2,4-ルチジン
2,4-ルチジン · 2,4-ジメチルピリジン · 2，4ルチジン · 2,4‐ルチジン · 2,4-ルチジン, 98+% · LUTIDINE · 2,4-DIMETHYLPYRIDINE · 24L
識別子と物理属性
| CAS No. | 108-47-4 |
|---|---|
| 分子式 | C7H9N |
| 平均分子量 | 107.15 g/mol |
| 単同位体質量 | 107.07349929 g/mol |
| SMILES | Cc1ccnc(C)c1 |
| InChIKey | JYYNAJVZFGKDEQ-UHFFFAOYSA-N |
| PubChem CID | 7936 |
| ChEMBL | CHEMBL5286019 |
| ChEBI | CHEBI:192115 |
| EC No. | 203-586-8 |
| DTXSID | DTXSID2051556 |
| 現地名 | 2,4-ルチジン |
化学・物理的性質
| XLogP | 1.6 |
|---|---|
| 極性表面積 | 12.9 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 0 |
| 重原子数 | 8 |
| 形式電荷 | 0 |
| 複雑度 | 70.8 |
| 物質分類 | Nitrogen Compounds -> Pyridines |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| 香料 | Fragrance Ingredient (2,4-Dimethylpyridine) -> IFRA transparency List |
| LogP（分配係数） | 1.58 |
| 食品添加物 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 密度 | 0.929 - 0.935 (20º)0.927 g/mL at 25 °C (lit.) |
| 香味料 | EU Flavoring substances |
| 溶解度 | 350 mg/mL at 25 °CSlightly soluble in waterSoluble (in ethanol)350g/リットル15g/100mL(20℃) |
| 沸点 | 158-159º145.7 °C @760 [mm Hg]159 °C (lit.) |
| 融点 | -64 °C-6.1 °C-60 °C (lit.) |
| 蒸気圧 | 3.17 [mmHg]5.65 [mm Hg] @25 °C3.28hPa at 25℃ |
| Food Contact Substances | FCS -> FDA Cumulative Estimated Daily Intake (CEDI)FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR |
| FEMA | 4389 | 2,4-DIMETHYLPYRIDINE |
| 屈折率 | n20/D 1.499(lit.) |
| 引火点 | 99 °F |
| 貯蔵条件 | Flammables area |
| 外観・状態 | Liquid |
| pKa（酸解離定数） | 6.99(at 25℃) |
| 色 | Colorless to Light yellow to Light orange |
| 臭い | ジプロピレングリコール中0.01%。スモーキー・フェノール |
| においのタイプ | 煙っぽい |
| 比熱容量 | Cp(liquid): 1.72 J/(g·K), at 25℃ |
| JECFA Number | 2151 |
| BRN | 1506 |
| ヘンリー定数 | 9.9×10-1 mol/(m3Pa) at 25℃, Hawthorne et al. (1985) |
| 誘電率 | 9.5999999999999996 |
| 主な用途 | フレーバーそして香料 |
| 化粧品成分の機能 | 香料 |
| InChI | 1S/C7H9N/c1-6-3-4-8-7(2)5-6/h3-5H,1-2H3 |
| InChIKey | JYYNAJVZFGKDEQ-UHFFFAOYSA-N |
| SMILES | Cc1ccnc(C)c1 |
| LogP（分配係数） | 1.9 |
| CAS データベース | 108-47-4(CAS DataBase Reference) |
| NISTの化学物質情報 | Pyridine, 2,4-dimethyl-(108-47-4) |
| EPAの化学物質情報 | 2,4-Dimethylpyridine (108-47-4) |
化学的特性
Clear pale yellow liquid, discoloring over time
安全性と法規制
| GHS 分類 | WarningH226 (11.3%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P317, P321, P330, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1450 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: Pyridine, 2,4-dimethyl-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 17-12-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/320272,4-Dimethylpyridine: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | A skin, respiratory tract, and strong eye irritantHighly toxic by inhalationToxic by ingestion and skin absorption[Aldrich MSDS] See Pyridine. |
| Hazard Classes and Categories | Flam. Liq. 3 (11.3%) |
| Protective Action Criteria (PAC) | 0.60 [mg/m3]6.6 [mg/m3]40 [mg/m3] |
| F | 8 |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | OK9400000 |
| 輸送番号（UN） | UN 1992 3/PG 3 |
| 税関コード | 29333999 |
| 危険文句（R） | 10-23/24/25-36/37/38-25-20/21-20/21/22 |
| 化審法 | (5)-712 |
| 消防法 | 危-4-2-III |
| 危険表示 | T,F,Xi |
| 安全措置（S） | 16-26-36/37/39-45 |
用途
解説
ルチジン，化学式 C5H3N(CH3)2 。タール塩基類の一種。タールの塩基成分から分留して得られる無色の液体で，弱塩基性。水，アルコール，ベンゼンに溶ける。6種の異性体があるが，2，4-ルチジン (沸点 157℃) と，2，6-ルチジン (沸点 143℃) が主成分。ともにコールタールおよび骨油中に存在する。医薬品，ゴム加硫促進剤，合成樹脂の原料，クロマトグラフィー用の展開剤などに利用される。
用途
溶剤、ペーパー分配クロマトグラフィーの展開剤、医薬有機合成原料。
製法・合成法
純化方法
Dry it with Linde type 5A molecular sieves, BaO or sodium, and fractionally distil it. The distillate (200g) is heated with *benzene (500mL) and conc HCl (150mL) in a Dean and Stark apparatus on a water bath until water no longer separates, and the temperature just below the liquid reaches 80o. When cold, the supernatant *benzene is decanted, and the 2,4-lutidine hydrochloride, after washing with a little *benzene, is dissolved in water (350mL). After removing any *benzene by steam distillation, an aqueous solution of NaOH (80g) is added, and the free lutidine is steam distilled. It is isolated by saturating the distillate with solid NaOH and distilling it through a short column. The precipitation cycle is repeated, then the final distillate is partly frozen in an apparatus at -67.8-68.5o (cooled by acetone/CO2). The crystals are collected, then melted and distilled. [Kyte et al. J Chem Soc 4454 1960.] Alternative purifications are via the picrate m 183-184o (from H2O). [Clarke & Rothwell J Chem Soc 1885 1960], or the hydrobromide [Warnhoff J Org Chem 27 4587 1962]. The latter is precipitated from a solution of lutidine in *benzene by passing dry HBr gas: the salt is recrystallised from CHCl3/methyl ethyl ketone, then decomposed with NaOH, and the free base is extracted into Et2O, dried, evaporated and the residue is distilled. [Beilstein 20 H 244, 20 II 180, 20 III/IV 2718, 20/6 V 19.]