2-Acetylhydroquinone (HCID 10279)

名称と識別子

優先名称: 2-Acetylhydroquinone
IUPAC: 1-(2,5-dihydroxyphenyl)ethanone
現地名: 2',5'-ジヒドロキシアセトフェノン
英語名: 2',5'-Dihydroxyacetophenone
分子式: C8H8O3
分子量: 152.15

名称と別名

490-78-81-(2,5-Dihydroxyphenyl)ethanone2',5'-DIHYDROXYACETOPHENONE2-AcetylhydroquinoneQuinacetophenoneAcetylhydroquinone1-(2,5-dihydroxyphenyl)ethan-1-oneEthanone, 1-(2,5-dihydroxyphenyl)-AcetylquinolAcetophenone, 2',5'-dihydroxy-1-Acetyl-2,5-dihydroxybenzene2,5-Dihydroxy-1-acetylbenzene

名称をさらに表示

2',5'-ジヒドロキシアセトフェノン1-(2,5-ジヒドロキシフェニル)エタノン2-アセチルヒドロキノンアセチルヒドロキノンキナセトフェノン2′,5′-ジヒドロキシアセトフェノン2′,5′‐ジヒドロキシアセトフェノン2,5-DIHYDROXYACETOPHENONE2,5-DHAP2-hydroxy-1-(3-hydroxyphenyl)ethan-1-one2,5-Dihydroxyphenyl methyl ketone, 2-Acetyl-1,4-dihydroxybenzene, 2-Acetylhydroquinone, Acetylquinol, Quinacetophenone

NSC 3759EINECS 207-716-4K1H7QH11ZHBRN 0637903AI3-18221NSC-3759DTXSID90600772-ACETYL-1,4-BENZENEDIOL

データベース識別子

CAS: 490-78-8
PubChem CID: 10279
DTXSID: DTXSID9060077
ChEMBL: CHEMBL2348532
ChEBI: CHEBI:173647
UNII: K1H7QH11ZH
EC Number: 207-716-4
Nikkaji: J6.045C

物性

構造計算による物性

XLogP: 1.7
極性表面積: 57.5 Å²
水素結合供与体数: 2
水素結合受容体数: 3
回転可能結合数: 1
重原子数: 11
形式電荷: 0
複雑度: 155

実験および物理化学的性質

Melting Point202 - 203 °C

Physical DescriptionSolid

Kovats Retention Index2162

物理化学的性質

融点: 204 · 204-206 °C(lit.)
沸点: 234.6 °C · 234.6°C (rough estimate)
比重(密度): 1.2143 · 1.2143 (rough estimate)
屈折率: 1.4447 · 1.4447 (estimate)
貯蔵温度: 30 °C · Store below +30°C.
溶解性: 50 mg/mL、透明 · ジオキサン: 50 mg/mL、透明
酸解離定数(Pka): 9.86 · 9.86±0.18(Predicted)
外見: 結晶または結晶性粉末
色: 黄色から黄緑色
水溶解度: 不溶性
BRN: 637903 · 637903
化粧品成分の機能: スキンコンディショニング漂白抗酸化物質
InChI: 1S/C8H8O3/c1-5(9)7-4-6(10)2-3-8(7)11/h2-4,10-11H,1H3
InChIKey: WLDWSGZHNBANIO-UHFFFAOYSA-N
SMILES: CC(=O)c1cc(O)ccc1O
LogP: 1.274 · 1.274 (est)
CAS データベース: 490 · 490-78-8(CAS DataBase Reference)
NISTの化学物質情報: 1 · Ethanone, 1-(2,5-dihydroxyphenyl)-(490-78-8)
EPAの化学物質情報: 1 · Ethanone, 1-(2,5-dihydroxyphenyl)- (490-78-8)

化学的性質

化学的特性yellow to yellow-green crystals or

安全と法規制

GHS分類

GHS Classification · 5 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (98%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 50 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Regulatory InformationEthanone, 1-(2,5-dihydroxyphenyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (98%)

法規制情報

Regulatory InformationEthanone, 1-(2,5-dihydroxyphenyl)-: Does not have an individual approval but may be used under an appropriate group standard

安全データ

wgk: 3
tsca: TSCA listed
rtecs: AM7700000
hs_code: 29145000
risk_code: 36/37/38
化審法: (3)-1250
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36
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

Cellular LocationsCytoplasm；Extracellular

用途と製造

UsesSynthetic Polymer MALDI Matrix Compounds

General Manufacturing InformationEthanone, 1-(2,5-dihydroxyphenyl)-: ACTIVE

応用分野 · 3 件

用途有機合成原料。

説明2',5'-Dihydroxyacetophenone is a natural phenolic compound that is found in many plants. It has been shown to have anti-inflammatory properties through its ability to inhibit the production of pro-inflammatory cytokines, such as tumor necrosis factor alpha and interleukin 1 beta.

使用2',5'-Dihydroxyacetophenone is an intermediate used in various synthetic preparations of pharmaceutical goods, 1-(2,5-Dihydroxyphenyl)ethanone was untilized in the synthesis of new flavonoid fatty acid esters with anti-adipogenic and glucose consumption enhancing activities.

調製方法

製造方法Preparation by Fries rearrangement of hydroquinone diacetate,with aluminium chloride(91%) (76%)(63–77%) (55–60%)with zinc chloride in refluxing acetic acid (quantitative yield)with boron trifluoride etherate in benzene at reflux (65%).