4-ヒドロキシベンゾニトリル
4-Cyanophenol
基本情報
- CAS
767-00-0- 標準SMILES
N#Cc1ccc(O)cc1- InChIKey
CVNOWLNNPYYEOH-UHFFFAOYSA-N- 分子式
- C7H5NO
- 平均分子量
- 119.12 g/mol
- 単同位体質量
- 119.03711378
概要
4-cyanophenol is a member of phenols. It has a role as an EC 1.4.3.4 (monoamine oxidase) inhibitor. It is functionally related to a benzonitrile.
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 Ų
- 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
Chemical ClassesNitrogen Compounds -> Nitriles
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP1.28
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 Ų [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
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
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
H302 (96.8%): Harmful if swallowed [Warning Acute toxicity, oral]
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.
危険有害性情報
Regulatory Information
Chemical: Benzonitrile, 4-hydroxy-
REACH registered substance: 4-hydroxybenzonitrile (EC: 212-175-2)
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%)
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DI4375000
- hs_code
- 2926909090
- 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
- 危険度評価（NFPA 704基準/消防庁データ）
- 人的[青]=2
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
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.]
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