4-Cyanophenol (HCID 13019)

名称と識別子

優先名称: 4-Cyanophenol
IUPAC: 4-hydroxybenzonitrile
現地名: 4-ヒドロキシベンゾニトリル
英語名: 4-Cyanophenol
分子式: C7H5NO
分子量: 119.12

名称と別名

4-Hydroxybenzonitrile4-Cyanophenol767-00-0p-HydroxybenzonitrileP-CYANOPHENOLBenzonitrile, 4-hydroxy-Benzonitrile, p-hydroxy-DTXSID90525094-hydroxycyanobenzene1S13529YJUNSC-400524DTXCID7031082

名称をさらに表示

4-ヒドロキシベンゾニトリルp-シアノフェノールp-ヒドロキシベンゾニトリル4-シアノフェノール4-ヒドロキシベンゼンカルボニトリル4-シアノフェノルpシアノフェノ-ルｐヒドロキシベンゾニトリルP‐ヒドロキシベンゾニトリル4-HYDROXYBENZOHYDRAZIDEHydroxybenzonitrilePARA-CYANOPHENOLPHBNP-nitrileAKOS 217-25AKOS B004225

CHEBI:38622RefChem:98654212-175-24-CYANO PHENOL4-Hydroxy benzonitrile4-hydroxy-benzonitrile4-Hydroxybenzoic acid nitrileMFCD00002312

データベース識別子

CAS: 767-00-0
PubChem CID: 13019
DTXSID: DTXSID9052509
ChEMBL: CHEMBL66381
ChEBI: CHEBI:38622
UNII: 1S13529YJU
EC Number: 212-175-2
Nikkaji: J36.035J

物性

構造計算による物性

XLogP: 1.6
極性表面積: 44 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: 0
重原子数: 9
形式電荷: 0
複雑度: 127

実験および物理化学的性質

Vapor Pressure0.00665 [mmHg]

Physical DescriptionMostly soluble in water (8.98 g/L at 25 deg C); [ChemIDplus] White crystalline chips; [MSDSonline]

Collision Cross Section118.1 Å² [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID9052509]

物理化学的性質

融点: 110 · 110-113 °C(lit.)
沸点: 146 °C · 146 °C / 2mmHg
比重(密度): 1.1871 · 1.1871 (rough estimate)
屈折率: 1.58 · 1.5800 (estimate)
貯蔵温度: Inert atmosphere,Room Temperature
溶解性: 0.1 g/mL、透明 · メタノール: 0.1 g/mL、透明
外見: 結晶性粉末
酸解離定数(Pka): 7.97 · 7.97(at 25℃)
色: オフホワイトからベージュグレー
水溶解度: わずかに溶ける
BRN: 386130 · 386130
Henry's Law Constant: 1.4 · 1.4×104 mol/(m3Pa) at 25℃, Hilal et al. (2008)
安定性: 安定。強力な酸化剤とは相容れない。
InChI: 1S/C7H5NO/c8-5-6-1-3-7(9)4-2-6/h1-4,9H
InChIKey: CVNOWLNNPYYEOH-UHFFFAOYSA-N
SMILES: Oc1ccc(cc1)C#N
CAS データベース: 767 · 767-00-0(CAS DataBase Reference)
NISTの化学物質情報: 4 · 4-Hydroxybenzoic acid nitrile(767-00-0)
EPAの化学物質情報: 4 · Benzonitrile, 4-hydroxy- (767-00-0)

化学的性質 · 1 件

化学的特性white crystalline powder or chips. 4-Hydroxybenzonitrile [767-00-0], 4-cyanophenol, 1-cyano-4-hydroxybenzene, Mr 119.2, forms colorless crystals of mp 113℃. 4-Hydroxybenzonitrile is produced by reaction of 4-bromophenol with copper (I) cyanide, by ammoxidation of p-cresol, by reaction of 4-chlorobenzonitrile with sodium methoxide, or by the catalyzed gas phase reaction of ethyl 4-hydroxybenzoate with ammonia. The nitrile is used for the production of the herbicides 3,5-dibromo- and 3,5-diiodo-4- hydroxybenzonitrile (Bromoxynil, Ioxynil, May & Baker).

安全と法規制

GHS分類

GHS Classification · 5 件

Warning

H302 (96.8%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (96.8%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (96.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (95.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 62 reports by companies from 13 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 · 3 件

Chemical: Benzonitrile, 4-hydroxy-

Status: Active Update: 24-05-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/18169

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

Hazards SummaryA skin and eye irritant; [eChemPortal: ERMA] An irritant; [MSDSonline] See NITRILES.

Hazard Classes and CategoriesAcute Tox. 4 (96.8%)；Skin Irrit. 2 (96.8%)；Eye Irrit. 2 (96.8%)；STOT SE 3 (95.2%)

法規制情報

Regulatory Information · 3 件

Chemical: Benzonitrile, 4-hydroxy-

Status: Active Update: 24-05-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/18169

4-Hydroxybenzonitrile: 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: DI4375000
hs_code: 29269095
risk_code: 22-36/37/38
化審法: (3)-1797
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 26-36-45-24/25
毒劇物取締法: 劇物
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 11 - Combustible Solids

化学と産業

用途と製造

UsesUsed in the production of herbicides; [Ullmann]

General Manufacturing InformationBenzonitrile, 4-hydroxy-: ACTIVE

応用分野

用途有機合成原料。

使用4-Cyanophenol is a precursor for the synthesis of a vasodilator, Levcromakalim. Bromination of 4-cyanophenol results in bromoxynil, a commercial herbicide. It can also be used as a component of deep eutectic solvent (DES) mixture.

調製方法 · 2 件

製造方法4-Cyanophenol is produced by reaction of 4-bromophenol with copper (I) cyanide, by ammoxidation of p-cresol, by reaction of 4-chlorobenzonitrile with sodium methoxide, or by the catalyzed gas phase reaction of ethyl 4-hydroxybenzoate with ammonia.

純化方法Crystallise the phenol from pet ether, *benzene or water and keep it under vacuum over P2O5. [Bernasconi & Paschelis J Am Chem Soc 108 2969 1986.] [Beilstein 10 H 167, 10 IV 441.]

上流・下流製品情報

上流原料

4-ヒドロキシ安息香酸五硫化リン尿素水和物 4-ヒドロキシベンズアルデヒド塩酸ヒドロキシルアミン安息香酸ベンジル Benzonitrile, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-(アリルオキシ)ベンゾニトリル 4-ヒドロキシベンズアミド 4-ヨードベンゾニトリル 4-シアノフェニルボロン酸

下流製品

4-ヒドロキシベンズアミジン塩酸塩 2-(4-CYANOPHENOXY)-2-METHYLPROPANOIC ACID 3,5-ジブロモ-4-ヒドロキシベンゾニトリル 2-(4-ヒドロキシフェニル)ピリミジン-5-オールチオりん酸O,O-ジメチルO-[p-シアノフェニル]3-フルオロ-4-ヒドロキシベンゾニトリル 4-ブトキシベンゾニトリル 2-(3-シアノ-4-イソブトキシフェニル)-4-メチル-5-チアゾールカルボン酸エチル

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4-ヒドロキシベンゾニトリル

基本情報