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Norbornylene

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Name

Norbornylene

EINECS 207-866-0
CAS No. 498-66-8 Density 0.955 g/cm3
PSA 0.00000 LogP 1.97250
Solubility N/A Melting Point 44-46 °C(lit.)
Formula C7H10 Boiling Point 96 °C at 760 mmHg
Molecular Weight 94.1564 Flash Point °C
Transport Information N/A Appearance white crystalline mass
Safety Mildly toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes. Risk Codes 11
Molecular Structure Molecular Structure of 498-66-8 (2-Norbornene) Hazard Symbols FlammableF
Synonyms

2-Norbornene(8CI); 2-Norbornylene; 3,6-Endomethylenecyclohexene; Bicyclo[2.2.1]hepta-2-ene;Bicyclo[2.2.1]heptene; NSC 120425; NSC 22453; Norbornene; Norbornylene;Norcamphene; Norfenchene

Article Data 145

Norbornylene Synthetic route

129850-00-6, 129938-42-7

exo-3-(trimethylsilyl)-endo-2-norbornyl trifluoroacetate

498-66-8

norborn-2-ene

Conditions
ConditionsYield
With water In acetone at 65.1℃; Kinetics; Product distribution; Rate constant;98%

(1R,2S,3R,4S)-2,3-Bis-trimethylsilanyl-bicyclo[2.2.1]heptane

498-66-8

norborn-2-ene

Conditions
ConditionsYield
In methanol electrochemical oxidation;96%

trans-1,2-bis(hydroxydiphenylmethyl)bicyclo<2.2.1>heptane

A

498-66-8

norborn-2-ene

B

119-61-9

benzophenone

C

91-01-0

1,1-Diphenylmethanol

D

50599-53-6

1,1-diphenylmethylenenorbornane

Conditions
ConditionsYield
at 290℃; for 3h;A 27%
B 95%
C 15%
D 64%
844874-18-6

exo-2,3-epoxynorbornane

498-66-8

norborn-2-ene

Conditions
ConditionsYield
With polystyrene-supported(catecholato)oxoRe cat. act. by iPrOH; triphenylphosphine In toluene for 8h; Heating;92%

5-norbornen-2-ol mesylate

498-66-8

norborn-2-ene

Conditions
ConditionsYield
With lithium triethylborohydride In tetrahydrofuran at 60℃; for 4h;85%
278-74-0, 3146-39-2, 57378-36-6

exo-2,3-epoxynorbornane

498-66-8

norborn-2-ene

Conditions
ConditionsYield
With triphenylphosphine at 200℃; for 8.5h; Product distribution;84%
113475-46-0

endo-3-(Trimethylsilyl)bicyclo<2.2.1>heptan-endo-2-carbonsaeure

498-66-8

norborn-2-ene

Conditions
ConditionsYield
In ethanol; acetonitrile at 60℃; anodic oxidation;60%
With potassium hydroxide In ethanol; acetonitrile at 60℃; electrolysis: C-anode, Pt-catode;60 % Chromat.
64-17-5

ethanol

88946-66-1

Potassium; (1R,2S,3R,4S)-3-trimethylsilanyl-bicyclo[2.2.1]heptane-2-carboxylate

A

498-66-8

norborn-2-ene

16205-87-1

2-(trimethylsilyl)bicyclo[2.2.1]hept-2-ene

88946-64-9

((1R,2R,3R,4S)-3-Ethoxy-bicyclo[2.2.1]hept-2-yl)-trimethyl-silane

Conditions
ConditionsYield
In acetonitrile at 0℃; Product distribution; anidic decarboxylation, other solvens, temperature;A 51%
B 14%
C 17%
54389-06-9

C14H15N2O2S(1-)*Na(1+)

A

498-66-8

norborn-2-ene

B

32316-40-8

Bicyclo<3.2.0>heptadien-1,6

C

108-88-3

toluene

D

765-46-8

spiro[2.4]hepta-4,6-diene

Conditions
ConditionsYield
at 275℃; under 0.0001 - 0.0004 Torr;A 2.7%
B 51%
C 0.9%
D 4.9%
78685-90-2

2-endo-(Dichloroamino)norbornane

A

498-66-8

norborn-2-ene

B

78685-89-9

2-(Chloroimino)norbornane

Conditions
ConditionsYield
A 12%
B 50%

Norbornylene Chemical Properties

Molecular Structure of Norbornylene (498-66-8):

EINECS: 207-866-0
IUPAC Name: Bicyclo[2.2.1]hept-2-ene 
Molecular Formula: C7H10
Molecular Weight: 94.154300 g/mol
XLogP3-AA: 2.4
H-Bond Donor: 0
H-Bond Acceptor: 0
Canonical SMILES: C1CC2CC1C=C2
InChI: InChI=1S/C7H10/c1-2-7-4-3-6(1)5-7/h1-2,6-7H,3-5H2
InChIKey: JFNLZVQOOSMTJK-UHFFFAOYSA-N
Index of Refraction: 1.519
Molar Refractivity: 29.93 cm3
Molar Volume: 98.5 cm3
Surface Tension: 35.4 dyne/cm
Density: 0.955 g/cm3
Enthalpy of Vaporization: 32.17 kJ/mol
Boiling Point: 96 °C at 760 mmHg
Vapour Pressure: 50.7 mmHg at 25 °C
Melting Point: 44-46 °C(lit.)
Water Solubility: 60.32 mg/L at 25 °C
Storage Temp.: 0-6 °C
BRN: 1098544

Norbornylene Toxicity Data With Reference

1.    

orl-rat LD50:11,300 mg/kg

    AIHAAP    American Industrial Hygiene Association Journal. 30 (1969),470.

Norbornylene Consensus Reports

Reported in EPA TSCA Inventory.

Norbornylene Safety Profile

Safety Information of Norbornylene (498-66-8):
Hazard Codes: F
Risk Statements: 11
11: Highly Flammable
Safety Statements: 9-16-29-33
9: Keep container in a well-ventilated place
16: Keep away from sources of ignition - No smoking
29: Do not empty into drains
33: Take precautionary measures against static discharges
RIDADR: UN 1325 4.1/PG 2
WGK Germany: 1
RTECS: RB7900000
HazardClass: 4.1
PackingGroup: II
F 13
Mildly toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.

Norbornylene Specification

  Norbornylene (498-66-8) is stench white mass, known as Bicyclo(2.2.1)heptene ; 3,6-Endomethylenecyclohexene ; NSC 120425 ; Norbornene ; Norbornylene ; Norcamphene ; Norfenchene ; 8,9,10-Trinorborn-2-ene ; Bicyclo(2.2.1)hept-2-ene . It is incompatible with strong oxidizing agents. When heated to decomposition, it yields Carbon monoxide , Carbon dioxide .

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