?????

?????
?????	?????
?????	?????
????? ??????? (IUPAC)
	Phenol
????? ????
	???????? ??????? ; ??? ????????? ; ????? ??????
????????
??? CAS	108-95-2
??? ??? (PubChem)	996
	??????? ??????? ????? ?????? ???????? c1ccc(cc1)O ;
	?????? ????????? ?????? 1S/C6H6O/c7-6-4-2-1-3-5-6/h1-5,7H ; Key: ISWSIDIOOBJBQZ-UHFFFAOYSA-N ;
??????
???? ????????	C 6 H 6 O
???? ?????	94.11 ?.??? ?1
??????	?????? ???? ?????
???????	1.07 g/cm 3
???? ????????	40.5 °?? 314 °?? 105 °?
???? ???????	181.7 °?? 455 °?? 359 °?
????????? ?? ?????	8.3 g/100 mL (20 °C)
????? (p K a )	9.95 (in water), ; 29.1 (in acetonitrile)
λ max	270.75 nm
??? ????? ????? ?????	1.7 ?????
???????
??? ????? ??? GHS
?????? ????? ??? GHS	H301 , H311 , H314 , H331 , H341 , H373
?????? ?????? ??? GHS	P261 , P280 , P301+310 , P305+351+338 , P310
????? ???????	Toxic ( T ) ; ???? ; Corrosive ( C )
????? ???????	R23 / R24 / R25 - R34 - ; R48 / R20 / R21 / R22 - R68
??????? ??????	S1/2 - S24 / S25 - S26 ; - S28 - S36 / S37 / S39 - S45
NFPA 704	2 3 COR
???? ??????	79 °C
	?? ??? ??? ???? ??? ??? ??? ???????? ??????? ????? ????? ??????? ???????? (??? 25 °? ? 100 ??????????)
	????? ????? - ?????

??????? ?? ???? ??? ????? ???? ????? ?? ????? ?????? ?????? ??????? ?? ???? ????? ?????? ??????? . ????? ?????????? ??????? C ₆H ₆O? ????? ???? ?? ???? ?????? ?????? C ₆H ₅OH. ?????? ????? ?? ???? ??????????? ?????? ????? ????? ? ??? ???? ???? .

????????? [ ??? ]

?????? ???? ??????? ???? ??????? ??? ?? ???? ????? ??? ???? ????? ??? ?? ?????? ?????? ?????? ??? ???? ??????????? (-OH). ?? ??????? ????? ????????? ??? ?? ???????? ??????? ???? ????? ??????? ???? ?????.

?????? [ ??? ]

??????? ????? ??????? ?? ????? (8.3 ?/100??). ??? ????? ??? ?????. ?????? ??????? ??? ???? ???? ????? H ⁺ ?? ???? ??????????? ? ?????? ????? ?????????? ??????? ??????? ?? ????? C ₆H ₅O ^?. ????????? ?? ?????? ????????? ? ???? ??????? ????? ???? ?? ?????? ?????? ?? ??????? ?? ????? NaOH ????? H ⁺? ?? ??? ?? ?????? ????????? ?? ??????. ???? ????????? ?????? ??????? ?? ??????? ?????? (resonance stabilization) ?????? ?????????? ?? ?????? ???????. ????? ???????? ?????? ??????? ??? ???????? ???????? ???? ??????? ?????? ???????? (para). ^[4] ?????? ???? ????? ??????? ?? ????? ?????? ???????? ??? ??? ???????? ?????? ??????? ??????. ^[5] ???? ??????? ?????? ?????? ?????? ??????? ?????? ?? 66.8°?.

?????? ??????? ?? ?????? [ ??? ]

?? ???? ????? ??????? ??? ???? ???? ?????? ????? ???? ?? ?????? ?????? ?????? ????? ????????? ?????? ?????? ??? ??? ????? ?????????? ???? ??????? ??????? ??? ????? ??????? ??????? ??????? ??????? ?????? ???? ??? ???? ????? ?????. ??? ?????? ???? ??????? ?? ???? ?? ?????? ???????? ???? ?????? ?? ?????? ?????.

???? ???? [ ??? ]

?????????

??????? [ ??? ]

^ https://web.archive.org/web/20170702044111/http://omlc.ogi.edu/spectra/PhotochemCAD/html/phenol.html . ????? ?? ????? ?? 2017-07-02. {{ ??????? ??? }}: ?????? |title= ??? ????? ?? ???? ( ?????? )
^ Kutt, A.; Movchun, V.; Rodima, T.; Dansauer, T.; Rusanov, E. B.; Leito, I.; Kaljurand, I.; Koppel, J.; Pihl, V.; Koppel, I.; Ovsjannikov, G.; Toom, L.; Mishima, M.; Medebielle, M.; Lork, E.; Roschenthaler, G.-V.; Koppel, I. A.; Kolomeitsev, A. A. Pentakis(trifluoromethyl)phenyl, a Sterically Crowded and Electron-withdrawing Group: Synthesis and Acidity of Pentakis(trifluoromethyl)benzene, -toluene, -phenol, and -aniline. J. Org. Chem . 2008 , 73 , 2607-2620. ????? : 10.1021/jo702513w
^ ^? ^? ^? ????:SigmaLink
^ Organic Chemistry 2nd Ed. John McMurry ISBN 0-534-07968-7
^ "the acidity of phenol" . ChemGuide . Jim Clark. ????? ?? ????? ?? 2018-10-09 . ???? ???? ?????? 2007-08-05 .

?? ????? ??? ?????? ??: ?????

[1] ttps://web.archive.org/web/20170702044111/http://omlc.ogi.edu/spectra/PhotochemCAD/html/phenol.html . ????? ?? ????? ?? 2017-07-02. {{ ??????? ??? }}: ?????? |title= ??? ????? ?? ???? ( ?????? )

[2] Kutt, A.; Movchun, V.; Rodima, T.; Dansauer, T.; Rusanov, E. B.; Leito, I.; Kaljurand, I.; Koppel, J.; Pihl, V.; Koppel, I.; Ovsjannikov, G.; Toom, L.; Mishima, M.; Medebielle, M.; Lork, E.; Roschenthaler, G.-V.; Koppel, I. A.; Kolomeitsev, A. A. Pentakis(trifluoromethyl)phenyl, a Sterically Crowded and Electron-withdrawing Group: Synthesis and Acidity of Pentakis(trifluoromethyl)benzene, -toluene, -phenol, and -aniline. J. Org. Chem . 2008 , 73 , 2607-2620. ????? : 10.1021/jo702513w

[sigma-3] ? ^? ^? ????:SigmaLink

[4] Organic Chemistry 2nd Ed. John McMurry ISBN 0-534-07968-7

[5] "the acidity of phenol" . ChemGuide . Jim Clark. ????? ?? ????? ?? 2018-10-09 . ???? ???? ?????? 2007-08-05 .

[2]

[1]

[3]

[4]

[5]