2-ニトロベンズアルデヒド

2-Nitrobenzaldehyde

HCID 11101CAS 552-89-6
部分構造検索類似構造を探す

基本情報

標準SMILES
O=Cc1ccccc1[N+](=O)[O-]
InChIKey
CMWKITSNTDAEDT-UHFFFAOYSA-N
分子式
C7H5NO3
平均分子量
151.12 g/mol
単同位体質量
151.02694302

概要

2-nitrobenzaldehyde is benzaldehyde substituted at the ortho-position with a nitro group. It is a member of benzaldehydes and a C-nitro compound.

名称と識別子

優先名称
2-Nitrobenzaldehyde
IUPAC
2-nitrobenzaldehyde
現地名
2-ニトロベンズアルデヒド
英語名
2-Nitrobenzaldehyde
分子式
C7H5NO3
分子量
151.12

名称と別名

2-NITROBENZALDEHYDE552-89-6o-NitrobenzaldehydeBenzaldehyde, 2-nitro-Benzaldehyde, o-nitro-2-Nitro-benzaldehydeortho-nitrobenzaldehydeDTXSID002206048B18Q9B8ENSC-5713CHEBI:66927CCRIS-2322
名称をさらに表示
2-ニトロベンズアルデヒドo-ニトロベンズアルデヒド0-ニトロベンズアルデヒドo-nitrobenzaldehyde（ニトロベンズアルデヒド）2‐ニトロベンズアルデヒド2-ニトロベンズアルデヒド, 98+%2-nitro-benzaldehyd2-NBA2-Nitrobenzenecarboxaldehyde2-NitobenzaldehydeNSC 5713AKOS 938642-NitrobenzaLAKOS BBS-00003153
DTXCID002060RefChem:88705209-025-3Nitrobenzaldehyde2-FORMYLNITROBENZENEnitro benzaldehydeMFCD000071321-FORMYL-2-NITROBENZENE

データベース識別子

CAS
552-89-6
PubChem CID
11101
DTXSID
DTXSID0022060
ChEMBL
CHEMBL166559
ChEBI
CHEBI:66927
UNII
48B18Q9B8E
EC Number
209-025-3
Nikkaji
J1.615B

物性

構造計算による物性

XLogP
1.7
極性表面積
62.9 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
1
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
LogP1.74
Physical DescriptionPartially soluble in water (2.32 g/L at 25 deg C); [ChemIDplus] Yellow crystalline powder; [MSDSonline]
Ionization Efficiency · 6 件

Positive

0.78

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

物理化学的性質

融点
42 · 42-44 °C(lit.)
沸点
153 °C23 · 153 °C23 mm Hg(lit.)
比重(密度)
1 · 1,284 g/cm3
蒸気密度
5.2 · 5.2 (vs air)
屈折率
1.58 · 1.5800 (estimate)
闪点
230 °F · >230 °F

化学的性質

化学的特性yellow or bright yellow needle-like crystals. It can volatilize with water vapor and has the fragrance of benzaldehyde. Soluble in ethanol, ether, benzene, slightly soluble in water, flash point>110℃, reacts violently with pyrrole.

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H302 (97.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 120 reports by companies from 17 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, 2-nitro-

Status: Active Update: 06-09-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/11680

Restricted substance: o-Nitrobenzaldehyde

Benzaldehyde, 2-nitro-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Benzaldehyde, 2-nitro-: Human health tier I assessment
Hazards SummaryAn irritant; [MSDSonline] See 3-Nitrobenzaldehyde.
Hazard Classes and CategoriesAcute Tox. 4 (97.5%)

安全データ

F
8
wgk
2
tsca
TSCA listed
rtecs
CU7300000
hs_code
29130000
risk_code
22-36/37/38-68

化学と産業

用途と製造

General Manufacturing InformationBenzaldehyde, 2-nitro-: ACTIVE
応用分野 · 5 件

用途化学原料、医薬中間体。

用途酢酸イオンの検出用

説明2-Nitrobenzaldehyde (2-NBA) is a multifunctional compound used in dyes, pharmaceuticals, food, and organic synthesis. Due to its distinctive yellow crystalline appearance, 2-NBA is used as an intermediate in the synthesis of indigo dyes. It is also used in the synthesis of 2-Nitrobenzyl-chitosan and nifedipine. Furthermore, 2-NBA can be used as a preservative in meat products, for the preservation of meat and food (preventing light damage), and has applications in the packaging industry.

使用2-Nitrobenzaldehyde is a benzaldhyde with a nitro group substituted in the ortho position. 2-Nitrobenzaldehyde is used in the preparation of dyes and colorants such as Indigo carmine. 2-Nitrobenzaldehyde gas been shown to be a useful photoremovable protecting group as well as in the preparation of more effective ones such as o-Nitrophenylethylene glycol.

一般的な説明The 2-Nitrobenzyl group of 2-nitrobenzaldehyde is photolabile that can be cleaved when exposed to UV-light.

調製方法

製造方法2-Nitrobenzaldehyde is synthesized from 2-Nitrotoluene by nitration and oxidation.Synthesis of 2-Nitrobenzaldehyde from 2-Nitrotoluene

純化方法Crystallise the aldehyde from toluene (2-2.5mL/g) by addition of 7mL pet ether (b 40-60o) for 1mL of solution. It can also be distilled under reduced pressures. [Beilstein 7 IV 584.]

上流・下流製品情報

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上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

補足説明

定義ChEBI: 2-nitrobenzaldehyde is benzaldehyde substituted at the ortho-position with a nitro group. It is a C-nitro compound and a member of benzaldehydes.

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