2,4-ジヒドロキシ安息香酸
2,4-Dihydroxybenzoic Acid
基本情報
- CAS
89-86-1- 標準SMILES
O=C(O)c1ccc(O)cc1O- InChIKey
UIAFKZKHHVMJGS-UHFFFAOYSA-N- 分子式
- C7H6O4
- 平均分子量
- 154.12 g/mol
- 単同位体質量
- 154.02660867
概要
2,4-dihydroxybenzoic acid is a dihydroxybenzoic acid that is benzoic acid substituted by hydroxy groups at positions 2 and 4. It has a role as a flavouring agent, a plant metabolite and a human urinary metabolite. It is a dihydroxybenzoic acid, a monocarboxylic acid and a member of resorcinols. It is a conjugate acid of a 2,4-dihydroxybenzoate.
名称と識別子
- 優先名称
- 2,4-Dihydroxybenzoic Acid
- IUPAC
- 2,4-dihydroxybenzoic acid
- 現地名
- 2,4-ジヒドロキシ安息香酸
- 英語名
- 2,4-Dihydroxybenzoic acid
- 分子式
- C7H6O4
- 分子量
- 154.12
名称と別名
2,4-dihydroxybenzoic acid89-86-1beta-Resorcylic acid4-Hydroxysalicylic acid4-Carboxyresorcinolp-Hydroxysalicylic acidBenzoic acid, 2,4-dihydroxy-beta-Resorcinolic acidRESORCYLIC ACID, BETACoupler 320DTXSID0025074LU39SC9JYL
名称をさらに表示
2,4-ジヒドロキシ安息香酸レソルシノール-4-カルボン酸4-ヒドロキシサリチル酸β-レソルシリン酸β-レソルシル酸β-レゾルシル酸β-レソルシン酸カプラー3202，4ジヒドロキシ安息香酸β-レゾルシン酸(2,4-ジヒドロキシ安息香酸)2,4‐ジヒドロキシ安息香酸レソルシル酸, Β-2,4-Dhba2,4-Dihydrox2,4-Dihydroxybenzoesure4-Dihydroxybenzoic acidSodium aminosalicylate Impurity 32,4-Dihydroxybenzoic Acid, ≥ 98.0%2,4-DIHYDROXYBENZOIC ACID / BETA-RESORCYLIC ACIDBRA
FEMA NO. 3798NSC-4740NSC-13564DTXCID205074RefChem:567952201-946-92,4-Resorcylic acid.beta.-Resorcylic acid
データベース識別子
- CAS
89-86-1- PubChem CID
- 1491
- DTXSID
DTXSID0025074- ChEMBL
CHEMBL328910- ChEBI
CHEBI:42094- UNII
- LU39SC9JYL
- EC Number
- 201-946-9
- Nikkaji
- J4.310I
物性
構造計算による物性
- XLogP
- 1.6
- 極性表面積
- 77.8 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 4
- 回転可能結合数
- 1
- 重原子数
- 11
- 形式電荷
- 0
- 複雑度
- 157
実験および物理化学的性質
Chemical ClassesOther Classes -> Other Aromatic Compounds
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesCrystal structure
LogP
1.63
1.41
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility
5.78 mg/mL at 25 °C
soluble in hot water, organic solvents, oils
soluble (in ethanol)
Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point309.00 to 310.00 °C. @ 760.00 mm Hg
Melting Point218 - 219 °C
Vapor Pressure0.0000021 [mmHg]
Physical Description
Solid; [Merck Index] White powder; [Alfa Aesar MSDS]
Solid
hydrated white crystals with a faint phenolic odour
物理化学的性質
- 融点
- 208 · 208-211 °C (dec.) (lit.)
- 沸点
- 237.46 °C · 237.46°C (rough estimate)
- 比重(密度)
- 1.3725 · 1.3725 (rough estimate)
- 蒸気圧
- 0 Pa · 0Pa at 25℃
- 屈折率
- 1.671 · 1.6710 (estimate)
- FEMA
- 3798 · 3798 | 2,4-DIHYDROXYBENZOIC ACID
- 闪点
- 200 °C · 200 °C
- 貯蔵温度
- Inert atmosphere,Room Temperature
- 溶解性
- 8 g/リットル · 8g/リットル
- 外見
- 結晶性粉末
- 酸解離定数(Pka)
- 3.11 · 3.11, 8.55, 14.0(at 25℃)
- 色
- クリーム～ほんのりベージュ～ピンク
- 臭い (Odor)
- 100 · 100.00?%で。マイルドフェノール系
- 由来生物
- synthetic
- 水溶解度
- 8 g/L · 8g/L（20℃）
- Merck
- 14 · 14,8157
- JECFA Number
- 908 · 908
- BRN
- 1946213 · 1946213
- 化粧品成分の機能
- 皮膚コンディショニング剤 - 保湿剤スキンコンディショニング - その他
- InChI
- 1S/C7H6O4/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,8-9H,(H,10,11)
- InChIKey
- UIAFKZKHHVMJGS-UHFFFAOYSA-N
- SMILES
- OC(=O)c1ccc(O)cc1O
- LogP
- 0.98 at · 0.98 at 23℃ and pH3.5
- CAS データベース
- 89 · 89-86-1(CAS DataBase Reference)
- NISTの化学物質情報
- 2 · 2,4-Dihydroxybenzoic acid(89-86-1)
- EPAの化学物質情報
- 2 · 2,4-Resorcylic acid (89-86-1)
化学的性質
化学的特性cream to slightly beige or pink crystalline powder
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H315 (89.1%): Causes skin irritation [Warning Skin corrosion/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 55 reports by companies from 11 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: Benzoic acid, 2,4-dihydroxy-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
REACH registered substance: 2,4-dihydroxybenzoic acid (EC: 201-946-9)
Benzoic acid, 2,4-dihydroxy-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryIntraperitoneal LD50 (mouse) > 800 mg/kg; [RTECS] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (89.1%)
安全と保護具
Protective Action Criteria (PAC)
10 [mg/m3]
110 [mg/m3]
660 [mg/m3]
安全データ
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- VH3708050
- hs_code
- 29182990
- risk_code
- 36/37/38
- 化審法
- (3)-1616
- hazard_code
- Xi
- safety_code
- 26-36-37/39
- Hazard Classifications
- Skin Sens. 1
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
Cellular LocationsCytoplasm
用途と製造
Uses
Used as a test reagent for iron and an intermediate (dyestuffs and drugs); [Merck Index] Used as flavoring agent or adjuvant; [FDA]
Synthetic Polymer MALDI Matrix Compounds
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationBenzoic acid, 2,4-dihydroxy-: ACTIVE
応用分野
解説β-レゾルシル酸，レゾルシルサン，2,4-dihydroxybenzoic acid．C7H8O4(154.12)．レソルシノールの水溶液に炭酸水素カリウムを加え，加熱しながら炭酸ガスを吹き込むと得られる．結晶水をもつ無色の結晶．融点226 ℃．K 5.00×10－4(25 ℃)．110 ℃ で無水和物となる．熱湯，エタノール，エーテルに易溶．酸性水溶液中で加熱するとレソルシノールになる．塩化鉄(Ⅲ)で赤色を呈する．染料，医薬品の合成中間体である．
用途有機合成原料。
天然物の起源Reported present in avocados, beer, red wine, roast coffee, sherry, smoked sausage and white wine
使用2,4-Dihydroxybenzoic acid is used in Intermediates, Plasticizers, Plastic and Rubber Products, a organic building block.
調製方法
製造方法Prepared from resorcinol and potassium bicarbonate in glycerol or water by heating and passing carbon dioxide through the mixture.
純化方法Crystallise the acid from water. [Beilstein 10 IV 1420.]
上流・下流製品情報
上流原料
下流製品
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