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ネオクプロイン0.5水和物

2,9-Dimethyl-1,10-phenanthroline

HCID 65237
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
484-11-7
標準SMILES
Cc1ccc2ccc3ccc(C)nc3c2n1
InChIKey
IYRGXJIJGHOCFS-UHFFFAOYSA-N
分子式
C14H12N2
平均分子量
208.26 g/mol
単同位体質量
208.10004839

概要

Neocuproine is a member of the class of phenanthrolines that is 1,10-phenanthroline bearing two methyl substituents at positions 2 and 9. It has a role as a copper chelator and a chelator.

名称と識別子

優先名称
2,9-Dimethyl-1,10-phenanthroline
IUPAC
2,9-dimethyl-1,10-phenanthroline
現地名
ネオクプロイン0.5水和物
英語名
Neocuproine
分子式
C14H12N2
分子量
208.26

名称と別名

Neocuproine2,9-Dimethyl-1,10-phenanthroline484-11-7Neocuproin1,10-Phenanthroline, 2,9-dimethyl-2,9-DimethylphenanthrolineDMPHEN2,9-Dimethyl-o-phenanthroline8E7D2SH3BVDTXSID5060065NSC-4280VUF-7738
名称をさらに表示
ネオクプロイン0.5水和物ネオクプロイン2,9-ジメチル-1,10-フェナントロリンクプロイン,ネオ2,9-ジメチル-1,10-フェナントロリン0.5水和物(ネオクプロイン 0.5水和物)ネオクプロイン 0.5水和物Mephen2,9-dimethyl-10-phenanthrolineVUF 7738Cuproin,neo
CHEBI:912223,6-dimethyl-4,5-phenanthrolineRefChem:165152DTXCID1040619207-601-9neo-CuproinNSC4280MFCD00004973

データベース識別子

CAS
484-11-7、7296-20-0
PubChem CID
65237
DTXSID
DTXSID5060065
ChEMBL
CHEMBL375781
ChEBI
CHEBI:91222
UNII
8E7D2SH3BV
EC Number
207-601-9、230-732-8
Nikkaji
J5.993E

物性

構造計算による物性

XLogP
3.3
極性表面積
25.8 Ų
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
0
重原子数
16
形式電荷
0
複雑度
227

実験および物理化学的性質

PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons
SpringerMaterials PropertiesCrystal structure
LogP2.46
Physical DescriptionBeige crystalline solid; [Sigma-Aldrich MSDS]

物理化学的性質

融点
159 · 159-164 °C
沸点
337.46 °C · 337.46°C (rough estimate)
比重(密度)
1.1345 · 1.1345 (rough estimate)
屈折率
1.6152 · 1.6152 (estimate)
貯蔵温度
Keep in dark place,Sealed in dry,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
酸解離定数(Pka)
6.01 · 6.01±0.30(Predicted)
色
白からベージュ
水溶解度
わずかに溶ける
Merck
6449 · 6449
InChI
1S/C14H12N2/c1-9-3-5-11-7-8-12-6-4-10(2)16-14(12)13(11)15-9/h3-8H,1-2H3
InChIKey
IYRGXJIJGHOCFS-UHFFFAOYSA-N
SMILES
Cc1ccc2ccc3ccc(C)nc3c2n1
CAS データベース
484 · 484-11-7(CAS DataBase Reference)
NISTの化学物質情報
1 · 1,10-Phenanthroline, 2,9-dimethyl-(484-11-7)
EPAの化学物質情報
1 · 1,10-Phenanthroline, 2,9-dimethyl- (484-11-7)

化学的性質

化学的特性Neocuproine is a off-white to very pale yellow crystalline powder, in the presence of reducing agents it reacts with copper to give a copper(I) complex of composition MA2 and of tetrahedral symmetry.

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 · 6 件

This chemical does not meet GHS hazard criteria for 2.1% (1 of 47) of reports.

Warning

H315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 47 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

危険有害性情報

Regulatory Information · 2 件

Chemical: 1,10-Phenanthroline, 2,9-dimethyl-

1,10-Phenanthroline, 2,9-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA skin and strong eye irritant; [Sigma-Aldrich MSDS] See POLYCYCLIC AROMATIC HYDROCARBONS.
Hazard Classes and Categories · 2 件

Skin Irrit. 2 (100%)

Skin Irrit. 2 (97.9%)

安全データ

wgk
3
tsca
TSCA listed
hs_code
2933990099
risk_code
36/37/38-20/21/22-22
hazard_code
Xi,Xn
safety_code
26-36/37/39-36-24/25
ストレージクラス
11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological Classification · 2 件

Substances that inhibit or prevent the proliferation of NEOPLASMS.

Chemicals that bind to and remove ions from solutions. Many chelating agents function through the formation of COORDINATION COMPLEXES with METALS.

用途と製造

UsesUsed as a reagent in assays (blood glucose and spectrophotometric determination of copper); [Merck Index]
General Manufacturing Information1,10-Phenanthroline, 2,9-dimethyl-: ACTIVE
応用分野 · 1 件

使用Due to the steric hindrance of the methyl groups attached to the carbon atoms adjacent to the nitrogen donor atoms of phenanthroline, the reagent does not give the low spin vivid red complex characteristic of phenanthroline derivatives with iron(II). However, in the presence of reducing agents it reacts with copper to give a copper(I) complex of composition MA2 and of tetrahedral symmetry. This chelate is insoluble in water and can be extracted by chloroform in which the absorption maximum of the complex appears at 457 nm. In this way the concentration of the complex can be measured. The method is suitable for the determination of copper in iron, manganese and vanadium ores even in the presence of aluminium, germanium, titanium and silicon. Neocuproine is today considered one of the most selective reagents. Unfortunately, it is rather expensive. 2,3-bis-(2-pyridyl)quinoxaline, prepared by Belcher et al. by condensation of o-diketone, 2,2'-dipyridyl and 0-phenylenediamine(44) contains the functional grouping characteristic of cuproine; it is quite suitable for the determination of copper and it is cheap. Starting with various substituted o-phenylene-diamines Belcher synthesized 25 different quinoxaline derivatives, of which 2,3-bis-[2-(-methyl)-pyridyl)]quinoxaline proved to be identical with neocuproine as regards analytical selectivity. Besides copper, titanium(III) is the only metal ion which gives a colour reaction with the reagent. However, the coloured titanium(III) complex is formed only at lower pH and hence it does not interfere with the determination of copper. The copper complex of the reagent can be extracted quantitatively with isopentyl alcohol usually as a perchlorate ion pair.

調製方法

純化方法Purifiy it as the hemihydrate by crystallisation from water and as the anhydrous base from *benzene. [Beilstein 23/8 V 527.]

上流・下流製品情報

上流原料

Copper(1+)bis(2,9-diMethyl- 1,10-phenanthrolineEthenamine, 2,2'-(2,3-dinitro-1,4-phenylene)bis[N,N-dimethyl-, (E,E)- (9CI)1,4-ジメチル-2,3-ジニトロベンゼン8-アミノ-2-メチルキノリンエチルビニルエーテル

下流製品

2,2'-ビピリジル1,10-フェナントロリン-2,9-ジカルボン酸1,10-Phenanthroline, 2,9-bis(bromomethyl)-

補足説明

定義ChEBI: A member of the class of phenanthrolines that is 1,10-phenanthroline bearing two methyl substituents at positions 2 and 9.

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