5,5-DIMETHYL-1-PYRROLINE N-OXIDE

5,5-DIMETHYL-1-PYRROLINE N-OXIDE 구조식 이미지
카스 번호:
3317-61-1
상품명:
5,5-DIMETHYL-1-PYRROLINE N-OXIDE
동의어(영문):
DMPO;2,2-DIMETHYL-3,4-DIHYDRO-2H-PYRROLE 1-OXIDE;5,5-dimethyl-1-pyrroline-1-oxide;3,4-DIHYDRO-2,2-DIMETHYL-2H-PYRROLE 1-OXIDE;Dimethyl N;spintrappingreagent;,5-Dimethyl-1-pyrroline N-oxide;5,5-DIMETHYL-1-PYRROLINE N-OXIDE;5,5-Dimethyl-1-Pyrrolidine-N-oxide;5,5-Dimethyl-1-pyrrolineN-Oxide>
CBNumber:
CB3290637
분자식:
C6H11NO
포뮬러 무게:
113.16
MOL 파일:
3317-61-1.mol
MSDS 파일:
SDS

5,5-DIMETHYL-1-PYRROLINE N-OXIDE 속성

녹는점
25-29 °C (lit.)
끓는 점
75 °C/0.4 mmHg (lit.)
밀도
1.015 g/mL at 25 °C (lit.)
굴절률
n20/D 1.496(lit.)
인화점
204 °F
저장 조건
-20°C
용해도
DMSO(최대 25mg/ml) 또는 에탄올(최대 25mg/ml)에 용해됩니다.
물리적 상태
담황색 고체 또는 오일.
산도 계수 (pKa)
2.47±0.40(Predicted)
색상
옅은 노랑
Merck
14,3393
BRN
107603
안정성
안정적이지만 빛에 민감하고 흡습성이 있으며 열에 민감합니다. 불활성 가스하에 어두운 곳에 보관하고 차갑게 보관하십시오. 강한 산화제, 습기와 호환되지 않습니다.
InChIKey
VCUVETGKTILCLC-UHFFFAOYSA-N
CAS 데이터베이스
3317-61-1(CAS DataBase Reference)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
안전지침서 24/25
WGK 독일 3
F 고인화성물질 8-10
위험 등급 IRRITANT
HS 번호 29339900
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고 GHS hazard pictograms
예방조치문구:
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P321 (…) 처치를 하시오.
NFPA 704
1
0 0

5,5-DIMETHYL-1-PYRROLINE N-OXIDE C화학적 특성, 용도, 생산

개요

Free radicals are highly reactive, short-lived species. Spin traps react with radicals, forming stable adducts that can be further studied. DMPO is a commonly-used spin trap that reacts with O-, N-, S-, and C-centered radicals. This allows their characterization when used in association with electron spin resonance and immuno-spin trapping. DMPO is water-soluble, rapidly penetrates lipid bilayers, has low toxicity, and can be used in vitro and in vivo.

화학적 성질

white to faintly yellow solid

용도

5,5-Dimethyl-1-pyrroline N-oxide is a reagent generally used either as a free-radical spin-trapping agent, or electrophilic component during the synthesis of pyrrolidine derivatives. It may also be considered as 1,3-dipole in cycloaddition processes.

제조 방법

To a three-necked round bottom flask equipped with a condenser, addi­tion funnel, thermometer, and mechanical stirrer and containing 300 ml. 95% ethanol precooled to 2°C is added, all at once, 14.5 g (0.1 mole) 4-methyl-4-nitropentanol, and 13.1 g (1.2 mole) zinc dust. With rapid agita­tion, the glacial acetic acid (24.0 g, 0.4 mole) is added dropwise over a 1-hr period while maintaining the reaction temperature below 15°C. The mix­ture is stirred vigorously for 2 hr and then stored in the refrigerator for 2 days, at approximately 1°C. Then the zinc acetate is filtered and rinsed with 100 ml of ethanol. The combined ethanol factions are rotoevapo-rated to give the crude nitrone. The crude nitrone is dissolved in a 200 ml portion of dichloromethane and the latter washed two times with saturated sodium bicarbonate solution. The organic layer is dried over sodium sul­fate and the solvent rotoevaporated, to give 10.7 (94% yield) of the crude nitrone. The product was purified by double distillation (b.p. 53°C, 0.1 Torr), to give 6.8 g (60%) of the pure nitrone as a white hygroscopic solid. The H1 NMR (400 MH CDC13, Me4Si) is 6.80 (t, 2H, methylene bound to quaternary C, J = 7.2Hg), 1.43 (s, 6H, methyl), C13NMr (100 MH2, CDC13, Me4 Si) 5=132.4 (Vinyl), 73.5 (quaternary), 34.1 (Allyl), 25.3 (methylene bound to quaternary C), 24.4 (methyls).
Preparation of 5,5-dimethyl-l-pyrroline-N-oxide

생물학적 활성

Water soluble nitric oxide spin trap; allows the measurement of oxygen-centered free radicals in biological systems at room temperature using electron spin resonance (ESR). Has a high reaction rate constant for superoxide and hydroxyl radicals, and distinguishes simultaneously among a variety of important biologically generated free radicals.

Physiological effects

5,5-dimethyl-1-pyrroline N-oxide is used as a spin trap for the study of radicals formed by enzymatic acetaldehyde oxidation. It has a role as a neuroprotective agent and a spin trapping reagent.

5,5-DIMETHYL-1-PYRROLINE N-OXIDE 준비 용품 및 원자재

원자재

준비 용품


5,5-DIMETHYL-1-PYRROLINE N-OXIDE 공급 업체

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