4-Cyanobenzoyl chloride (HCID 80172)

名称と識別子

優先名称: 4-Cyanobenzoyl chloride
IUPAC: 4-cyanobenzoyl chloride
現地名: 4-シアノベンゾイルクロリド
英語名: 4-Cyanobenzoyl chloride
分子式: C8H4ClNO
分子量: 165.58

名称と別名

4-Cyanobenzoyl chloride6068-72-0p-CYANOBENZOYL CHLORIDEBenzoyl chloride, 4-cyano-4-cyanobenzoic acid chloridePara-cyanobenzoyl chlorideUNII-2577FDE7A84-(Chlorocarbonyl)benzonitrile2577FDE7A8EINECS 228-005-5Benzoyl chloride, p-cyano-CHEBI:184302

名称をさらに表示

4-シアノベンゾイルクロリド4-シアノ安息香酸クロリド4-シアノベンゾイルクロリドp-シアノベンゾイルクロリド4-シアノベンゼンカルボニルクロリド4-シアノ安息香酸クロライド塩化4-シアノベンゾイル４シアノベンジルクロライド4‐シアノベンゾイルクロリドSKL1277cyanobenzoylchlorideLABOTEST-BB LTBB0006774-cyanobenzoic chloride4-Cyanocbenzoyl chloride4-CyanbenzoesαurechloridBenzoylchloride,4-cyano-Benzoylchloride,p-cyano-

DTXSID80209493RefChem:98652DTXCID00131984228-005-54-Cyanobenzoylchloride4-Cyano-benzoyl chlorideMFCD000018224cyanobenzoyl chloride

データベース識別子

CAS: 6068-72-0
PubChem CID: 80172
DTXSID: DTXSID80209493
ChEBI: CHEBI:184302
UNII: 2577FDE7A8
EC Number: 228-005-5
Nikkaji: J32.734D

物性

構造計算による物性

XLogP: 2.5
極性表面積: 40.9 Å²
水素結合供与体数: 0
水素結合受容体数: 2
回転可能結合数: 1
重原子数: 11
形式電荷: 0
複雑度: 197

物理化学的性質

融点: 68 · 68-70 °C(lit.)
沸点: 110 °C · 110 °C / 2mmHg
比重(密度): 1.2744 · 1.2744 (rough estimate)
屈折率: 1.543 · 1.5430 (estimate)
貯蔵温度: Inert atmosphere,Room Temperature
外見: 結晶性粉末
色: ほぼ白～ベージュ
水溶解度: 水と反応する。
BRN: 386729 · 386729
InChI: InChI=1S/C8H4ClNO/c9-8(11)7-3-1-6(5-10)2-4-7/h1-4H
InChIKey: USEDMAWWQDFMFY-UHFFFAOYSA-N
SMILES: C(Cl)(=O)C1=CC=C(C#N)C=C1
CAS データベース: 6068 · 6068-72-0(CAS DataBase Reference)

化学的性質

化学的特性almost white to beige crystalline powder

安全と法規制

GHS分類

GHS Classification · 5 件

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H318 (83%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 53 reports by companies from 6 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 InformationStatus: Active Update: 04-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/34067

Hazard Classes and CategoriesSkin Corr. 1B (100%)；Eye Dam. 1 (83%)

法規制情報

Regulatory InformationStatus: Active Update: 04-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/34067

安全データ

F: 10-21
wgk: 3
ridadr: UN 3261 8/PG 2
hs_code: 29269090
risk_code: 34
hazard_code: C
hazard_note: Irritant
safety_code: 26-36/37/39-45-24/25
hazard_class: 8
packing_group: II
毒劇物取締法: 劇物
Hazard Classifications: Eye Dam. 1Skin Corr. 1B
ストレージクラス: 8A - Combustible corrosive hazardous materials

化学と産業

応用分野 · 3 件

用途有機合成原料。

使用4-Cyanobenzoyl chloride has been used in the synthesis of new liquid crystalline heteroaromatic compounds containing the five-membered isoxazole, tetrazole and 1,2,4-oxadiazole rings. It has been used in the synthesis of substituted benzoate esters and to study their excited-state behavior.

一般的な説明4-Cyanobenzoyl chloride participates in the benzylamine acylation of Argopore MB-CHO resin in the presence of pyridine and catalyst. It reacts with 4-hydroxy-2,2,6,6-tetramethyl-1-piperidinoxyl (4-hydroxy-TEMPO) in pyridine under nitrogen atmosphere to form 4-cyanobenzoyl-TEMPO.

調製方法 · 1 件

純化方法If the IR shows the presence of OH, then treat it with SOCl2 boil for 1hour, evaporate and distil it in a vacuum. The distillate solidifies and can be recrystallised from pet ether. It is moisture sensitive and an IRRITANT. [Ashley et al. J Chem Soc 103 1942, Fison et al. J Org Chem 16 648 1951,[Beilstein 9 III 4255, 14 IV 3327.]