2',4'-Dihydroxyacetophenone (HCID 6990)

名称と識別子

優先名称: 2',4'-Dihydroxyacetophenone
IUPAC: 1-(2,4-dihydroxyphenyl)ethanone
現地名: 2',4'-ジヒドロキシアセトフェノン
英語名: 2,4-Dihydroxyacetophenone
分子式: C8H8O3
分子量: 152.15

名称と別名

89-84-92',4'-DIHYDROXYACETOPHENONE2,4-Dihydroxyacetophenone1-(2,4-Dihydroxyphenyl)ethanoneResacetophenone4-AcetylresorcinolResoacetophenoneEthanone, 1-(2,4-dihydroxyphenyl)-1-(2,4-dihydroxyphenyl)ethan-1-oneUC3V356VZCNSC-10883DTXSID4058998

名称をさらに表示

2',4'-ジヒドロキシアセトフェノン1-(2,4-ジヒドロキシフェニル)エタノン2',4'-ビスヒドロキシアセトフェノンレサセトフェノン4-アセチルベンゼン-1,3-ジオールレスアセトフェノン2-アセチル-1,5-ベンゼンジオール1-アセチル-2,4-ジヒドロキシベンゼン4-アセチルレソルシノールレソアセトフェノンレゾアセトフェノン4-アセトレソルシノール4-アセトレゾルシノール2,4-ジヒドロキシアセトフェノン2，4ジヒドロキシアセトフェノン2′,4′-ジヒドロキシアセトフェノン2′,4′‐ジヒドロキシアセトフェノン2,4-DHAPHyMechroMoneNSC 37559NSC 10883AKOS 90593

CHEBI:18414RefChem:47128DTXCID7048667201-945-31-Acetyl-2,4-dihydroxybenzeneResorcinol, 4-acetyl-MFCD00002279Acetophenone, 2',4'-dihydroxy-

データベース識別子

CAS: 89-84-9
PubChem CID: 6990
DTXSID: DTXSID4058998
ChEMBL: CHEMBL243374
ChEBI: CHEBI:18414
UNII: UC3V356VZC
EC Number: 201-945-3
Nikkaji: J4.309E

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 Point147 °C

Physical Description · 2 件

Solid; [Merck Index] Yellow or gold powder; [Alfa Aesar MSDS]

Solid

Collision Cross Section127.2 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；126.3 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

物理化学的性質

融点: 143 · 143-144.5 °C(lit.)
沸点: 234.6 °C · 234.6°C (rough estimate)
比重(密度): 1.18 g/mL · 1.18 g/mL at 25 °C(lit.)
屈折率: 1.4945 · 1.4945 (estimate)
貯蔵温度: Inert atmosphere,Room Temperature
溶解性: DMSO（微量）、メタノール（微量）
酸解離定数(Pka): 7.96 · 7.96±0.18(Predicted)
外見: 結晶性粉末または結晶
色: オフホワイトからピンク、ブラウン
PH: 5 · 5 (1g/l, H2O, 20℃)
Merck: 14 · 14,8140
BRN: 1282505 · 1282505
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)7-3-2-6(10)4-8(7)11/h2-4,10-11H,1H3
InChIKey: SULYEHHGGXARJS-UHFFFAOYSA-N
SMILES: CC(=O)c1ccc(O)cc1O
LogP: 1.48 · 1.480 (est)
CAS データベース: 89 · 89-84-9(CAS DataBase Reference)
NISTの化学物質情報: 1 · Ethanone, 1-(2,4-dihydroxyphenyl)-(89-84-9)
EPAの化学物質情報: 1 · Ethanone, 1-(2,4-dihydroxyphenyl)- (89-84-9)

化学的性質 · 1 件

化学的特性2,4-Dihydroxyacetophenone appears as a yellow-brown to reddish-brown fine crystalline powder. It slowly decomposes in water and can dissolve in hot alcohol, pyridine, and glacial acetic acid. In contrast, it is nearly insoluble in ether, benzene, and chloroform. A reaction with iron chloride causes it to adopt a red hue.

安全と法規制

GHS分類

GHS Classification · 5 件

Danger

H315 (98%): Causes skin irritation [Warning Skin corrosion/irritation]；H318 (96.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H335 (96.1%): 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+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 9 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 Information · 2 件

Status: Active Update: 12-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/27965

2',4'-Dihydroxyacetophenone: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA severe eye irritant; [RTECS] Decomposed slowly by water; [Merck Index] An irritant that may cause serious eye injury; [Alfa Aesar MSDS] See Acetophenone and Resorcinol.

Hazard Classes and CategoriesSkin Irrit. 2 (98%)；Eye Dam. 1 (96.1%)；STOT SE 3 (96.1%)

法規制情報

Regulatory Information · 2 件

Status: Active Update: 12-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/27965

2',4'-Dihydroxyacetophenone: Does not have an individual approval but may be used under an appropriate group standard

安全データ

wgk: 2
tsca: TSCA listed
rtecs: AM7525000
hs_code: 29145000
risk_code: 36/37/38
化審法: (3)-1250
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36-24/25
Hazard Classifications: Eye Irrit. 2
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Metabolism/MetabolitesResacetophenone has known human metabolites that include 2,4-Dihydroxyacetophenone 5-sulfate.

Cellular LocationsCytoplasm；Extracellular

用途と製造

UsesUsed as a reagent for iron (in 10% alcoholic solution); [Merck Index]

General Manufacturing InformationEthanone, 1-(2,4-dihydroxyphenyl)-: ACTIVE

応用分野 · 1 件

使用2,4-Dihydroxyacetophenone (cas# 89-84-9) is a compound useful in organic synthesis. It is also used as intermediate for pharmaceuticals. Reagent for iron as a 10% alcoholic solution. A red color is obtained with ferric ions in slightly acid solution: Cooper, Ind. Eng. Chem. Anal. Ed. 9, 334 (1937).

調製方法 · 1 件

製造方法Preparation by reaction of acetic acid on resorcinol,with zinc chloride (Nencki reaction) (94%)with boron trifluoridewith Amberlite IR-120 (a cation exchange resin, sulfonic acid type) (87%)with polyphosphoric acid (63%)with 70% perchloric acid (33%).

上流・下流製品情報

上流原料

塩化亜鉛 Benzene

下流製品

ウンベリフェロン 1-[4-(Benzoyloxy)-2-hydroxyphenyl]-3-phenyl-1,3-propanedione 1-(2,4-Bis(benzoyloxy)phenyl)ethanone 7-ヒドロキシフラボン ω-ベンジリデン-2',4'-ジヒドロキシアセトフェノン 7-ヒドロキシフラボノール 4-ヒドロキシ-7-メトキシクマリン 7-ヒドロキシフラバノン 3,3',4',5',7-ペンタヒドロキシフラボン 4'-ベンジルオキシ-2'-ヒドロキシアセトフェノン 4-エチルレソルシノールジメトキシトリルプロピルレゾルシノール

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補足説明

定義ChEBI: 2',4'-dihydroxyacetophenone is a dihydroxyacetophenone that is acetophenone carrying hydroxy substituents at positions 2' and 4'. It has a role as a plant metabolite. It is a member of resorcinols and a dihydroxyacetophenone.