6-히드록시피리딘-2-카르복시산

6-히드록시피리딘-2-카르복시산
6-히드록시피리딘-2-카르복시산 구조식 이미지
카스 번호:
19621-92-2
한글명:
6-히드록시피리딘-2-카르복시산
동의어(한글):
6-히드록시피리딘-2-카르복시산;6-하이드록시피고리산
상품명:
6-Hydroxypicolinic acid
동의어(영문):
6-oxo-1,6-dihydropyridine-2-carboxylic acid;6-HYDROXYPICOLINIC ACID;6-CARBOXY-2(1H)-PYRIDINONE;6-hydroxy-2-pyridylic acid;6-HYDROXYPICOLINIC ACID 97+%;6-CARBOXY-2-HYDROXY-PYRIDINE;6-Hydroxypyridine-2-carboxyL;6-Hydroxy-2-pyridinecarboxylic;6-HPA, 6-hydroxypicolinic acid;6-oxo-1H-pyridine-2-carboxylicaci
CBNumber:
CB3712566
분자식:
C6H5NO3
포뮬러 무게:
139.11
MOL 파일:
19621-92-2.mol
MSDS 파일:
SDS

6-히드록시피리딘-2-카르복시산 속성

녹는점
270 °C (dec.) (lit.)
끓는 점
436.0±45.0 °C(Predicted)
밀도
1.451±0.06 g/cm3(Predicted)
저장 조건
Inert atmosphere,Room Temperature
산도 계수 (pKa)
3.29±0.20(Predicted)
물리적 상태
가루
색상
노란색에서 갈색으로
BRN
115842
InChIKey
VRCWSYYXUCKEED-UHFFFAOYSA-N
CAS 데이터베이스
19621-92-2(CAS DataBase Reference)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xi
위험 카페고리 넘버 36/37/38
안전지침서 26-36
WGK 독일 3
위험 등급 IRRITANT
HS 번호 29333990
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:
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P271 옥외 또는 환기가 잘 되는 곳에서만 취급하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P302+P352 피부에 묻으면 다량의 물로 씻으시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
NFPA 704
0
2 0

6-히드록시피리딘-2-카르복시산 C화학적 특성, 용도, 생산

화학적 성질

Light yellow Cryst

용도

6-Hydroxypyridine-2-carboxylic acid may be used in the preparation of ruthenium(II) complex, [RuH(CO)(6-OH-py-2-COO)(PPh3)2].

일반 설명

6-Hydroxypyridine-2-carboxylic acid (6HPA, 6-Hydroxypicolinic acid) is a picolinic acid derivative. It has been reported to exhibit enol-keto tautomerism. It is a chelating ligand exhibiting potential complexing ability (via N,O-chelation or N,O,O-chelation). Intramolecular proton transfer (IPT) in tautomeric forms of 6HPA has been investigated by density functional theory (DFT) calculations.

Synthesis

6-Hydroxypicolinic acid is prepared by the reaction of 2-Bromo-6-hydroxypyridine and Carbon Dioxide. The specific synthesis steps are as follows:
To a solution of 2-bromo-6-hydroxypyridine (0.76 g, 4.4 mmol,1.0 equiv.) in dry THF (20 mL) at 0 C was added a 2 M solution of -PrMgCl in THF (2.2 mL,4.4 mmol, 1.0 equiv.) during 5 min. The clear solution was stirred at that temperature for anadditional 5 min, and a 2.5 M solution of n-BuLi in hexanes (3.5 mL, 8.8 mmol, 2.0 equiv.) wasadded dropwise during 5min, while maintaining the temperature below 20 C. The resultingmixture was stirred at that temperature for 0.5 h, dry CO2 (0.20 g, 1.0 equiv.) was added to20 C. The resulting mixture was warmed to 20 C in 0.5 h and quenched with water (6 mL).After stirring the mixture below 20 C for 10 min, the phases were separated and the water phasewas extracted one additional time with ethyl acetate. The resulting suspension was allowed to reachroom temperature and fitered through a mbox0.5 1 cm pad of silica gel eluted with 10 mL of ethylacetate. The ?ltrate was concentrated and the residue was puri?ed by ash chromatography on silicagel (eluent: petroleum ether/ethyl acetate = 10:1) to afford product 3m as off-white solid, 0.56 g (yield: 93percent) , m.p.: 275–277 C. 1H-NMR (600 MHz, DMSO) 7.56 (dd, J = 8.9, 7.0 Hz, 1H), 6.97 (d, J = 6.8 Hz,1H), 6.65 (d, J = 9.0 Hz, 1H). 13C-NMR (151 MHz, DMSO) 163.28, 162.67, 140.51, 137.97, 123.88, 110.42.
6-Hydroxypicolinic acid synthesis

6-히드록시피리딘-2-카르복시산 준비 용품 및 원자재

원자재

준비 용품


6-히드록시피리딘-2-카르복시산 공급 업체

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