4-히드록시쿠마린

4-히드록시쿠마린
4-히드록시쿠마린 구조식 이미지
카스 번호:
1076-38-6
한글명:
4-히드록시쿠마린
동의어(한글):
4-하이드록시쿠마린;4-히드록시쿠마린
상품명:
4-Hydroxycoumarin
동의어(영문):
4-HYDROXY-2H-CHROMEN-2-ONE;HydroxyCoumarin;4-Coumaryl alcohol;4-hydroxy-2h-1-benzopyran-2-on;COUMARINOL;4-HYDROXY-2H-1-BENZOPYRAN-2-ONE;4-Coumarinol;COUMARIN KIT;4-HydroxycouMa;4-HYDROXYCUMARIN
CBNumber:
CB0760607
분자식:
C9H6O3
포뮬러 무게:
162.14
MOL 파일:
1076-38-6.mol
MSDS 파일:
SDS

4-히드록시쿠마린 속성

녹는점
211-213 °C (lit.)
끓는 점
228.82°C (rough estimate)
밀도
1.1734 (rough estimate)
증기압
0.02Pa at 25℃
굴절률
1.4500 (estimate)
저장 조건
Store below +30°C.
용해도
DMSO(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태
액체
산도 계수 (pKa)
4.50±1.00(Predicted)
색상
무색투명~미황색
냄새
Very faint woody-medicinal odor with a with Aluminum chloride. nut-like, hcrbaccous tone
수용성
실질적으로 불용성
BRN
129768
InChIKey
VXIXUWQIVKSKSA-UHFFFAOYSA-N
LogP
1.6-2.31 at 21.2℃
CAS 데이터베이스
1076-38-6(CAS DataBase Reference)
NIST
4-Hydroxycoumarin(1076-38-6)
EPA
2H-1-Benzopyran-2-one, 4-hydroxy- (1076-38-6)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn,Xi
위험 카페고리 넘버 22-36/37/38
안전지침서 26-36
WGK 독일 3
RTECS 번호 DJ3100000
위험 참고 사항 Irritant
TSCA Yes
HS 번호 29322980
기존화학 물질 KE-20402
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 GHS hazard pictograms P264, P270, P301+P312, P330, P501
예방조치문구:
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P270 이 제품을 사용할 때에는 먹거나, 마시거나 흡연하지 마시오.
P301+P312 삼켜서 불편함을 느끼면 의료기관(의사)의 진찰을 받으시오.
P501 ...에 내용물 / 용기를 폐기 하시오.
NFPA 704
1
0 0

4-히드록시쿠마린 MSDS


4-Hydroxy-1-benzopyran-2-one

4-히드록시쿠마린 C화학적 특성, 용도, 생산

화학적 성질

Yellow powder or chunks or Slightly yellow needle-like crystals. freely soluble in ethanol, ether and hot water. brown in color with ferric chloride.

용도

4-Hydroxycoumarin may be regarded as a phenylenetetronic acid , and like tetronic acid forms condensation products with aldehydes.
RuCl3.nH2O catalyzed synthesis of biscoumarins
Synthesis of biscoumarin derivatives by the reaction of aldehydes and 4-hydroxycoumarin using ruthenium(III) chloride hydrate as a versatile homogeneous catalyst.

용도

4-Hydroxycoumarin is a plant derived antioxidant, protecting against lipid peroxidation, as well as a potential inhibitor of HIV-1 Integrase. 4-Hydroxycoumarins are a very important class of biologically active drugs which are widely used as anticoagulants-Warfarin and Acenocoumarol.

정의

ChEBI: 4-hydroxycoumarin is a hydroxycoumarin that is coumarin in which the hydrogen at position 4 is replaced by a hydroxy group. It is a conjugate acid of a 4-hydroxycoumarin(1-).

Synthesis

4-Hydroxycoumarin is prepared by the reaction of o-hydroxyacetophenone and Diethyl carbonate. The steps are as follows:
General procedure: To a stirred mixture (1.15 mmol) and sodium hydride (138 mg, 5.75 mmol) in 5 ml dry toluene, a solution of the diethyl carbonate (1.15 mmol) in dry toluene was dropped. The mixture was reacted at 0°C for 30 min, then heated to reflux and reacted for another 4 h. The reaction mixture was quenched with water (20 mL) at ice bath and neutralized to pH 7 with 2 N HCl. The precipitate was filtered, washed with cold water and dried to get 6a-f. 1.2.1.1. 4-Hydroxy-2H-chromen-2-one (6a) White solidyield: 95; 1H NMR (600 MHz, DMSO-d6) δ 12.53 (s, 1H), 7.83 (d, J = 7.2 Hz, 1H), 7.65 (d, J = 7.8 Hz, 1H), 7.38-7.34 (m, 2H), 5.60 (s, 1H).
4-Hydroxycoumarin synthesis

Purification Methods

Crystallise 4-hydroxycoumarin from water and dry it in a vacuum desiccator over pKEst Sicapent. [Beilstein 18/1 V 378.]

4-히드록시쿠마린 준비 용품 및 원자재

원자재

준비 용품


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