Methyl morpholine oxide (HCID 82029)

概要

N-methylmorpholine N-oxide is a morpholine N-oxide resulting from the oxidation of the amino group of N-methylmorpholine.

名称と識別子

優先名称: Methyl morpholine oxide
IUPAC: 4-methyl-4-oxidomorpholin-4-ium
現地名: 4-メチルモルホリンN-オキシド
英語名: 4-Methylmorpholine N-oxide
分子式: C5H11NO2
分子量: 117.15

名称と別名

7529-22-84-Methylmorpholine 4-oxideN-Methylmorpholine oxideN-Methylmorpholine N-oxideMorpholine, 4-methyl-, 4-oxideMethyl morpholine oxide4-Methylmorpholine-4-oxide4-Methylmorpholine Oxide4-methylmorpholine-N-oxideN-Methylmorpholine 4-oxideNSC 73198NSC 82153

名称をさらに表示

4-メチルモルホリンN-オキシド (50%水溶液, 約4.8mol/L)4-メチルモルホリン=4-オキシド4-メチルモルホリン4-オキシド4-メチルモルホリン-4-オキシド4-オキシラト-4-メチルモルホリン-4-イウム4-メチル-4-オキシラトモルホリニウムN-メチルモルホリンN-オキシド無水 4-メチルモルホリン N-オキシド4-メチルモルホリン N-オキシド (50%水溶液, 約4.8mol/L)4-メチルモルホリン N-オキシド4‐メチルモルホリン4‐オキシド4-メチルモルホリンN-オキシド, 50% W/W AQ. SOLN.4-メチルモルホリンN-オキシド溶液4-メチルモルホリンN-オキシドNMO4-methyl-morpholin4-oxideMMNO4-methyl-4-oxidomorpholin-4-ium4-methylmorpholine n-oxide solution4-MethylMorpholin-4-iuM-4-olate

DTXSID3029287EINECS 231-391-8NSC-73198NSC-821534-methylmorpholine 4-oxide, monohydrateDTXCID509287CHEBI:52093EC 231-391-8

データベース識別子

CAS: 7529-22-8
PubChem CID: 82029
DTXSID: DTXSID3029287
ChEMBL: CHEMBL3184330
ChEBI: CHEBI:52093
UNII: ARC64PKJ0F
EC Number: 231-391-8
Nikkaji: J256.599D

物性

構造計算による物性

XLogP: -0.7
極性表面積: 27.3 Å²
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: 8
形式電荷: 0
複雑度: 78.5

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Amine Oxides

CosmeticsCleansing; Foam boosting; Surfactant

Physical Description · 2 件

Liquid

White hygroscopic solid; [Merck Index] Light yellow crystalline solid; [Sigma-Aldrich MSDS]

物理化学的性質

融点: 180 · 180-184 °C(lit.)
沸点: 118 · 118-119°C
比重(密度): 1 · 1,14 g/cm3
蒸気圧: 1.41 hPa · 1.41hPa at 20℃
屈折率: 20 · n20/D 1.43
闪点: 118 · 118-119°C
貯蔵温度: 2 · 2-8°C
溶解性: DMSO（可溶）、メタノール（微量）
外見: 液体
酸解離定数(Pka): 4.93 · 4.93±0.20(Predicted)
色: 無色透明～黄色
PH: 9 · 9.00 ( in neat)
水溶解度: 水、メタノール、エタノール、アセトン、エーテル、ジメチルスルホキシドに可溶。
BRN: 507437 · 507437
安定性: 吸湿性
化粧品成分の機能: 界面活性剤 - 泡立ち促進剤界面活性剤 - 洗浄クレンジング
InChI: 1S/C5H11NO2/c1-6(7)2-4-8-5-3-6/h2-5H2,1H3
InChIKey: LFTLOKWAGJYHHR-UHFFFAOYSA-N
SMILES: C[N+]1([O-])CCOCC1
LogP: -1.2 at · -1.2 at 25℃
CAS データベース: 7529 · 7529-22-8(CAS DataBase Reference)
NISTの化学物質情報: N-Methylmorpholine-N-oxide(7529-22-8)
EPAの化学物質情報: 4 · Morpholine, 4-methyl-, 4-oxide (7529-22-8)

化学的性質

化学的特性Clear colorless to yellow solution

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 0.5% (1 of 202) of reports.

Danger

H228 (66.8%): Flammable solid [Danger Flammable solids]

P203, P210, P220, P240, P241, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 202 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 4 件

Chemical: Morpholine, 4-methyl-, 4-oxide

Morpholine, 4-methyl-, 4-oxide is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Morpholine, 4-methyl-, 4-oxide 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: 12-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15946

Morpholine, 4-methyl-, 4-oxide: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 件

An irritant; [Merck Index] An oxidizer that may intensify fire; [ECHA REACH Registrations] A skin and strong eye irritant; May cause allergic reactions in sensitive individuals, based on QSAR modeling; [Sigma-Aldrich MSDS] Search for (7529-22-8[EC/RN Number]) AND (allergic OR sensitizer OR sensitization OR dermatitis): no results; [PubMed]

Hazard Classes and CategoriesFlam. Sol. 1 (66.8%)

安全データ

wgk: 1
tsca: TSCA listed
hs_code: 29349990
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36/37
Hazard Classifications: Flam. Sol. 1Repr. 2
ストレージクラス: 4.1B - Flammable solid hazardous materials

化学と産業

用途と製造

Uses · 2 件

Used as a reagent in synthetic organic chemistry and commercially for swelling and dissolution of cellulose; [Merck Index] Used as an intermediate, to make flexible and rigid polyurethane foams, as a solvent in synthetic fiber production, and in industrial and professional coatings, adhesives, and sealants; [ECHA REACH Registrations]

Textiles (Fiber & Fabric Manufacturing) [Category: Industry]

U.S. Production2023: 500,000 - <1,000,000 lb

Industry UsesOther

Use ClassificationCosmetics -> Cleansing; Foam boosting; Surfactant

General Manufacturing Information · 2 件

Organic Fiber Manufacturing

Morpholine, 4-methyl-, 4-oxide: ACTIVE

応用分野 · 4 件

用途有機合成原料。

用途N-メチルモルホリン N-オキシド (N-methylmorpholine N-oxide) は、有機化合物の一種で、有機合成において酸化剤として用いられる試薬。

使用4-Methylmorpholine N-Oxide is a metabolite of Morpholine (M723725). N-Methylmorpholine N-Oxide is commonly used to dissolve cellulose as well as in the dissolution of of scleroproteins.

一般的な説明4-MethylmorpholineN-oxide is an organic compound used as a co-oxidant along with OsO4 and ruthenates in organic synthesis. In recent studies, it has been used as a catalyst in silylcyanation of aldehydes and ketones. Lyocell, a regenerated cellulose fiber, can be prepared using 4-methylmorpholineN-oxide in an eco-friendly manner.

調製方法 · 1 件

純化方法When the oxide is dried for 2-3hours at high vacuum, it dehydrates. Add MeOH to the oxide and distil off the solvent under vacuum until the temperature is ca 95o. Then add Me2CO at reflux and cool to 20o. The crystals are filtered off, washed with Me2CO and dried. The degree of hydration may vary and may be important for the desired reactions. [van Rheenan et al. Tetrahedron Lett 1973 1076, Schneider & Hanze US Pat 2 769 823; see also Sharpless et al. Tetrahedron Lett 2503 1976.]