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CAS No.: | 121-46-0 |
---|---|
Name: | 2,5-Norbornadiene |
Article Data: | 106 |
Molecular Structure: | |
Formula: | C7H8 |
Molecular Weight: | 92.1405 |
Synonyms: | 2,5-Norbornadiene(8CI);3,6-Methano-1,4-cyclohexadiene;Bicyclo[2.2.1]heptadiene;NSC 13672;Norbornadiene;Bicyclo[2.2.1]hepta-2,5-diene; |
EINECS: | 204-472-0 |
Density: | 1.003 g/cm3 |
Melting Point: | -20--19 °C |
Boiling Point: | 89.5 °C at 760 mmHg |
Flash Point: | 12 °F |
Solubility: | Immiscible with water. |
Appearance: | Clear colorless to slightly yellow liquid |
Hazard Symbols: | F |
Risk Codes: | 11 |
Safety: | 16-23 |
Transport Information: | UN 2251 3/PG 2 |
PSA: | 0.00000 |
LogP: | 1.74850 |
Conditions | Yield |
---|---|
x In nitromethane at 25℃; | 100% |
cadmium(II) sulphide In dichloromethane for 3h; Product distribution; Irradiation; other semiconducters, presence of methylviologen dication and diphenylamine; | 1.8% |
3,3-dimethyldioxirane In dichloromethane; acetone at 0℃; for 0.0166667h; | 60 % Turnov. |
Conditions | Yield |
---|---|
With 1-Cyanonaphthalene In methanol Irradiation; | |
dichloro(norbornadiene)palladium(II) In dichloromethane at 25℃; for 1h; Product distribution; Quantum yield; Mechanism; Irradiation; different Q concentration, solvent, times, intensity and wavelenght of irradiation, effect of free radical scavenger; | |
With 9,10-Dicyanoanthracene In hexane Quantum yield; Mechanism; Rate constant; Ambient temperature; Irradiation; exciplex isomerization, var. of sensitizer, solv.; | |
With aluminum oxide; 4-Aminosalicylic acid; tetrasodium (5,10,15,20-tetrakis(4-sulfonatophenyl)porphyrinato)cobalt(II) In pentane at 24℃; Rate constant; Thermodynamic data; ΔH(activation); | |
With trichlorostannylacetylene at 25℃; for 1h; Inert atmosphere; |
bicyclo[2.2.1]hepta-2,5-diene
Conditions | Yield |
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at 200℃; under 30 - 60 Torr; |
bicyclo[2.2.1]hepta-2,5-diene
Conditions | Yield |
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at 110 - 125℃; under 30 - 60 Torr; |
endo-2,3-bis(phenylsulfonyl)bicyclo<2.2.1>hept-5-ene
bicyclo[2.2.1]hepta-2,5-diene
Conditions | Yield |
---|---|
With methanol; sodium dihydrogenphosphate; sodium amalgam Ambient temperature; | 65% |
With sodium dihydrogenphosphate; sodium amalgam In methanol Ambient temperature; | 65% |
exo-3-deuteriobicyclo<2.2.1>hept-5-enyl tosylate
A
<2-D>Bicyclo<2.2.1>hepta-2,5-dien
B
bicyclo[2.2.1]hepta-2,5-diene
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium tert-butylate In various solvent(s) at 60℃; Yield given. Yields of byproduct given; | |
With 18-crown-6 ether; potassium tri-2-norbornylmethoxide In various solvent(s) at 60℃; Yield given. Yields of byproduct given; |
bicyclo<2.2.1>hepta-2,5-dien-2-yl p-tolyl sulfone
bicyclo[2.2.1]hepta-2,5-diene
Conditions | Yield |
---|---|
With sodium dihydrogenphosphate; sodium amalgam In methanol at 18℃; | 27% |
Conditions | Yield |
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With sulfur dioxide In chloroform at 0℃; under 15 Torr; rotaevaporation; |
tetracyclo-[3.2.0.0.2,7.04,6]heptane
A
7anti-Methoxy-norbornen-(2)
3-methoxynortricyclene
C
bicyclo[2.2.1]hepta-2,5-diene
Conditions | Yield |
---|---|
With Rh(pnen)3(3+) In methanol Irradiation; | A n/a B n/a C 72% |
exo-3,4-diazotricyclo[4.2.1.02,5]nona-3,7-diene
A
bicyclo[2.2.1]hepta-2,5-diene
B
quadricyclo[2.2.1.0.0]heptane
Conditions | Yield |
---|---|
With 9,10-Dicyanoanthracene Irradiation; | |
With 9,10-Dicyanoanthracene In acetonitrile at 23℃; Product distribution; Mechanism; Irradiation; var. sensitizers and solvents; | |
In various solvent(s) at 144.85℃; Kinetics; Further Variations:; Temperatures; |
Product Categories: Functional Materials;Photochromic Compounds;Norbornene Derivatives ;Azobenzene, etc. (Photochromic Compounds);
Synonyms:bicyclo(2.2.1)heptadiene;bicyclo[2.2.1]hepta-2,5-diene,(Norbornadiene);Norbornadiene;2,5-DICYCLOHEPTADIENE;2,5-NORBORNADIENE ;8,9,10-trinorborna-2,5-diene;Bicyclo[2.2.1]heptadiene; 3,6-Methano-1,4-cyclohexadiene;
MF: C7H8
MW: 92.14
mp : -20--19°C
bp :89 °C(lit.)
EINECS: 204-472-0
density 0.906 g/mL at 25 ℃(lit.)
It is a bicyclic hydrocarbon.
1. | orl-rat LD50:890 mg/kg SHELL* | |||
2. | ihl-rat LC50:14,100 ppm/8H | SCCUR* Shell Chemical Company. Unpublished Report. (2401 Crow Canyon Rd., San Romon, CA 94583) | ||
3. | ipr-rat LD50:890 mg/kg | SCCUR* Shell Chemical Company. Unpublished Report. (2401 Crow Canyon Rd., San Romon, CA 94583) | ||
4. | orl-mus LD50:3850 mg/kg | SCCUR* Shell Chemical Company. Unpublished Report. (2401 Crow Canyon Rd., San Romon, CA 94583) | ||
5. | ihl-mus LC50:27,700 ppm/30M | SCCUR* Shell Chemical Company. Unpublished Report. (2401 Crow Canyon Rd., San Romon, CA 94583) | ||
6. | ivn-mus LD50:56 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#04158 .
|
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.
Hazard Codes: F
HS Code : 29021990
Risk Statements : 11
Safety Statements : 16-23
WGK Germany :2
F :13
HazardClass : 3
RIDADR : UN 2251 3/PG 2