1,4,7,10-Tetraoxacyclododecane (HCID 9269)

概要

12-crown-4 is a crown ether that is cyclododecane in which the carbon atoms at positions 1, 4, 7 and 10 have been replaced by oxygen atoms. It is a saturated organic heteromonocyclic parent and a crown ether.

名称と識別子

優先名称: 1,4,7,10-Tetraoxacyclododecane
IUPAC: 1,4,7,10-tetraoxacyclododecane
現地名: 12-クラウン4-エーテル
英語名: 12-Crown-4
分子式: C8H16O4
分子量: 176.21

名称と別名

12-Crown-4294-93-91,4,7,10-TETRAOXACYCLODODECANEEOCTEthylene oxide cyclic tetramerK6069P2C2ACHEBI:32399DTXSID6059780RefChem:73006DTXCID2037978206-036-512-Crown-4 ether

名称をさらに表示

12-クラウン4-エーテル1,4,7,10-テトラオキサシクロドデカン12-クラウン-4エチレンオキシドサイクリックテトラマー12-クラウン-4-エーテル12‐クラウン‐4Crown12-C-412C412 C 412-Crown-4,97%LITHIUM IONOPHORE V

12-crown-4-ether12-Crown 4-EtherMFCD00005103CCRIS 157SCHEMBL2367251,4,7,10tetraoxa-Cyclododecane1,4,7,10-tetraoxacyclo-dodecaneLS-13523

データベース識別子

CAS: 294-93-9
PubChem CID: 9269
DTXSID: DTXSID6059780
ChEMBL: CHEMBL4566196
ChEBI: CHEBI:32399
UNII: K6069P2C2A
EC Number: 206-036-5
Nikkaji: J66.351D

物性

構造計算による物性

XLogP: 0
極性表面積: 36.9 Å²
水素結合供与体数: 0
水素結合受容体数: 4
回転可能結合数: 0
重原子数: 12
形式電荷: 0
複雑度: 65.1

実験および物理化学的性質

SpringerMaterials PropertiesChemical shift

LogP-0.04

物理化学的性質

融点: 16 °C · 16 °C (lit.)
沸点: 61 · 61-70 °C/0.5 mmHg (lit.)
比重(密度): 1.089 g/mL · 1.089 g/mL at 25 °C (lit.)
屈折率: 20 · n20/D 1.463(lit.)
闪点: 230 °F · >230 °F
貯蔵温度: Keep in dark place,Sealed in dry,Room Temperature
外見: 融解後の液体
比重: 1.115 · 1.115 (20℃)
色: 無色透明～微黄色透明
水溶解度: 混和性
BRN: 1363064 · 1363064
InChI: 1S/C8H16O4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h1-8H2
InChIKey: XQQZRZQVBFHBHL-UHFFFAOYSA-N
SMILES: C1COCCOCCOCCO1
CAS データベース: 294 · 294-93-9(CAS DataBase Reference)
NISTの化学物質情報: 12 · 12-Crown-4(294-93-9)
EPAの化学物質情報: 1 · 1,4,7,10-Tetraoxacyclododecane (294-93-9)

化学的性質

化学的特性clear colorless to slightly yellow liquid after

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H319 (11.1%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P260, P264+P265, P271, P280, P284, P304+P340, P305+P351+P338, P316, P320, P337+P317, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Chemical: 1,4,7,10-Tetraoxacyclododecane

1,4,7,10-Tetraoxacyclododecane: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesEye Irrit. 2 (11.1%)

安全データ

F: 3-9-23
wgk: 3
tsca: TSCA listed
rtecs: XF0550000
ridadr: UN 2810
毒性: LD50 oral in rat: 2830mg/kg
hs_code: 29329995
risk_code: 26-36/37/38-20/21/22
消防法: 危-4-3-III
hazard_code: T+,Xn,Xi
safety_code: 28-36/37-45-36-26
hazard_class: 6.1
packing_group: III
Hazard Classifications: Acute Tox. 1 Inhalation
ストレージクラス: 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials

化学と産業

用途と製造

General Manufacturing Information1,4,7,10-Tetraoxacyclododecane: ACTIVE

応用分野 · 3 件

用途有機合成触媒、金属の濃縮、分離，回収。

使用12-Crown-4 can be used as: A promoter in the synthesis of poly(diethylsiloxane) (PDES) from monomer hexaethylcyclotrisiloxane using NaOH as a catalyst via anionic ring-opening polymerization. As an additive in the preparation of triarylmethane derivatives by palladium-catalyzed cross coupling reaction of aryl bromides with diarylmethane derivatives. A phase transfer catalyst in organic synthesis.

一般的な説明12-Crown-4 is a crown ether generally used as a ligand in coordination chemistry. It is also known as lithium ionophore because of its strong chelating property specific to lithium cation.

調製方法

純化方法The distilled crude product has to be recrystallised from pentane at -20o to remove acyclic material. It is then dried over P2O5. It complexes Li. [Anet et al. Acta Chem Scand 27 3395 1973, Beilstein 19/11 V 334.]