ニンヒドリン

Ninhydrin

HCID 10236CAS 485-47-2

基本情報

標準SMILES
O=C1c2ccccc2C(=O)C1(O)O
InChIKey
FEMOMIGRRWSMCU-UHFFFAOYSA-N
分子式
C9H6O4
平均分子量
178.14 g/mol
単同位体質量
178.02660867

名称と識別子

優先名称
Ninhydrin
IUPAC
2,2-dihydroxyindene-1,3-dione
現地名
ニンヒドリン
英語名
Ninhydrin hydrate
分子式
C9H6O4
分子量
178.14

名称と別名

NINHYDRIN485-47-2Ninhydrin hydrate1,2,3-Indantrione monohydrate2,2-Dihydroxy-1H-indene-1,3(2H)-dione1H-Indene-1,3(2H)-dione, 2,2-dihydroxy-Triketohydrindene hydrate2,2-Dihydroxy-1,3-indandione2,2-Dihydroxy-1,3-indanedione1,2,3-Indantrione, 2-hydrateDTXSID70257161,3-Indandione, 2,2-dihydroxy-
名称をさらに表示
ニンヒドリン (エタノール溶液)ニンヒドリン スプレートリケトヒドリンデン水和物1,2,3-トリケトヒドリンデンヒドラート2,2-ジヒドロキシインダン-1,3-ジオン2,2-ジヒドロキシ-1H-インデン-1,3(2H)-ジオン1,2,3-インダントリオンヒドラート2,2-ジヒドロキシ-1,3-インダンジオン2,2-ジヒドロキシ-2,3-ジヒドロ-1H-インデン-1,3-ジオンニンヒドリンスプレーニンヒドリンスプレー (0.5%1-ブタノール溶液)1,2,3-トリケトヒドリンデン一水和物ニンヒドリン水和物ニンヒドリン, 99%ニンヒドリン1,2,3-トリケトヒドリンデン2,2-Dihydroxyindane-1,3-dione1H-Indene-1,2,3-trione2,2-dihydroxyindene-1,3-dioneNinhydrin, reagent ACS 25GRNINNinthydrin
HCL6S9K23ADTXCID605716CHEBI:86374Indantrione MonohydrateMonohydrate, IndantrioneRefChem:854157207-618-1Ninhydrine

データベース識別子

CAS
485-47-2
PubChem CID
10236
DTXSID
DTXSID7025716
ChEMBL
CHEMBL1221925
ChEBI
CHEBI:86374
UNII
HCL6S9K23A
Nikkaji
J6.001A

物性

構造計算による物性

XLogP
0.1
極性表面積
74.6 Ų
水素結合供与体数
2
水素結合受容体数
4
回転可能結合数
0
重原子数
13

物理化学的性質

融点
250 °C · 250 °C (dec.) (lit.)
沸点
230.35 °C · 230.35°C (rough estimate)
比重(密度)
0.862 · 0.862
蒸気密度
6.16 · 6.16 (vs air)
屈折率
1.4209 · 1.4209 (estimate)
闪点
13 °C · 13 °C
化学的性質 · 1 件

化学的特性Ninhydrin, also known as Ninhydrin hydrate, is a white to pale yellow crystalline powder. It has a melting point of 241°C but decomposes at this temperature. When heated to 100°C or above, it changes color to red. Ninhydrin is soluble in water and ethanol and has slight solubility in ether and chloroform. When exposed to light or air, it gradually changes color and can clump when exposed to moisture. In solution with α-amino acids, or any α-amino substances can form a deep blue or even pink or red material, so it is often used as a detection of α-amino acids and peptides color developer.

安全と法規制

安全データ

F
8
wgk
3
tsca
TSCA listed
rtecs
NK5425000
ridadr
UN 1170 3/PG 2
毒性
LD50 orally in Rabbit: 600 mg/kg

化学と産業

応用分野 · 4 件

解説ニンヒドリン,柱状晶.分解点239~240 ℃.各種のアミノ酸と反応して赤紫色に呈色するので,アミノ酸の検出,定量に使われる(ニンヒドリン反応).プロリン,ヒドロキシプロリンなどのイミノ化合物では,黄色となる.森北出版「化学辞典(第2版)

説明Ninhydrin is historically the most common reagent for processing fingerprints on porous substrates. It has been used as a fingerprint reagent since the 1950s but has been used as a cell stain since the early 1900s. Ninhydrin molecules form a complex with amino acids resulting in a purple product known as Ruhmann's purple. Purple fingerprints are easily visible on light-colored porous substrates but may be difficult to see on patterned or dark-colored substrates. DFO reacts with amino acids to produce a fluorescent product that is not readily seen with the naked eye. This makes it a useful reagent on dark or patterned porous items. DFO prints are viewed with an alternate light source or laser set to 530–570 nm (green light) through a red barrier filter. 1,2-indanedione is an emerging fingerprint reagent that results in visible pink fingerprints that are also fluorescent. The fluorescence is viewed under the same conditions as DFO. These chemicals can be used on their own or in sequence to develop latent prints on porous substrates. If they are used in sequence, they are used in the following order: indanedione, DFO, ninhydrin. If a reagent is used out of sequence, it will inhibit or limit the effectiveness of the other reagents. In this laboratory exercise you will develop fingerprints on a porous substrate using indanedione, DFO, and ninhydrin. ninhydrin structure

来歴Ninhydrin was discovered in 1910 by the German-English chemist Siegfried Ruhemann (1859–1943). In the same year, Ruhemann observed ninhydrin's reaction with amino acids. In 1954, Swedish investigators Oden and von Hofsten proposed that ninhydrin could be used to develop latent fingerprints.

一般的な説明White to light yellow crystals or powder. Becomes anhydrous with reddening at 257-266°F.

調製方法

純化方法Crystallise ninhydrin from hot water (charcoal). Dry it under vacuum and store it in sealed brown containers. [Beilstein 7 IV 2786.]

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
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上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
補足説明 · 1 件

定義ChEBI: Ninhydrin is a member of the class of indanones that is indane-1,3-dione bearing two additional hydroxy substituents at position 2. It has a role as a colour indicator and a human metabolite. It is a member of indanones, a beta-diketone, an aromatic ketone and a ketone hydrate.

関連反応

256 件

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