??????(2,5-)
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??????(2,5-) ??
- ???
- -20--19°C
- ?? ?
- 89 °C(lit.)
- ??
- 0.906 g/mL at 25 °C(lit.)
- ???
- 69 hPa (20 °C)
- ???
- n
20/D 1.470(lit.)
- ???
- 12 °F
- ?? ??
- Store below +30°C.
- ???
- ?????(???? ??)
- ??? ??
- ??
- ??
- ?? ?? ?? ??
- ??
- Very diffusive, gassy-piney, camphoraceous-woody odor
- ????
- 1.6-6.3%(V)
- ???
- ?? ??? ????.
- ?? ??(λmax)
- 195nm(EtOH)(lit.)
- BRN
- 506224
- ???
- ??? ??
- InChIKey
- SJYNFBVQFBRSIB-UHFFFAOYSA-N
- LogP
- 2.67 at 25℃ and pH7
- ????
- 64.3-64.4mN/m at 900μg/L and 20.3℃
- CAS ??????
- 121-46-0(CAS DataBase Reference)
??
- ?? ? ?? ??
- ?? ? ???? ?? (GHS)
| ??? ?? | F | ||
|---|---|---|---|
| ?? ???? ?? | 11 | ||
| ????? | 16-23 | ||
| ????(UN No.) | UN 2251 3/PG 2 | ||
| WGK ?? | 2 | ||
| RTECS ?? | RB6535000 | ||
| F ?????? | 13 | ||
| ?? ?? ?? | 350 °C | ||
| TSCA | Yes | ||
| ?? ?? | 3 | ||
| ???? | II | ||
| HS ?? | 29021990 | ||
| ?? | LD50 orl-rat: 890 mg/kg SHELL* |
??????(2,5-) C??? ??, ??, ??
??? ??
2,5-Norbornadiene, also known as dicycloheptadiene, is a clear colorless to slightly yellow liquid that is soluble in petroleum ether and insoluble in water. Commercially available goods usually contain 500 ppm of 2,6-di-tert-butyl-p-methylphenol (BHT) as a stabilizer. Analyzing the structural characteristics of NBD, it can be found that it has good reaction properties and can synthesize a variety of organic compounds through addition or substitution reactions at the double bond.??
2,5-Norbornadiene is used as an intermediate in prostaglandin synthesis and shows anti-ethylene effect on plants. It acts as a starting material for the synthesis of diamantane and as an acetylene transfer agent for instance, in reaction with 3,6-di-2-pyridyl-1,2,4,5-tetrazine. It is also a useful dienophile in Diels-Alder reactions.?? ??
2,5-Norbornadiene is of interest as a metal-binding ligand, whose complexes are useful for homogeneous catalysis. Norbornadiene can be formed by a Diels-Alder reaction between cyclopentadiene and acetylene.?? ??
2,5-norbornadiene, stabilized appears as a colorless liquid. Insoluble in water and less dense than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. When heated will polymerize and at decomposition emits acrid smoke and irritating fumes.??? ?? ??
Highly flammable. Insoluble in water.?? ???
2,5-NORBORNADIENE may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions. Violent explosions at low temperatures in ammonia synthesis gas units have been traced to the addition products of dienes and nitrogen dioxide [Bretherick, 5th Ed., 1995].????
Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.Safety Profile
Poison by intravenous route. Moderately toxic by ingestion and intraperitoneal routes. Mildly toxic by inhalation. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes.Purification Methods
Purify the diene by distillation from activated alumina [Landis & Halpern J Am Chem Soc 109 1746 1987]. [Beilstein 5 IV 879.]??????(2,5-) ?? ?? ? ???
???
3,4-Diazatricyclo[4.2.1.02,5]nona-3,7-diene, (1R,2R,5S,6S)-rel- (9CI)
Bicyclo[2.2.1]hept-2-ene, 5,6-bis(phenylsulfonyl)-, (endo,endo)- (9CI)
?? ??
??????(2,5-) ?? ??
???( 173)?? ??
| ??? | ?? | ??? | ?? | ?? ? | ?? |
|---|---|---|---|---|---|
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??????(2,5-) ?? ??:
????????? ?????? ??????? 1,3-???? ????????? ???????? ????? [???(????????)](2,5-?????)??(II) ??????????? ??????(2,5-)
DL-ALPHA-AMINOPIMELIC ACID
Androstenedione
7-CHLORONORBORNADIENE
7-TERT-BUTOXY-2,5-NORBORNADIENE
BIS(NORBORNADIENE)RHODIUM (I) TETRAFLUOROBORATE
cis-5-Norbornadiene-endo-2,3-dicarboxylic anhydride
TRIS(NORBORNADIENE)(ACETYLACETONATO)IRIDIUM(III),Tris-(norbornadiene)acetylacetonateiridium(III),Tris(norbornadiene)(acetylacetonato)iridium(III),98%(99.9%-Ir)
(S,S)-1,2-BIS[(TERT-BUTYL)METHYLPHOSPHINO]ETHANE[ETA-(2,5-NORBORNADIENE)]RHODIUM(I) TETRAFLUOROBORATE
DICHLORO(NORBORNADIENE)PLATINUM (II)