5-Nitrovanillin (HCID 81134)

概要

5-nitrovanillin is a member of the class of benzaldehydes that is vanillin in which the hydrogen ortho- to the hydroxy group is substituted by a nitro group. It is a member of benzaldehydes and a member of 2-nitrophenols. It is functionally related to a vanillin.

名称と識別子

優先名称: 5-Nitrovanillin
IUPAC: 4-hydroxy-3-methoxy-5-nitrobenzaldehyde
現地名: 5-ニトロバニリン
英語名: 5-Nitrovanillin
分子式: C8H7NO5
分子量: 197.14

名称と別名

5-Nitrovanillin6635-20-74-Hydroxy-3-methoxy-5-nitrobenzaldehydeVanillin, 5-nitro-Benzaldehyde, 4-hydroxy-3-methoxy-5-nitro-3-methoxy-4-hydroxy-5-nitrobenzaldehyde4-hydroxy-3-methoxy-5-nitro-benzaldehydeG6SQ47R9WBNSC-35352EINECS 229-633-2NSC-169323-nitro-4-hydroxy-5-methoxybenzaldehyde

名称をさらに表示

5-ニトロバニリン5‐ニトロバニリン3-ニトロ-4-ヒドロキシ-5-メトキシベンズアルデヒド4-ヒドロキシ-3-メトキシ-5-ニトロベンズアルデヒド3-メトキシ-4-ヒドロキシ-5-ニトロベンズアルデヒド5-ニトロ-4-ヒドロキシ-3-メトキシベンズアルデヒド3-ニトロ-5-メトキシ-4-ヒドロキシベンズアルデヒド5-NitroAKOS B029013AURORA 132275-NitrovaniL5-NitrovanilinASISCHEM R408955-Nitrovaniline5-Nitrovanilline

4-hydroxy-5-methoxy-3-nitrobenzaldehydeDTXSID2075344CHEBI:48385EC 229-633-2NSC 16932NSC 353525-NITRO-4-HYDROXY-3-METHOXYBENZALDEHYDERefChem:103282

データベース識別子

CAS: 6635-20-7
PubChem CID: 81134
DTXSID: DTXSID2075344
ChEBI: CHEBI:48385
UNII: G6SQ47R9WB
EC Number: 229-633-2
Nikkaji: J238K

物性

構造計算による物性

XLogP: 1.4
極性表面積: 92.4 Å²
水素結合供与体数: 1
水素結合受容体数: 5
回転可能結合数: 2
重原子数: 14
形式電荷: 0
複雑度: 226

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)

Endocrine DisruptorsPotential endocrine disrupting compound

Physical DescriptionYellow powder; [Alfa Aesar MSDS]

物理化学的性質

融点: 172 · 172-175 °C (lit.)
沸点: 334.23 °C · 334.23°C (rough estimate)
比重(密度): 1.5023 · 1.5023 (rough estimate)
蒸気圧: 0.001 Pa · 0.001Pa at 25℃
屈折率: 1.57 · 1.5700 (estimate)
闪点: 97 ℃ · 97℃
貯蔵温度: 2 · Inert atmosphere,2-8°C
溶解性: 2.1 g/L · 2.1g/L in organic solvents at 20 ℃
外見: powder to crystal
酸解離定数(Pka): 4.97 · 4.97±0.38(Predicted)
色: Yellow to Brown to Dark green
水溶解度: 700 mg/L · 700mg/L at 23℃
BRN: 1973746 · 1973746
InChI: 1S/C8H7NO5/c1-14-7-3-5(4-10)2-6(8(7)11)9(12)13/h2-4,11H,1H3
InChIKey: ZEHYRTJBFMZHCY-UHFFFAOYSA-N
SMILES: [H]C(=O)c1cc(OC)c(O)c(c1)[N+]([O-])=O
LogP: 0.301 at · 0.301 at 23℃
CAS データベース: 6635 · 6635-20-7(CAS DataBase Reference)
EPAの化学物質情報: 5 · 5-Nitrovanillin (6635-20-7)

化学的性質

化学的特性yellow-green fine crystalline powder

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (100%): 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 48 reports by companies from 6 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

Status: Cease Manufacture Update: 04-08-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/10954

Benzaldehyde, 4-hydroxy-3-methoxy-5-nitro-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS] See Vanillin.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

wgk: 3
hs_code: 29130000
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36-24/25
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2
ストレージクラス: 11 - Combustible Solids

化学と産業

用途と製造

UsesUsed to make fine chemicals; [ExPub: ECHA REACH Registrations]

応用分野

使用5-Nitrovanillin is a reagent used in the synthesis of feruloyl and caffeoyl which have antitumor properties.

調製方法 · 1 件

純化方法It forms yellow plates from AcOH and needles from EtOH [Slotta & Szyszke Chem Ber 68 184 1935]. With diazomethane, 5-nitro-3,4-dimethoxyacetophenone is formed [Brady & Manjunath J Chem Soc 125 1067 1924]. The methyl ether crystallises from EtOAc or AcOH, m 88o, 90-91o, and the phenylhydrazone has m 108-110o (from aqueous EtOH). [Finger & Schott J Prakt Chem [2] 115 288 1927.] The oxime has m 216o (from EtOH or AcOH), and the oxime acetate has m 147o (from aqueous EtOH) [Vogel Monatsh Chem 20 384 1899, Brady & Dunn J Chem Soc 107 1861 1915]. [Beilstein 8 III 2064.]