3-メチル-4-ニトロ安息香酸
3-メチル-4-ニトロ安息香酸 · 4-ニトロ-m-トルイル酸 · 3メチル4ニトロ安息香酸 · 3‐メチル‐4‐ニトロ安息香酸 · 4-NITRO-M-TOLUIC ACID · 4-Nitro-m-toluylsure · Methyl-4-nitrobenzoic · 4-NITRO-3-METHYLBENZOIC ACID
識別子と物理属性
| CAS No. | 3113-71-1 |
|---|---|
| 分子式 | C8H7NO4 |
| 平均分子量 | 181.15 g/mol |
| 単同位体質量 | 181.0375077 g/mol |
| SMILES | Cc1cc(C(=O)O)ccc1[N+](=O)[O-] |
| InChIKey | XDTTUTIFWDAMIX-UHFFFAOYSA-N |
| PubChem CID | 18370 |
| ChEMBL | CHEMBL1329280 |
| EC No. | 221-479-4 |
| DTXSID | DTXSID1025641 |
| 現地名 | 3-メチル-4-ニトロ安息香酸 |
化学・物理的性質
| XLogP | 2.4 |
|---|---|
| 極性表面積 | 83.1 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 4 |
| 回転可能結合数 | 1 |
| 重原子数 | 13 |
| 形式電荷 | 0 |
| 複雑度 | 223 |
| LogP（分配係数） | 2.42 |
| 溶解度 | less than 1 mg/mL at 72 °F (NTP, 1992)slightly sol. in Alcohol<0.1 g/100 mL で 22 ºC |
| 融点 | 421 to 424 °F (NTP, 1992)216-218 °C (lit.) |
| Physical Description | 3-methyl-4-nitrobenzoic acid appears as needles or off white powder. (NTP, 1992) |
| 沸点 | 314.24°C (rough estimate) |
| 密度 | 1.4283 (rough estimate) |
| 屈折率 | 1.5468 (estimate) |
| 貯蔵条件 | Sealed in dry,Room Temperature |
| pKa（酸解離定数） | 3.49±0.10(Predicted) |
| 外観・状態 | 非晶質粉末 |
| 色 | 黄色 |
| BRN | 1959154 |
| ヘンリー定数 | 9.2×102 mol/(m3Pa) at 25℃, Abraham and Jr. (2019) |
| InChI | 1S/C8H7NO4/c1-5-4-6(8(10)11)2-3-7(5)9(12)13/h2-4H,1H3,(H,10,11) |
| InChIKey | XDTTUTIFWDAMIX-UHFFFAOYSA-N |
| SMILES | Cc1cc(ccc1[N+]([O-])=O)C(O)=O |
| CAS データベース | 3113-71-1(CAS DataBase Reference) |
| NISTの化学物質情報 | 3-Methyl-4-nitrobenzoic acid(3113-71-1) |
| EPAの化学物質情報 | 3-Methyl-4-nitrobenzoic acid (3113-71-1) |
化学的特性
white to light yellow crystal powder
安全性と法規制
| GHS 分類 | WarningH315 (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 82 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 輸送ラベル（DOT） | Poison |
| 火災危険 | Flash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992) |
| 健康有害性 | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| 反応性グループ | Acids, Carboxylic |
| Reactivity Profile | 3-METHYL-4-NITROBENZOIC ACID is a nitrated carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in waterthose with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| 消火 | Fires involving this compound can be controlled with a dry chemical, carbon dioxide, or Halon extinguisher. (NTP, 1992) |
| 応急処置 | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| 非火災時の漏出対応 | SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Isolation and Evacuation | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| Personal Protective Equipment (PPE) | RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992) |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| 税関コード | 29163900 |
| 危険文句（R） | 36/37/38-20/21/22 |
| 危険表示 | Xi,Xn |
| hazard_note | Irritant |
| 安全措置（S） | 26-36-36/37/39-22 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
有機合成原料。
説明
In organic synthesis, 3-Methyl-4-nitrobenzoic acid (abbreviated as MNBA) is the fine chemical product that adds value is higher; many critical organic products are obtained for raw material can synthesize further with it, as 4-chloro-quinazoline-6-ethyl formate, 2-n-propyl-4-methyl-6-carboxy benzimidazole, 4-methyl-2-ethyl-1H-benzoglyoxaline-6-methyl-formiate, 3,4-dihydro-4-quinazoline is with-6-formic acid, 4-aminophenyl-1,3-dioctyl phthalate, 4-Amino-3-methylbenzoic acid methyl esters, 4-nitrophenyl-1,3-dioctyl phthalate etc. In medicine, it is an essential intermediate in the synthesis of telmisartan (via esterification, reduction, butyrylation, nitration, reduction and cyclization), which is used to treat essential hypertension. Telmisartan is a drug belonging to the group of antagonists of angiotensin II receptors. The active ingredient telmisartan counteracts the effect of angiotensin II, allowing the arteries to relax, thereby reducing blood pressure. As a precursor, pharmaceutical researchers have also synthesized anti-cancer substances and AIDS drugs with MNBA[1].
使用
3-Methyl-4-nitrobenzoic Acid is used as a reagent in the synthesis of influenza neuraminidase inhibitors with pyrrolidinobenzoic acid scaffold containing lipophilic side chains.
一般的な説明
Needles or off white powder.