4-Hydroxybenzaldehyde (HCID 126)

名称と識別子

優先名称: 4-Hydroxybenzaldehyde
IUPAC: 4-hydroxybenzaldehyde
現地名: 4-ヒドロキシベンズアルデヒド
英語名: 4-Hydroxybenzaldehyde
分子式: C7H6O2
分子量: 122.12

名称と別名

4-hydroxybenzaldehydep-Hydroxybenzaldehyde123-08-04-Formylphenolp-FormylphenolBenzaldehyde, 4-hydroxy-p-OxybenzaldehydeParahydroxybenzaldehydePara-HydroxybenzaldehydeNSC-2127O1738X3Y38DTXSID8059552

名称をさらに表示

4-ヒドロキシベンズアルデヒドp-ヒドロキシベンズアルデヒド4-ヒドロキシベンゼンカルボアルデヒド4-ホルミルフェノールp-ホルミルフェノール4-ヒトロキシベンズアルデヒドpヒドロキシベンズアルデヒドP‐ヒドロキシベンズアルデヒド4-ヒドロキシベンズアルデヒド(PHB)4‐ヒドロキシベンズアルデヒドPHBPARA HYDROXY BENZALDEHYDEFEMA 39844-Hydroxybenzaldehyde ,99%Hydroxy benzaldehyd

FEMA NO. 3984CHEBI:17597RefChem:99272DTXCID7033787204-599-14-Hydroxy benzaldehyde4-HYDROXY-BENZALDEHYDEBenzaldehyde, p-hydroxy-

データベース識別子

CAS: 123-08-0
PubChem CID: 126
DTXSID: DTXSID8059552
ChEMBL: CHEMBL14193
ChEBI: CHEBI:17597
UNII: O1738X3Y38
EC Number: 204-599-1
Nikkaji: J1.156.979J、J43.312H

物性

構造計算による物性

XLogP: 1.4
極性表面積: 37.3 Å²
水素結合供与体数: 1
水素結合受容体数: 2
回転可能結合数: 1
重原子数: 9
形式電荷: 0
複雑度: 93

実験および物理化学的性質

LogP · 2 件

1.35

LogS-0.96

Solubility · 4 件

8450

8.45 mg/mL at 25 °C

slightly soluble in water; soluble in organic solvents

freely soluble (in ethanol)

Boiling Point · 2 件

310

310.00 to 311.00 °C. @ 760.00 mm Hg

Melting Point · 2 件

117

117 °C

Physical Description · 4 件

Dry Powder

Solid; Sublimes at atmospheric pressure without decomposition; [Merck Index] Light brown crystalline solid; [Aldrich MSDS]

Solid

Beige powder; vanillic/nutty odour

物理化学的性質

融点: 112 · 112-116 °C (lit.)
沸点: 191 °C · 191°C 50mm
比重(密度): 1 · 1,129 g/cm3
蒸気圧: 0.004 Pa · 0.004Pa at 25℃
屈折率: 1.5105 · 1.5105 (estimate)
FEMA: 3984 · 3984 | 4-HYDROXYBENZALDEHYDE
闪点: 174 °C · 174°C
貯蔵温度: 30 °C · Store below +30°C.
溶解性: 13.8 g/リットル · 13.8g/リットル
外見: 結晶性粉末
酸解離定数(Pka): 7.61 · 7.61(at 25℃)
色: ライトイエロー～ライトブラウン
臭い (Odor): 100 %で。スイートナッツ · 100.00%で。スイートナッツアーモンドバルサムウッディ
においのタイプ: 木質の
由来生物: synthetic
水溶解度: 13 g/L · 13g/L（30℃）
Merck: 14 · 14,4811
JECFA Number: 956 · 956
BRN: 471352 · 471352
Henry's Law Constant: 1.9 · 1.9×104 mol/(m3Pa) at 25℃, Parsons et al. (1971)
安定性: 吸湿性
主な用途: 洗浄剤化粧品フレーバーそして香料食品および飲料パーソナルケア
化粧品成分の機能: 香料香料
InChI: 1S/C7H6O2/c8-5-6-1-3-7(9)4-2-6/h1-5,9H
InChIKey: RGHHSNMVTDWUBI-UHFFFAOYSA-N
SMILES: [H]C(=O)c1ccc(O)cc1
LogP: 1.3 at · 1.3 at 23℃
CAS データベース: 123 · 123-08-0(CAS DataBase Reference)
NISTの化学物質情報: 4 · Benzaldehyde, 4-hydroxy-(123-08-0)
EPAの化学物質情報: p-Hydroxybenzaldehyde (123-08-0)

化学的性質

化学的特性4-Hydroxybenzaldehyde is a yellow to light brown crystalline powder that has a very faint, sweet-woody-balsamic odor and a sweet taste with little or no other flavor impression. The odor is also reported as vanillic/nutty.

安全と法規制

GHS分類

GHS Classification · 2 件

Not Classified；Reported as not meeting GHS hazard criteria by 1430 of 1647 companies

Aggregated GHS information provided per 1647 reports by companies from 13 notifications to the ECHA C&L Inventory.；Reported as not meeting GHS hazard criteria per 1430 of 1647 reports by companies.；There are 12 notifications provided by 217 of 1647 reports by companies with hazard statement code(s).；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 · 5 件

Chemical: Benzaldehyde, 4-hydroxy-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Benzaldehyde, 4-hydroxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzaldehyde, 4-hydroxy- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 23-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/26915；Status: Active Update: 13-09-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/18740

4-Hydroxybenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment

Hazards SummarySafe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Aldrich MSDS]

Hazard Classes and CategoriesNot Classified

法規制情報

Regulatory Information · 5 件

Chemical: Benzaldehyde, 4-hydroxy-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Benzaldehyde, 4-hydroxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzaldehyde, 4-hydroxy- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 23-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/26915；Status: Active Update: 13-09-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/18740

4-Hydroxybenzaldehyde: 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: CU6475000
毒性: LD50 orally in Rabbit: 2250 mg/kg
hs_code: 29124900
risk_code: 36/37/38-R36/37/38
化審法: (3)-1183, (3)-2660
hazard_code: Xi
hazard_note: Irritant/Air Sensitive
safety_code: 26-36-24/25-37/39-S24/25
自然発火温度: 450 °C
Hazard Classifications: Eye Dam. 1STOT SE 3
ストレージクラス: 11 - Combustible Solids

化学と産業

用途と製造

UsesPresent in many plants in small amounts; [Merck Index] Used as flavoring agent or adjuvant; [FDA] Used to make pharmaceuticals; [Hawley]

U.S. Production2023: 87,300 lb；2022: 31,800 lb；2021: 71,400 lb；2020: 63,500 lb

Industry UsesIntermediate

Use Classification · 6 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 2 件

All Other Basic Organic Chemical Manufacturing

Benzaldehyde, 4-hydroxy-: ACTIVE

応用分野 · 4 件

用途有機合成原料、香料材料。

天然物の起源It is found as a volatile in several food products, including cherries, grapes, papayas, tomatoes, cheese, beer, rum, brandy, wine, tea and peanuts. Occurs in the form of esters in several plants, notably in wintergreen leaves and the bark of sweet birch.

使用4-Hydroxybenzaldehyde maintains bactericidal activity when tested against certain bacteria strains. It also displays antioxidant potential when analyzed through assay. It is widely used starting material for polymers and pharmaceuticals.

一般的な説明4-hydroxybenzaldehyde occurs naturally in vanilla beans and is one of the keys contributors to the vanilla flavor.

調製方法

製造方法p-Hydroxybenzaldehyde is prepared by heating sodium phenolate with carbon dioxide under pressure.

純化方法Crystallise it from water (containing some H2SO4). Dry it over P2O5 under vacuum. [Beilstein 8 H 64, 8 IV 251.]

上流・下流製品情報

上流原料

クロラール亜鉛ジシアニド酸素クロロホルム p-クレゾールサリチルアルデヒド Cyanide, Quant Test Strips 4-ニトロトルエン Efficient catalysts 塩酸水酸化ナトリウムグリオキシル酸

下流製品

4-ヒドロキシ-3-ニトロベンズアルデヒドトログリタゾン 4-[(3,4-ジクロロベンジル)オキシ]ベンズアルデヒド 4-デシルオキシベンズアルデヒド 4'-(ベンジルオキシ)ベンジリデン-4-フルオロアニリン 2-(4-Fluorobenzoyl)-1-benzofuran-5-carbaldehyde オクタン酸ブロモキシニル 4-エテニルフェノール 4-(2-クロロ-6-フルオロベンジルオキシ)ベンズアルデヒド 3,4,5-トリメトキシベンズアルデヒド 4-[2-(ジメチルアミノ)エトキシ]ベンズアルデヒド 2-(4-Pentylbenzoyl)-1-benzofuran-5-carbaldehyde

補足説明 · 1 件

定義ChEBI: 4-hydroxybenzaldehyde is a hydroxybenzaldehyde that is benzaldehyde substituted with a hydroxy group at position C-4. It has a role as a plant metabolite, a mouse metabolite and an EC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor.

4-ヒドロキシベンズアルデヒド

基本情報