2′-하이드록시프로피오페논

2′-하이드록시프로피오페논 · 2'-하이드록시프로피오펜온 · 2-Propionylphenol · 2-HYDROXYPROPIOPHENONE · o-Propiophenol · 2'-hydroxy acetone · o-Hydroxylpropioph · 2'-Hydroxypropiophen

https://huagongshe.com/ko/chemical/69133

식별자 및 물리적 특성

CAS No.	610-99-1
분자식	C9H10O2
평균 분자량	150.17 g/mol
단동위원소 질량	150.06807956 g/mol
SMILES	CCC(=O)c1ccccc1O
InChIKey	KDUWXMIHHIVXER-UHFFFAOYSA-N
PubChem CID	69133
ChEMBL	CHEMBL151116
ChEBI	CHEBI:192968
EC No.	210-244-1
DTXSID	DTXSID90209868
현지명	2′-하이드록시프로피오페논

화학 및 물리적 성질

XLogP	2.5
극성 표면적	37.3
수소 결합 공여자 수	1
수소 결합 수용자 수	2
회전 가능 결합 수	2
무거운 원자 수	11
형식 전하	0
복잡도	142
SpringerMaterials Properties	Chemical shift
LogP(분배 계수)	2.54
녹는점	20-22 °C
끓는 점	115 °C15 mm Hg(lit.)
밀도	1.094 g/mL at 25 °C(lit.)
굴절률	n20/D 1.548(lit.)
인화점	>230 °F
저장 조건	Keep in dark place,Inert atmosphere,Room temperature
용해도	클로로포름(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태	기름
pKa(산도 계수)	8.33±0.35(Predicted)
색상	무색
BRN	1860264
InChI	1S/C9H10O2/c1-2-8(10)7-5-3-4-6-9(7)11/h3-6,11H,2H2,1H3
InChIKey	KDUWXMIHHIVXER-UHFFFAOYSA-N
SMILES	CCC(=O)c1ccccc1O
LogP(분배 계수)	2.540
NIST	ortho-Hydroxypropiophenone(610-99-1)

화학적 성질

CLEAR BROWNISH LIQUID

안전 및 규제

GHS 분류	WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 149 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
규제 정보	REACH registered substance: 2'-hydroxypropiophenone (EC: 210-244-1)
Hazard Classes and Categories	Skin Irrit. 2 (100%)
수질 위해 등급(WGK)	3
관세 코드	29145090
위험 문구(R)	36/37/38
위험 표시	Xi
안전 문구(S)	26-36
위험 등급	Eye Irrit. 2Skin Irrit. 2STOT SE 3
저장 분류	10 - Combustible liquids

제조 및 합성 방법

제조 방법

Obtained by Fries rearrangement of phenyl propionatewith aluminium chloride in refluxing carbon disulfide , then at 130–150° for 2–3 h after solvent elimination (32–35%)with aluminium chloride in chlorobenzene using microwave irradiation for 3 min at 106° (28%) with aluminium chloride in nitrobenzene at 50° for 18 h (16%) or at 20° for 48 h (10%) with aluminium chloride in nitromethane at 20° for 7 days (20%) with aluminium chloride in heptane at 80–90° for 7 h (53%) or in tetrachlo- roethane at 95° for 5 h (43%) with aluminium chloride without solvent at 250° for 5 min or at 180–200° for 15 min (76–78%), at 140–160° (32–35%), at 140°with zirconium chloride in o-dichlorobenzene at 120° for 3 h (83%) with titanium tetrachloride in o-dichlorobenzene at 150° for 1 h (62%) , in nitromethane at 20° for 7 days (13%) or without solvent at 50° for 10 h (30%)with titanium tetrabromide in o-dichlorobenzene at 150° for 1 h (60%) with stannic chloride at 50° for 3 h (25%) with boron trifluoride at 120–135° for 15 min (15%) with zinc chloride at 180–200° for 15 min (10%) with polyphosphoric acid at 100° (13%) Also obtained by Friedel–Crafts acylation of phenol with propionyl chloride in the presence of aluminium chloride (40%), at 120–130° for 1 h (45%) according to the method Also obtained by acylation of phenol with propionic acidin the presence of boron trifluoride at 165° for 1 h (45%) or at 80° for 2 h (8%) in the presence of polyphosphoric acid at 100° for 10 min (by-product) in the presence of zinc chloride at 160° for 1 h Also obtained by isomerization of 4-hydroxypropiophenone with aluminium chloride (1.5 equiv) at 165° for 1 h (40%) or at 180–200° for 15 min (55%) Also obtained by demethylation of 2-propionylanisole with fuming hydrochloric acid (d = 1.19) in a sealed tube at 110° for 6 h Also obtained (by-product) by heating 3-tert-butyl-4-hydroxypropiophenone with aluminium chloride at 170° for 15 min (13%) Also obtained by treatment of 2,3-dimethylchromone with sodium ethoxide in boiling ethanol for 30 h according to the method Also obtained from 2-allylphenol by treatment with perbenzoic acid in ethyl ether, first at 0°, then between 0° and 25° for 24 h (78%) Also obtained by reaction of 2-bromophenyl propionate in a ethyl ether/hexane/THF mixture at low temperature (78 to 95°) with sec-butyllithium to give, after hydrolysis, the titled ketone (metal-promoted Fries rearrangement) (17%) Also obtained by reaction of ethylmagnesium bromidewith 2-hydroxybenzamide in boiling benzene, followed by hydrolysis (30%)with 2-hydroxy-N,N-diethylbenzamide in boiling benzene, followed by hydrolysis (82–84%) Also isolated by heating of 1-(o-hydroxyphenyl)cyclopropyltrimethylam-monium iodide for 1 h at 140° with 1.5 equiv of N,N-diisopropylethylamine (not water-free) (38%) Also obtained by hydrol