基本情報
- 標準SMILES
Cn1ccnc1- InChIKey
MCTWTZJPVLRJOU-UHFFFAOYSA-N- 分子式
- C4H6N2
- 平均分子量
- 82.1 g/mol
- 単同位体質量
- 82.05309819
概要
1-methyl-1H-imidazole is a 1H-imidazole having a methyl substituent at the N-1 position.
名称と識別子
- 優先名称
- 1-Methylimidazole
- IUPAC
- 1-methylimidazole
- 現地名
- 1-メチルイミダゾール
- 英語名
- 1-Methylimidazole
- 分子式
- C4H6N2
- 分子量
- 82.1
名称と別名
名称をさらに表示
データベース識別子
- CAS
616-47-7- PubChem CID
- 1390
- DTXSID
DTXSID6052291- ChEMBL
CHEMBL543- ChEBI
CHEBI:113454- UNII
- P4617QS63Y
- EC Number
- 210-484-7
- Nikkaji
- J1.664K
物性
構造計算による物性
- XLogP
- -0.1
- 極性表面積
- 17.8 Ų
- 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
- 6
- 形式電荷
- 0
- 複雑度
- 44.8
実験および物理化学的性質
Physical Description
Liquid
Colorless to yellow hygroscopic liquid; [Alfa Aesar MSDS]
物理化学的性質
- 融点
- 60 °C · −60 °C(lit.)
- 沸点
- 198 °C · 198 °C(lit.)
- 比重(密度)
- 1.03 g/mL · 1.03 g/mL at 25 °C(lit.)
- 蒸気圧
- 0.4 mm · 0.4 mm Hg ( 20 °C)
- 屈折率
- 20 · n20/D 1.495(lit.)
- 闪点
- 198 °F · 198 °F
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- Chloroform (Slightly), Methanol (Slightly)
- 外見
- 液体
- 酸解離定数(Pka)
- 6.95 · 6.95(at 25℃)
- 比重
- 1.031 · 1.031
- 色
- 無色透明~黄色
- PH
- 9.5 · 9.5-10.5 (50g/l, H2O, 20℃)
- 由来生物
- synthetic
- 爆発限界(explosive limit)
- 2.7 · 2.7-15.7%(V)
- 水溶解度
- 水と混和します。
- BRN
- 105197 · 105197
- Henry's Law Constant
- 6.9 · 6.9×101 mol/(m3Pa) at 25℃, Du et al. (2017)
- 安定性
- 安定していますが、湿気に弱いです。酸、酸無水物、強力な酸化剤、湿気、二酸化炭素、酸塩化物とは相容れない。
- InChI
- 1S/C4H6N2/c1-6-3-2-5-4-6/h2-4H,1H3
- InChIKey
- MCTWTZJPVLRJOU-UHFFFAOYSA-N
- SMILES
- Cn1ccnc1
- LogP
- -0.19 at · -0.19 at 25℃
- CAS データベース
- 616 · 616-47-7(CAS DataBase Reference)
- NISTの化学物質情報
- 1 H-Imidazole, · 1H-Imidazole, 1-methyl-(616-47-7)
- EPAの化学物質情報
- 1 H-Imidazole, · 1H-Imidazole, 1-methyl- (616-47-7)
化学的性質
化学的特性1-Methylimidazole or N-methylimidazole is an aromatic heterocyclic organic compound with the formula CH3C3H3N2. It is a colorless to yellow liquid, with an amine-like odor. It is miscible with water. N-methylimidazole is an important raw material for the synthesis of pharmaceutical intermediates, used in the preparation of losartan, nizofenone, 1-Methyl-1H-imidazole-5-carbonyl chloride hydrochloride and naphazoline hydrochloride, etc. It is also used as a specialty solvent, a base, and as a precursor to some ionic liquids.
安全と法規制
GHS分類
GHS Classification
Danger
H302: Harmful if swallowed [Warning Acute toxicity, oral]
P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P405, and P501 (click each P-code to see the statement)
This chemical does not meet GHS hazard criteria for 0.1% (1 of 797) of reports.
Danger
H302 (96.9%): Harmful if swallowed [Warning Acute toxicity, oral]
危険有害性情報
Regulatory Information
Chemical: 1H-Imidazole, 1-methyl-
1H-Imidazole, 1-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1H-Imidazole, 1-methyl- 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: 03-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/10038
1-Methylimidazole: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Causes convulsions in oral and intraperitoneal lethal-dose studies of mice; [RTECS] Dermal LD50 (rabbit) = 400-640 mg/kg; Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Harmful by ingestion and skin absorption; [Alfa Aesar MSDS] See Imidazole.
Hazard Classes and Categories
Acute Tox. 4 (96.9%)
Acute toxicity (ingestion) - category 4
Acute Tox. 4 *
安全と保護具
Protective Action Criteria (PAC)
2.3 [mg/m3]
25 [mg/m3]
150 [mg/m3]
毒性情報
安全データ
- F
- 3-10
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- NI7000000
- ridadr
- UN 3267 8/PG 2
- 毒性
- LD50 orally in Rabbit: 1144 mg/kg LD50 dermal Rabbit > 400 - < 640 mg/kg
- hs_code
- 29332990
- risk_code
- 21/22-34-19-11-20/21/22-52/53-24-22-40-37-21
- 化審法
- (5)-5813
- 消防法
- 危-4-3-III
- hazard_code
- C,Xn,F,T
- safety_code
- 26-36-45-1/2-36/37/39-16-33-29-61
- hazard_class
- 8
- packing_group
- III
- 自然発火温度
- 977 °F
- Hazard Classifications
- Acute Tox. 3 DermalAcute Tox. 4 OralEye Dam. 1Repr. 2Skin Corr. 1B
- ストレージクラス
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
化学と産業
用途と製造
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
1H-Imidazole, 1-methyl-: ACTIVE
応用分野
用途工業化学物質
使用1-Methylimidazole is an aprotic solvent. It is a derivative of imidazole used in the production of pharmaceuticals, pesticides, ion exchange resins, dye intermediates, textile auxiliaries, photographic chemicals, and corrosion inhibitors. It can also be used as a catalyst for the manufacture of polyurethane and a curing agent for epoxy resins. For example, when 1-methylimidazole is added to an aqueous diethylenetriamine (DETA) solution, high CO2 loading can be achieved through phase separation of the absorbent during CO2 absorption[1].
一般的な説明This product has been enhanced for catalysis. 1-Methylimidazole is a derivative of imidazole that is utilized in the manufacture of such classes of items as pharmaceuticals, pesticides, ion-exchange resins, dye intermediates, textile auxiliaries, photographic chemicals, and corrosion inhibitors. It is also used as a catalyst for manufacturing polyurethanes and a curing agent for epoxy resins.
調製方法
製造方法1-Methylimidazole is prepared mainly by two routes industrially. The main one is acid-catalysed methylation of imidazole by methanol. The second method involves the Radziszewski reaction from glyoxal, formaldehyde, and a mixture of ammonia and methylamine. (CHO)2 + CH2O + CH3NH2 + NH3 → H2C2N(NCH3)CH + 3 H2O The compound can be synthesized on a laboratory scale by methylation of imidazole at the pyridine-like nitrogen and subsequent deprotonation. Similarly, 1-methylimidazole may be synthesized by first deprotonating imidazole to form a sodium salt followed by methylation. H2C2N(NH)CH + CH3I → [H2C2(NH)(NCH3)CH]I [H2C2(NH)(NCH3)CH]I + NaOH → H2C2N(NCH3)CH + H2O + NaI
純化方法Dry it with sodium metal and then distil it. Store it at 0o under dry argon. The picrate has m 159.5-160.5o (from H2O). [Beilstein 23 III/IV 568.]
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義ChEBI: 1-methyl-1H-imidazole is a 1H-imidazole having a methyl substituent at the N-1 position. It is a metabolite of 1-methyl-2-thioimidazole (methimazole). It inhibits bone resorption.
関連反応
関連ノート
読み込み中…