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2,5-?????

2,5-?????
2,5-????? ??? ???
?? ??:
955-83-9
???:
2,5-?????
???(??):
2,5-?????
???:
2,5-Diphenylfuran
???(??):
PPF;SKL234;2,5-dyphenilfuran;2,5-DIPHENYLFURAN;2,5-diphenyl-fura;2,5-Diphenylfurane;TIMTEC-BB SBB008172;Furan, 2,5-diphenyl-;2,5-Diphenylfuran>2,5-Diphenylfuran,99%
CBNumber:
CB6174398
???:
C16H12O
??? ??:
220.27
MOL ??:
955-83-9.mol

2,5-????? ??

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86-90 °C
?? ?
345 °C
??
1.0588 (rough estimate)
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1.5800 (estimate)
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powder to crystal
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BRN
146933
CAS ??????
955-83-9(CAS DataBase Reference)
EPA
Furan, 2,5-diphenyl- (955-83-9)
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  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
?? ???? ?? 36/37/38
????? 24/25
HS ?? 29321900
????(GHS): GHS hazard pictograms
?? ?: Warning
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?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H302 ??? ??? ?? ?? ?? - ?? ?? 4 ?? GHS hazard pictograms P264, P270, P301+P312, P330, P501
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H335 ?? ???? ??? ? ?? ?? ???? ?? - 1? ??;???? ?? ?? 3 ?? GHS hazard pictograms
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P261 ??·?·??·???·??·...·????? ??? ????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.

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yellow-beige powder and chunks

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ChEBI: 2,5-diphenylfuran is a diphenylfuran in the the phenyl groups are located at positions 2 and 5 on the furan ring.

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2,5-Diphenylfuran Synthesis: Using the batch general procedure, commercially available trans,trans-1,4-diphenyl-1,3-butadiene (1) (412 mg, 2.00 mmol) and rose Bengal disodium salt (6 mg, 0.005 mmol) in 19:1 CH?Cl?/MeOH (60 mL) provided the intermediate endoperoxide, 3,6-diphenyl-3,6-dihydro-1,2-dioxine (3), as a colorless solid after column chromatography (308 mg, 1.30 mmol, 65%); R_f = 0.15 (9/1 hexanes/ethyl acetate).
1H NMR (CDCl?, 500 MHz): δ 7.77 (d, 4H, J = 8.0 Hz), 7.43 (t, 4H, J = 7.5 Hz), 7.29 (t, 2H, J = 7.5 Hz), 6.75 (s, 2H).
13C {1H} NMR (CDCl?, 126 MHz): δ 137.7, 128.8, 128.7, 128.5, 127.5, 80.3.
Using the general batch procedure and 3 (120 mg, 0.50 mmol), PPh? (144 mg, 0.55 mmol), and CBr? (182 mg, 0.55 mmol), 2,5-Diphenylfuran was obtained as a colorless solid after column chromatography (112 mg, 0.50 mmol, 99%); R_f = 0.40 (9/1 hexanes/ethyl acetate).
1H NMR (CDCl?, 500 MHz): δ 7.77 (d, 4H, J = 7.3 Hz), 7.43 (t, 4H, J = 7.5 Hz), 7.29 (t, 2H, J = 7.5 Hz), 6.76 (s, 2H).
13C {1H} NMR (CDCl?, 126 MHz): δ 153.4, 130.9, 128.8, 127.4, 123.8, 107.3.
IR (ν_max, cm?1): 2980, 1662, 1600, 1587, 1508, 1479, 1447, 1386.

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 3475, 1989 DOI: 10.1021/jo00275a039

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