코우마린

Coumarin

HCID 323CAS 91-64-5

기본 정보

표준 SMILES
O=c1ccc2ccccc2o1
InChIKey
ZYGHJZDHTFUPRJ-UHFFFAOYSA-N
분자식
C9H6O2
평균 분자량
146.14 g/mol
단동위원소 질량
146.03677943

이름 및 식별자

우선 이름
Coumarin
IUPAC
chromen-2-one
현지명
코우마린
영어명
Coumarin
분자식
C9H6O2
분자량
146.14

이름 및 동의어

coumarin91-64-52H-Chromen-2-one2H-1-Benzopyran-2-onecumarin1,2-Benzopyronechromen-2-oneTonka bean camphorRattexCoumarinic anhydrideCoumarinecis-o-Coumarinic acid lactone
이름 더 보기
쿠마린코우마린coumarin powder1-BENZOPYRAN-2-ONE
Coumarinic lactoneo-Hydroxycinnamic acid lactoneBenzo-alpha-pyrone5,6-Benzo-2-pyroneo-Hydroxycinnamic lactone2-Oxo-1,2-benzopyranKumarin2H-Benzo(b)pyran-2-one

데이터베이스 식별자

CAS
91-64-5
PubChem CID
323
DTXSID
DTXSID7020348
ChEMBL
CHEMBL6466
ChEBI
CHEBI:28794
UNII
A4VZ22K1WT
EC Number
202-086-7
Nikkaji
J3.218B

물성

구조 계산 물성

XLogP
1.4
극성 표면적
26.3 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
2
회전 가능 결합 수
0
무거운 원자 수
11

물리화학적 성질

녹는점
68 · 68-73 °C (lit.)
끓는 점
298 °C · 298 °C (lit.)
밀도
0.935 · 0.935
증기압
0.01 mm · 0.01 mm Hg ( 47 °C)
굴절률
1.51 · 1.5100 (estimate)
인화점
162 °C · 162 °C
화학적 성질 · 1건

Coumarin occurs widely in nature and determines, for example, the odor of woodruff. It forms white crystals (mp 70.6°C) with a hay-like, spicy odor. When treated with dilute alkali, coumarin is hydrolyzed to the corresponding coumarinic acid salt [(Z)-2-hydroxycinnamic acid]. Heating with concentrated alkali or with sodium ethanolate in ethanol results in the formation of o-coumaric acid salts [(E)-2-hydroxycinnamic acid]. 3,4-Dihydrocoumarin is obtained by catalytic hydrogenation, for example, with Raney nickel as a catalyst; octahydrocoumarin is obtained if hydrogenation is carried out at high temperature (200–250°C).

안전 및 규제

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
GN4200000
ridadr
UN 2811 6.1/PG 3
독성
LD50 orally in rats, guinea pigs: 680, 202 mg/kg (Jenner)
HS 번호
29322010

화학 및 산업

응용 분야 · 4건

개요Coumarin is a naturally occurring Benzopyrone compound. It is found in a large number of plants belonging to many different families including tonka beans, woodruff, lavender oil, cassia, melilot (sweet clover), and other plants. It is found in edible plants such as strawberries, cinnamon, peppermint, green tea, carrots, and celery, as well as in partially fermented tea, red wine, beer, and other foodstuffs. Concentrations range from 87 000 ppm in cassia and 40 000 ppm in cinnamon to 20 ppm in peppermint and 5 ppb in tangerines.

출처Found in many plants and essential oils such as cassia, melilot, orchid, lavender and balsam of Peru (Spth, 1937; Gildemeister & Hoffman, 1966).

용도coumarin is considered a blood thinner, it can also increase blood flow. Some sources cite anti-oxidant capacities, as well. It is a specific plant constituent and is what creates the fragrance of freshly mowed hay. Coumarin is found in such plants as cherries, lavender, licorice, and sweet clover.

일반 설명Colorless crystals, flakes or colorless to white powder with a pleasant fragrant vanilla odor and a bitter aromatic burning taste.

제조 방법 · 1건

Coumarin is currently produced by Perkin synthesis from salicylaldehyde. In the presence of sodium acetate, salicylaldehyde reacts with acetic anhydride to produce coumarin and acetic acid. The reaction is carried out in the liquid phase at elevated temperature.A process for the production of coumarin from hexahydrocoumarin by dehydrogenation has also been elaborated.Since the odor of coumarin is relatively weak, strong-smelling by-products (e.g., vinylphenol) must be removed. Many purification methods have been reported and patented.

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]

추가 설명

정의A colorless crystalline compound with a pleasant odor, used in making perfumes. On hydrolysis with sodium hydroxide it forms coumarinic acid.

관련 반응

72건

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