4-ジメチルアミノベンズアルデヒド

4-(Dimethylamino)Benzaldehyde

HCID 7479CAS 100-10-7
部分構造検索類似構造を探す

基本情報

標準SMILES
CN(C)c1ccc(C=O)cc1
InChIKey
BGNGWHSBYQYVRX-UHFFFAOYSA-N
分子式
C9H11NO
平均分子量
149.19 g/mol
単同位体質量
149.08406397

概要

4-(dimethylamino)benzaldehyde is a member of the class of benzaldehydes that is benzaldehyde carrying a dimethylamino substituent at position 4. Used as an indicator for detection of indoles and hydrazine. It has a role as a chromogenic compound. It is a member of benzaldehydes, a substituted aniline and a tertiary amino compound.

名称と識別子

優先名称
4-(Dimethylamino)Benzaldehyde
IUPAC
4-(dimethylamino)benzaldehyde
現地名
4-ジメチルアミノベンズアルデヒド
英語名
4-Dimethylaminobenzaldehyde
分子式
C9H11NO
分子量
149.19

名称と別名

4-(DIMETHYLAMINO)BENZALDEHYDE100-10-74-Dimethylaminobenzaldehydep-DimethylaminobenzaldehydeEhrlich's reagentBenzaldehyde, 4-(dimethylamino)-p-Formyldimethylanilinep-(Dimethylamino)benzaldehydep-Formyl-N,N-dimethylaniline4-DimethylaminobenzenecarbonalN,N-Dimethyl-p-aminobenzaldehydeReagens ehrlichovo
名称をさらに表示
4-ジメチルアミノベンズアルデヒドエールリッヒ試薬4-(ジメチルアミノ)ベンゼンカルボアルデヒドp-(ジメチルアミノ)ベンズアルデヒド1-ホルミル-4-(ジメチルアミノ)ベンゼン4-(ジメチルアミノ)ベンズアルデヒドp-ジメチルアミノベンズアルデヒド1-(ジメチルアミノ)-4-ホルミルベンゼン4（N，Nジメチルアミノ）ベンズアルデヒドN，N-ジメチルアミノベンズアルデヒドP‐ジメチルアミノベンズアルデヒド4-(ジメチルアミノ)ベンズアルデヒド FOR THE DETERMINATION OF HYDROXYPROLINE,≥99.0% (HPLC)P-ジメチルアミノベンズアルデヒド 4-ジメチルアミノベンズアルデヒド4-N,N-ジメチルベンズアルデヒド4-(ジメチルアミノ)ベンズアルデヒド 溶液KOVACインドール試薬DIMETHYLAMINOBENZALDEHYDEp-DABpara-Dimethylaminobenzaldehyde4-Dimethylaminobenzaldehyde 、p-DimethylaminobenzaldehydeEhrlichsNSC 5517D2004-100G
p-(N,N-Dimethylamino)benzaldehydeDTXSID5021835V7E88PR1YBNSC-5517DTXCID601835CHEBI:91114RefChem:97438202-819-0

データベース識別子

CAS
100-10-7
PubChem CID
7479
DTXSID
DTXSID5021835
ChEMBL
CHEMBL3188333
ChEBI
CHEBI:91114
UNII
V7E88PR1YB
EC Number
202-819-0
Nikkaji
J4.002I

物性

構造計算による物性

XLogP
1.8
極性表面積
20.3 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
2
重原子数
11

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Melting Point74 °C
Physical Description · 2 件

Dry Powder

Solid; Unless extremely pure is lemon-colored possibly turning pink on light exposure; [Merck Index] White crystalline solid; May be discolored by light and air; [Sigma-Aldrich MSDS]

Collision Cross Section129.0 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID5021835]

物理化学的性質

融点
72 · 72-75 °C(lit.)
沸点
176 · 176-177 °C (17 mmHg)
比重(密度)
1.1 g/mL · 1.10 g/mL at 20 °C
蒸気圧
0.1 hPa · <0.1 hPa (20 °C)
屈折率
20 · n20/D 1.417
闪点
164 °C · 164 °C

化学的性質

化学的特性4-Dimethylaminobenzaldehyde is white to off white crystalline powder

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 7.4% (11 of 148) of reports.

Warning

H317 (72.3%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P264+P265, P272, P273, P280, P302+P352, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 148 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 4 件

Chemical: Benzaldehyde, 4-(dimethylamino)-

Benzaldehyde, 4-(dimethylamino)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzaldehyde, 4-(dimethylamino)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 11-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21755

p-Dimethylaminobenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCauses general anesthesia, somnolence, and ataxia in oral and intraperitoneal lethal-dose studies of mice; [RTECS] May cause irritation; [Sigma-Aldrich MSDS] See Benzaldehyde and N,N-Dimethyl-p-toluidine.
Hazard Classes and CategoriesSkin Sens. 1 (72.3%)

安全と保護具

Protective Action Criteria (PAC) · 3 件

3.7 [mg/m3]

41 [mg/m3]

250 [mg/m3]

毒性情報

Adverse EffectsNeurotoxin - Other CNS neurotoxin

安全データ

F
8
wgk
1
tsca
TSCA listed
rtecs
CU5775000
ridadr
UN 2920 8/PG 2
毒性
LD50 orally in Rabbit: > 6400 mg/kg

化学と産業

薬理情報

MeSH Pharmacological Classification · 1 件

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant &amp; Hackh&apos;s Chemical Dictionary, 5th ed, p301, p499)

用途と製造

UsesUsed as a reagent and to make dyes; [Merck Index]
U.S. Production2023: 2,866 lb
Industry UsesDye
General Manufacturing Information · 2 件

Synthetic Dye and Pigment Manufacturing

Benzaldehyde, 4-(dimethylamino)-: ACTIVE

応用分野 · 4 件

解説ジメチルアミノベンズアルデヒド，通常は淡黄色の粒状晶。融点 74℃。光によって桃色に変る。水にわずかに溶け，アルコールにはよく溶ける。塩酸に溶け，濃塩酸溶液はウロビリノーゲンの検出試薬として用いられる。アルコール溶液はアルカリ性で活性メチレンをもつ化合物と反応して呈色し，インドールやピロール誘導体の検出に用いられる (いずれもエールリヒ反応と呼ばれることがある) 。

用途定量試薬(ヒドラジン、ウロビリノーゲン）、アルカロイド、含窒素化合物の検出試薬、有機合成(色素等)原料。

使用4-Dimethylaminobenzaldehyde is used to prepare colorful Schiff base adducts with amines, pyrroles and indoles. It is often used in the Ehrlich reaction, test for the presence of indoles in a sample containing alkaloids and determination of hydrazine.

一般的な説明Kovac′s reagent for indoles is a solution of 4-(dimethylamino)benzaldehyde and hydrochloric acid in n-butanol.

調製方法 · 1 件

純化方法Crystallise DMAB from water, hexane, or from EtOH (2mL/g), after charcoal treatment, by adding excess of water. Alternatively dissolve it in aqueous acetic acid, filter, and precipitate it with ammonia. Finally recrystallise it from EtOH. It is used for the detection of pyrroles [Iyer et al. J Org Chem 59 6038 1994]. [Beilstein 14 IV 51.]

上流・下流製品情報

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補足説明

定義4-Dimethylaminobenzaldehyde is a mamber of the class of benzaldehydes carrying a dimethylamino substituent at position 4. Used as an indicator for detection of indoles and hydrazine.

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