 屈折率
- 1.4922 · 1.4922 (estimate)
- 闪点
- 159 °C · 159 °C
- 貯蔵温度
- 20 °C · Store at <= 20°C.
- 溶解性
- 80 g/リットル · 80g/リットル
- 酸解離定数(Pka)
- 9.56 · 9.56±0.10(Predicted)
- 外見
- 結晶性粉末または結晶
- 色
- ピンクグレーからピンクブラウン
- 水溶解度
- 80 g/L · 80g/L
- Merck
- 14 · 14,6864
- BRN
- 1071903 · 1071903
- 安定性
- 吸湿性
- InChI
- 1S/C7H8O2/c1-5-2-6(8)4-7(9)3-5/h2-4,8-9H,1H3
- InChIKey
- OIPPWFOQEKKFEE-UHFFFAOYSA-N
- SMILES
- Cc1cc(O)cc(O)c1
- LogP
- 1.221 · 1.221 (est)
- CAS データベース
- 504 · 504-15-4(CAS DataBase Reference)
- NISTの化学物質情報
- 3 · 3,5-Dihydroxytoluene(504-15-4)
- EPAの化学物質情報
- 1 · 1,3-Benzenediol, 5-methyl- (504-15-4)
化学的性質
化学的特性pink-grey to pink-brown powder or crystals.
安全と法規制
GHS分類
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 66 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Chemical: 1,3-Benzenediol, 5-methyl-
Orcinol: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Causes convulsions and coma in subcutaneous lethal-dose studies of guinea pigs and rats; [RTECS] A skin and strong eye irritant; Harmful by ingestion; Prolonged or repeated exposure may cause eye injury; [Sigma-Aldrich MSDS] See 2-Methyl-1,4-hydroquinone, 1,3-Benzenediol, 2-methyl-, Resorcinol, and Cresol, all isomers.
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- VH2100000
- ridadr
- 2811
- 毒性
- LD50 orally in Rabbit: > 2000 mg/kg LD50 dermal Rabbit > 5000 mg/kg
- hs_code
- 29072900
- risk_code
- 22-36/37/38-41-37/38-20/21/22
- 化審法
- (4)-57
- hazard_code
- Xn
- safety_code
- 22-26-36-37/39
- packing_group
- III
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
MeSH Pharmacological Classification
Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)
用途と製造
応用分野
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.
調製方法
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
純化方法Crystallise orcinol from CHCl3/*benzene (2:3). See hydrate in previous entry. [Beilstein 6 H 882, 6 IV 5892.]
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
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.
関連反応
関連ノート
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