2-メチルピラジン
2-メチルピラジン · 3-メチルピラジン · メチルピラジン · 2‐メチルピラジン · メチルピラジン, 2- · Pyrazine, methyl- · METHYLPYRAZINE · FEMA 3309
識別子と物理属性
| CAS No. | 109-08-0 |
|---|---|
| 分子式 | C5H6N2 |
| 平均分子量 | 94.11 g/mol |
| 単同位体質量 | 94.05309819 g/mol |
| SMILES | Cc1cnccn1 |
| InChIKey | CAWHJQAVHZEVTJ-UHFFFAOYSA-N |
| PubChem CID | 7976 |
| ChEMBL | CHEMBL479791 |
| ChEBI | CHEBI:89015 |
| EC No. | 203-645-8 |
| DTXSID | DTXSID4047620 |
| 現地名 | 2-メチルピラジン |
化学・物理的性質
| XLogP | 0.2 |
|---|---|
| 極性表面積 | 25.8 |
| 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 | 0 |
| 重原子数 | 7 |
| 形式電荷 | 0 |
| 複雑度 | 54 |
| 物質分類 | Nitrogen Compounds -> Pyrazines |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| 香料 | Fragrance Ingredient (2-Methylpyrazine) -> IFRA transparency List |
| LogP（分配係数） | 0.210.23 |
| 食品添加物 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 密度 | 1.007-1.0331.03 g/mL at 25 °C (lit.) |
| 香味料 | EU Flavoring substances |
| 溶解度 | 1000 mg/mL at 20 °Csoluble in water and oilsmiscible at room temperature (in ethanol)>20.87 mg/mL in EtOH with ultrasonic>49.9 mg/mL in DMSO水に完全に混和します。 |
| 沸点 | 135.00 °C. @ 761.00 mm Hg137 °C135 °C/761 mmHg (lit.) |
| 融点 | -29 °C-29 °C (lit.) |
| 屈折率 | 1.501-1.509n20/D 1.504(lit.) |
| Physical Description | Colorless liquid[Alfa Aesar MSDS]colourless to slightly yellow liquid with a nutty, cocoa-like odour |
| FEMA | 3309 | 2-METHYLPYRAZINE |
| 引火点 | 122 °F |
| 貯蔵条件 | 2-8°C |
| 外観・状態 | 液体 |
| pKa（酸解離定数） | 1.45(at 27℃) |
| 色 | 無色透明～微黄色透明 |
| 臭い | ジプロピレングリコール中1.00%。ナッツココアローストチョコレートピーナッツグリーン |
| においのタイプ | ナッティ |
| 由来生物 | synthetic |
| JECFA Number | 761 |
| BRN | 105778 |
| ヘンリー定数 | 4.5×100 mol/(m3Pa) at 25℃, Buttery et al. (1971) |
| 主な用途 | フレーバーそして香料 |
| InChI | 1S/C5H6N2/c1-5-4-6-2-3-7-5/h2-4H,1H3 |
| InChIKey | CAWHJQAVHZEVTJ-UHFFFAOYSA-N |
| SMILES | Cc1cnccn1 |
| LogP（分配係数） | 0.18 |
| CAS データベース | 109-08-0(CAS DataBase Reference) |
| NISTの化学物質情報 | Pyrazine, methyl-(109-08-0) |
| EPAの化学物質情報 | Pyrazine, methyl- (109-08-0) |
化学的特性
2-Methylpyrazine has a nutty, cocoa, green, roasted, chocolate, meaty odor.
安全性と法規制
| GHS 分類 | WarningH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P264, P270, P280, P301+P317, P303+P361+P353, P330, P370+P378, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1659 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H226: Flammable liquid and vapor [Warning Flammable liquids] |
|---|---|
| 規制情報 | Chemical: Pyrazine, methyl-Regulation (EC) No 1831/2003 (amended)2-Methylpyrazine: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | Safe when used as a flavoring agent in food[JECFA] An irritantHarmful by ingestion[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Flam. Liq. 3 (100%)Flammable liquids - Category 3 |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | UQ3675000 |
| 輸送番号（UN） | UN 1993 3/PG 3 |
| 毒性 | mouse,LD50,intraperitoneal,1820mg/kg (1820mg/kg),Toxicology and Applied Pharmacology. Vol. 17, Pg. 244, 1970. |
| 税関コード | 29339990 |
| 危険文句（R） | 10-22-36/37/38 |
| 消防法 | 危-4-2-III |
| 危険表示 | Xn,Xi,F |
| 安全措置（S） | 26-36-16 |
| 危険等級 | 3Acute Tox. 4 OralFlam. Liq. 3 |
| 包装等級 | III |
| 貯蔵分類 | 3 - Flammable liquids |
用途
用途
コーヒー,ポテト,ナッツ類のばい焼フレーパー. ミートプレーパー.(有機化合物辞典 (1985))
説明
2-Methylpyrazine has an odor threshold in water variously reported at 60,000 or 105,000 ppb. May be prepared from the corresponding carboxylic acid; by catalytic dehydrogenation of 2-methyl-piperazine; by condensation of methylglyoxal with ethylenediamine.
天然物の起源
Reported found in bakery products, roasted barley, cocoa products, coffee, dairy products, cooked meats, peanuts, filberts, pecans, popcorn, potato chips, rum and whiskey, soy product, roasted filberts, roasted almonds, guava, papaya, asparagus, kohlrabi, baked and fried potato, milk, boiled egg, smoked fish, beer, coffee, sesame seed, rice, sukiyaki, buckwheat, sweet corn, corn tortillas, malt, wort, wild rice, okra, crayfish, clam, squid and maté.
使用
2-Methylpyrazine is used as flavoring agents in bread fresh bread, butter, chocolate, chocolate cocoa, coffee, meat roasted, nut almond.
一般的な説明
2-Methylpyrazine is an alkyl-substituted pyrazine used as a key intermediate in the synthesis of pyrazineamide, an anti-tubercular drug.
製法・合成法
製造方法
From corresponding carboxylic acid; by catalytic dehydrogenation of 2-methyl-piperazine; by condensation of methylglyoxal with ethylenediamine
純化方法
Purify it via the picrate and distil the free base. The picrate has m133-134o(from EtOH). [Wiggins & Wise J Chem Soc 4780 1956, Beilstein 23 III/IV 911, 23/5 V 386.]