Product Name

  • Name

    Vinylnorbornene

  • EINECS
  • CAS No. 3048-64-4
  • Article Data37
  • CAS DataBase
  • Density 1.006g/cm3
  • Solubility
  • Melting Point −80 °C(lit.)
  • Formula C9H12
  • Boiling Point 141°Cat760mmHg
  • Molecular Weight 120.194
  • Flash Point 26.2°C
  • Transport Information
  • Appearance clear liquid
  • Safety Mildly toxic by ingestion, inhalation, and skin contact. When heated to decomposition it emits acrid smoke and irritating fumes.
  • Risk Codes R10;R20;R36/38;
  • Molecular Structure Molecular Structure of 3048-64-4 (Vinylnorbornene)
  • Hazard Symbols Xn
  • Synonyms 2-Norbornene,5-vinyl- (6CI,7CI,8CI); 2-Vinyl-5-norbornene; 2-Vinylbicyclo[2.2.1]hept-5-ene;2-Vinylnorbornene; 5-Ethenylbicyclo[2.2.1]hept-2-ene; 5-Vinyl-2-norbornene;5-Vinylbicyclo[2.2.1]hept-2-ene; 5-Vinylnorbornene; NSC 61529; V 0062; VBH;Vinylnorbornene
  • PSA 0.00000
  • LogP 2.38460

Synthetic route

5-Ethynylbicyclo<2.2.1>-2-heptene
77891-01-1

5-Ethynylbicyclo<2.2.1>-2-heptene

5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

Conditions
ConditionsYield
With zinc/copper couple In diethyl ether; water at 45 - 50℃; for 40h;95%
cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

buta-1,3-diene
106-99-0

buta-1,3-diene

5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

Conditions
ConditionsYield
at 140 - 145℃;
bi(cyclopentadiene)
77-73-6, 933-60-8, 1755-01-7

bi(cyclopentadiene)

buta-1,3-diene
106-99-0

buta-1,3-diene

A

bicyclo[4.3.0]nona-3,7-diene
3048-65-5

bicyclo[4.3.0]nona-3,7-diene

B

5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

Conditions
ConditionsYield
at -20 - 205℃; for 1h; Temperature; Diels-Alder Cycloaddition; Autoclave; Inert atmosphere;A 20 %Chromat.
B 25 %Chromat.
cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

buta-1,3-diene
106-99-0

buta-1,3-diene

A

bicyclo[4.3.0]nona-3,7-diene
3048-65-5

bicyclo[4.3.0]nona-3,7-diene

B

5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

Conditions
ConditionsYield
In hexane at -20 - 205℃; for 1h; Solvent; Diels-Alder Cycloaddition; Autoclave; Inert atmosphere;A 25 %Chromat.
B 22 %Chromat.
at -20 - 205℃; for 1h; Temperature; Diels-Alder Cycloaddition; Autoclave; Inert atmosphere;A 17 %Chromat.
B 25 %Chromat.
Stage #1: cyclopenta-1,3-diene; buta-1,3-diene With N-ethyl-N-hydroxy-ethanamine In toluene under 26252.6 Torr; Flow reactor; Heating;
Stage #2: at 115.4℃; under 195.02 - 240.024 Torr; Flow reactor;
In cyclohexane at 200℃; under 20686.5 Torr; for 0.166667h; Solvent; Inert atmosphere;
5-(1-methoxyethyl)bicyclo[2.2.1]hept-2-ene

5-(1-methoxyethyl)bicyclo[2.2.1]hept-2-ene

5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

Conditions
ConditionsYield
With magnesium oxide In m-xylene at 200℃; under 760.051 Torr; for 3h;
cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

buta-1,3-diene
106-99-0

buta-1,3-diene

A

bicyclo[4.3.0]nona-3,7-diene
3048-65-5

bicyclo[4.3.0]nona-3,7-diene

B

5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

C

bi(cyclopentadiene)
77-73-6, 933-60-8, 1755-01-7

bi(cyclopentadiene)

Conditions
ConditionsYield
With evonik TS-1 zeolite catalyst In toluene at 200℃; under 20252 Torr; for 0.166667h; Reagent/catalyst; Diels-Alder Cycloaddition; Inert atmosphere;
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

Trichloroacetyl chloride
76-02-8

Trichloroacetyl chloride

5-(2',2'-dichlorocyclobutan-3'-onyl)bicyclo<2.2.1>hept-2-ene

5-(2',2'-dichlorocyclobutan-3'-onyl)bicyclo<2.2.1>hept-2-ene

Conditions
ConditionsYield
With zinc In diethyl ether at 20 - 30℃; sonication;95%
bromobenzene
108-86-1

bromobenzene

5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

(E)-5-styrylbicyclo[2.2.1]hept-2-ene

(E)-5-styrylbicyclo[2.2.1]hept-2-ene

Conditions
ConditionsYield
Stage #1: bromobenzene With palladium diacetate; heptakis(6-amino-6-deoxy)-β-cyclodextrin In water; N,N-dimethyl-formamide for 0.5h;
Stage #2: 5-vinyl-2-norbornene With potassium carbonate In water; N,N-dimethyl-formamide at 80℃; for 10h;
92%
trimethoxysilane
2487-90-3

trimethoxysilane

5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

(2-bicyclo[2.2.1]hept-5-en-2-yl-ethyl)-trimethoxy-silane
68323-30-8

(2-bicyclo[2.2.1]hept-5-en-2-yl-ethyl)-trimethoxy-silane

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex; ammonium bicarbonate In toluene at 55 - 65℃; for 5h; Reagent/catalyst; Concentration;91%
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

exo-2-chloro-6-ethenylbicyclo<2.2.1>heptane

exo-2-chloro-6-ethenylbicyclo<2.2.1>heptane

exo-2-chloro-5-ethenylbicyclo<2.2.1>heptane

exo-2-chloro-5-ethenylbicyclo<2.2.1>heptane

Conditions
ConditionsYield
With thionyl chloride; silica gel In dichloromethane for 0.25h; Title compound not separated from byproducts;A 88%
B n/a
With thionyl chloride; silica gel In dichloromethane for 0.25h; Title compound not separated from byproducts;A n/a
B 88%
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

6-epoxyethyl-3-oxatricyclo<3.2.1.02,4>octane
2886-88-6

6-epoxyethyl-3-oxatricyclo<3.2.1.02,4>octane

Conditions
ConditionsYield
With potassium hydroxide; oxone In dichloromethane; acetone85%
Stage #1: 5-vinyl-2-norbornene With water; hydrogen bromide; dihydrogen peroxide at 40℃;
Stage #2: With potassium hydroxide In diethyl ether at 8 - 20℃; for 2.5h; Reagent/catalyst;
3.5 g
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

C36H48Cl8S4
89913-95-1

C36H48Cl8S4

Conditions
ConditionsYield
With sulfur dichloride In dichloromethane at -7 - 0℃; for 1h;78%
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

5-ethylbicyclo[2.2.1]hept-2-ene
15403-89-1

5-ethylbicyclo[2.2.1]hept-2-ene

Conditions
ConditionsYield
With hydrogen; (η5-C5Me5)2YCH3(THF) In benzene under 760 Torr; for 2h; Ambient temperature;72%
methanesulfonamide
3144-09-0

methanesulfonamide

5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

1-(methylsulfonyl)octahydro-3a,6-methanoindole

1-(methylsulfonyl)octahydro-3a,6-methanoindole

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 85℃; for 14h; Inert atmosphere; Darkness; neat (no solvent);70%
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

1-tosyloctahydro-3a,6-methanoindole

1-tosyloctahydro-3a,6-methanoindole

Conditions
ConditionsYield
With (triphenyl phosphite)gold(I) chloride; silver trifluoromethanesulfonate at 90℃; for 0.5h; Inert atmosphere; Darkness; Microwave irradiation; air stream cooling; neat (no solvent);70%
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

N-(1-phenylvinyl)acetamide
57957-24-1

N-(1-phenylvinyl)acetamide

C17H18O

C17H18O

Conditions
ConditionsYield
With copper diacetate; palladium diacetate; triethylamine In dimethyl sulfoxide at 100℃;70%
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

A

5,5'-di(3-chloro-5-vinylbicyclo<2.2.1>heptyl) sulfide
89913-96-2

5,5'-di(3-chloro-5-vinylbicyclo<2.2.1>heptyl) sulfide

B

C36H48Cl8S4
89913-95-1

C36H48Cl8S4

Conditions
ConditionsYield
With sulfur dichloride In hexane at 5℃; for 36h;A 51%
B n/a
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

Conditions
ConditionsYield
at 250℃; for 0.533333h; Pressure (range begins): 200 ;47%
Product distribution; different temperatures (180 to 250 deg C), different heating times; Pressure (range begins): 200 ;
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

6-epoxyethyl-3-oxatricyclo<3.2.1.02,4>octane
2886-88-6

6-epoxyethyl-3-oxatricyclo<3.2.1.02,4>octane

B

2,3-epoxy-5-vinylnorbornane
2886-87-5

2,3-epoxy-5-vinylnorbornane

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide; N-tosylimidazole In methanol for 3h;A 11.5%
B 29%
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

tetracyclo[4.2.1.0(2,5).0(3,7)]nonane
25557-71-5

tetracyclo[4.2.1.0(2,5).0(3,7)]nonane

Conditions
ConditionsYield
In acetone; benzene Irradiation;
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

2-ethylnorbornane
2146-41-0

2-ethylnorbornane

Conditions
ConditionsYield
With hydrogen; platinum
With hydrogen In methanol at 20℃; under 760.051 Torr; for 0.833333h; Reagent/catalyst;> 99 %Chromat.
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

5-ethylidene-2-norbornene
28304-67-8

5-ethylidene-2-norbornene

Conditions
ConditionsYield
With aluminum oxide; sodium In n-heptane at 0℃;
With aluminium(III) triflate; tricarbonylbis(triphenylphosphine)ruthenium(0) In toluene at 60℃; for 5h; Reagent/catalyst;88.1 %Chromat.
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

1-Vinyltricyclo<2.2.1.O2,6>heptane
4994-07-4

1-Vinyltricyclo<2.2.1.O2,6>heptane

Conditions
ConditionsYield
With aluminum oxide; sodium In n-heptane
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

5-ethylidenebicyclo[2.2.1]hept-2-ene
28304-66-7

5-ethylidenebicyclo[2.2.1]hept-2-ene

Conditions
ConditionsYield
With aluminum oxide; sodium In n-heptane at 90℃;
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

buta-1,3-diene
106-99-0

buta-1,3-diene

2-Vinyl-1,4-endo-methylen-1,2,3,4,5,5a,8,8a-octahydro-naphthalin
66807-89-4, 66807-90-7, 37746-28-4

2-Vinyl-1,4-endo-methylen-1,2,3,4,5,5a,8,8a-octahydro-naphthalin

Conditions
ConditionsYield
at 145 - 155℃;
formic acid
64-18-6

formic acid

5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

A

exo-6-vinylbicyclo<2.2.1>heptan-exo-2-ol
79657-39-9

exo-6-vinylbicyclo<2.2.1>heptan-exo-2-ol

B

endo-5-vinylbicyclo<2.2.1>heptan-exo-2-ol
79703-61-0

endo-5-vinylbicyclo<2.2.1>heptan-exo-2-ol

Conditions
ConditionsYield
With sodium hydroxide 1) 70 deg C, 4 h, 2) H2O-CH3OH, reflux, 2 h; Yield given. Multistep reaction. Title compound not separated from byproducts;
formic acid
64-18-6

formic acid

5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

A

5-vinyl-2-norbornanone

5-vinyl-2-norbornanone

B

6-vinyl-2-norbornanone

6-vinyl-2-norbornanone

Conditions
ConditionsYield
With chromium(VI) oxide; sulfuric acid 1) 70 deg C, 4 h, 2) H2O, 20 - 30 deg C, overnight; Multistep reaction. Title compound not separated from byproducts;
Multistep reaction. Title compound not separated from byproducts;
chloroform
67-66-3

chloroform

5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

A

6-cyclopropylbicyclo<3.2.1>oct-2-ene
93794-74-2

6-cyclopropylbicyclo<3.2.1>oct-2-ene

B

7-cyclopropylbicyclo<3.2.1>oct-2-ene
93794-73-1

7-cyclopropylbicyclo<3.2.1>oct-2-ene

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; lithium 1) H2O, 25 deg C, 4 h; 2) Et2O, tBuOH, reflux, 2 h; Multistep reaction;
chloroform
67-66-3

chloroform

5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

endo-6-cyclopropylbicyclo<3.2.1>octane
93794-75-3

endo-6-cyclopropylbicyclo<3.2.1>octane

exo-6-cyclopropylbicyclo<3.2.1>octane
93794-75-3

exo-6-cyclopropylbicyclo<3.2.1>octane

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; lithium; nickel 1) H2O, 25 deg C, 4 h; 2) Et2O, tBuOH, reflux, 2 h; 3) MeOH, 3 h; Multistep reaction;
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

sodium acetate
127-09-3

sodium acetate

exo-2-acetoxy-endo-5-chlorobrendane

exo-2-acetoxy-endo-5-chlorobrendane

exo-2-acetoxy-exo-5-chlorobrendane

exo-2-acetoxy-exo-5-chlorobrendane

Conditions
ConditionsYield
triphenylphosphine; copper(l) chloride; palladium dichloride In acetic acid at 80℃; for 24h; Yield given. Yields of byproduct given;
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

A

5-ethylidene-2-norbornene
28304-67-8

5-ethylidene-2-norbornene

B

5-ethylidenebicyclo[2.2.1]hept-2-ene
28304-66-7

5-ethylidenebicyclo[2.2.1]hept-2-ene

Conditions
ConditionsYield
γ-Al2O3-NaOH-Na at 25℃; for 3h; Product distribution;
γ-Al2O3-NaOH-Na at 25℃; for 3h; Yield given. Yields of byproduct given;
aluminum oxide; potassium amide at -0.1℃; for 0.166667h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

exo-2,3-epoxy-5-vinylbicylo<2.2.1>heptane
2886-87-5, 88424-89-9, 88424-90-2

exo-2,3-epoxy-5-vinylbicylo<2.2.1>heptane

Conditions
ConditionsYield
With oxygen; Pd(MeCN)2Cl(NO2) In benzene at 60℃; for 144h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With phosphotungstic acid; cetylpyridinium chloride; dihydrogen peroxide In chloroform at 60℃; for 3h; Yield given;
With 4-tert-butylpyridine; potassium peroxomonosulfate; benzyldimethyltetradecylammonium chloride; (5,10,15,20-tetramesitylporphyrinato)manganese(III) chloride In phosphate buffer at 20℃; pH=7; Product distribution; Further Variations:; Catalysts; Reagents;99 % Chromat.
5-vinyl-2-norbornene
3048-64-4

5-vinyl-2-norbornene

acetic acid
64-19-7

acetic acid

exo-2-acetoxy-endo-5-chlorobrendane

exo-2-acetoxy-endo-5-chlorobrendane

exo-2-acetoxy-exo-5-chlorobrendane

exo-2-acetoxy-exo-5-chlorobrendane

Conditions
ConditionsYield
With oxygen; lithium chloride; copper dichloride; palladium dichloride at 80℃; for 36h; Yield given. Yields of byproduct given;
With lithium chloride; copper dichloride; palladium dichloride at 80℃; for 36h; Yield given. Yields of byproduct given;

5-VINYL-2-NORBORNENE Chemical Properties

Product Name: 5-Vinyl-2-norbornene (CAS NO.3048-64-4)


Molecular Formula: C9H12
Molecular Weight: 120.19g/mol
Mol File: 3048-64-4.mol
Einecs: 221-259-8
Appearance: Clear liquid
Melting Point: −80 °C(lit.)
Boiling point: 141 °C at 760 mmHg
Storage Temperature: 0-6°C
Flash Point: 26.2 °C
Density: 0.841 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.481(lit.)
Surface Tension: 37.3 dyne/cm
Enthalpy of Vaporization: 36.26 kJ/mol
Vapour Pressure: 7.47 mmHg at 25°C
XLogP3-AA: 2.7
H-Bond Donor: 0
H-Bond Acceptor: 0
Product Categories: Acyclic; Alkenes; Organic Building Blocks

5-VINYL-2-NORBORNENE Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC50 inhalation 17700mg/m3/2H (17700mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(10), Pg. 52, 1974.
mouse LD50 oral 5667mg/kg (5667mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(10), Pg. 52, 1974.
rabbit LD50 skin 15900uL/kg (15.9mL/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
rat LC50 inhalation 2231ppm/4H (2231ppm) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0536315,
rat LD50 oral 5190uL/kg (5.19mL/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.

5-VINYL-2-NORBORNENE Consensus Reports

Reported in EPA TSCA Inventory.

5-VINYL-2-NORBORNENE Safety Profile

Mildly toxic by ingestion, inhalation, and skin contact. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety Information of 5-Vinyl-2-norbornene (CAS NO.3048-64-4):
Hazard Codes: Xi
Risk Statements: 10-36/38 
10:  Flammable
36:  Irritating to the eyes 
38:  Irritating to the skin
Safety Statements: 16-26-36/37
16:  Keep away from sources of ignition - No smoking
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing  
37:  Wear suitable gloves 

5-VINYL-2-NORBORNENE Specification

 5-Vinyl-2-norbornene ,its CAS NO. is 3048-64-4,the synonyms is 2-Norbornene, 5-vinyl- ; 2-Norbornene,5-vinyl-[qr] ; 2-Vinyl-5-norbornene ; 2-Vinylbicyclo[2.2.1]hept-5-ene ; 2-Vinylnorbornene ; 2-Vinylnorbornene[qr] ; 5-Ethenyl-bicyclo(2.2.1)hept-2-en ; 5-Ethenyl-bicyclo(2.2.1)hept-2-ene .

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