5-Ethylidene-2-norbornene supplier

Name
5-ETHYLIDENE-2-NORBORNENE
EINECS 240-347-7
CAS No. 16219-75-3
Article Data7
CAS DataBase
Density 0.893 g/mL at 25 °C(lit.)
Solubility Soluble in water (0.01% at 20C).
Melting Point -80.15°C
Formula C9H12
Boiling Point 146 °C(lit.)
Molecular Weight 120.194
Flash Point 101 °F
Transport Information UN 2929 6
Appearance clear colorless to yellow liquid
Safety Moderately toxic by ingestion. Mildly toxic by inhalation and skin contact. Human systemic effects by inhalation: conjunctiva, olfactory, and taste changes. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
Risk Codes 10-22-36/37/38
Molecular Structure
Hazard Symbols Toxic. TLV: ceiling 5 ppm.
Synonyms 2-Norbornene,5-ethylidene- (7CI,8CI); 5-Ethylidene-2-norbornene;5-Ethylidenebicyclo[2.2.1]hept-2-ene; Ethylidenenorbornene
PSA 0.00000
LogP 2.52870

Synthetic route

: 590-19-2
2,3-dimethylbutene

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

: 16219-75-3
2-ethylidenenorbornene

Conditions

Conditions	Yield
With 4-tert-Butylcatechol In acetone at 175℃; under 75007.5 Torr; for 5h; Temperature; Pressure; Autoclave;

: 542-92-7
cyclopenta-1,3-diene

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

: 16219-75-3
2-ethylidenenorbornene

Conditions

Conditions	Yield
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; Stage #3: at 10℃; under 1672.67 Torr; for 11h; Molecular sieve;

: 16219-75-3
2-ethylidenenorbornene

trans(cis)-poly[5-ethylidene-norbornene]; Mn: 112000; PDI: 1.70: trans(cis)-poly[5-ethylidene-norbornene]; Mn: 112000; PDI: 1.70

Conditions

Conditions	Yield
[2-methyliminomethyl-4-nitrophenol][PCy3][=CHPh]RuCl In chlorobenzene at 70℃; for 4h; Product distribution; Further Variations:; Catalysts;	100%

: 16219-75-3
2-ethylidenenorbornene

: 2146-40-9
2-ethylidenebicyclo<2.2.1>heptane

Conditions

Conditions	Yield
With borohydride exchange resin-nickel boride In methanol at 0℃; for 1h;	91%
(i) HCl, (ii) NaNH2, liq. NH3, pentane; Multistep reaction;
With hydrogen; palladium on activated charcoal In ethanol
With pyridine; hydrogen; nickel

: 16219-75-3
2-ethylidenenorbornene

polymer; monomer(s): 5-ethylidenenorbornene: polymer; monomer(s): 5-ethylidenenorbornene

Conditions

Conditions	Yield
hybrid N,O-bidentate Schiff base ruthenium complex In dichloromethane at 35℃; for 6h;	45%

: 16219-75-3
2-ethylidenenorbornene

: 44873-49-6
(diisopropylamino)dichloroborane

: 135709-55-6
(B(N(CH(CH3)2)2))3C7H8CHCH3

Conditions

Conditions	Yield
With Na; K In hexane byproducts: NaCl, KCl; N2, soln. of C7H10 and Cl2BN(i-Pr)2 droped to Na/K soln. within 1 h, stirred for 1 d at 25°C, refluxed under stirring for 1 d; filtered under N2-pressure, solvent removed, recrystd. (hexane); elem. anal.;	2.5%

: 67-56-1
methanol

: 16219-75-3
2-ethylidenenorbornene

: 31996-78-8, 120708-90-9
2-Ethyl-5-methoxytricyclo<2.2.1.02.6>heptan

Conditions

Conditions	Yield
With sulfuric acid

: 67-56-1
methanol

: 16219-75-3
2-ethylidenenorbornene

: 5-Ethyliden-2-methoxybicyclo<2.2.1>heptan

Conditions

Conditions	Yield
With sulfuric acid

: 16219-75-3
2-ethylidenenorbornene

: 32040-99-6
1-Aethyl-tricyclo<2.2.1.02,6>heptan

Conditions

Conditions	Yield
(i) HCl, (ii) NaNH2, liq. NH3, pentane; Multistep reaction;

: 16219-75-3
2-ethylidenenorbornene

: 20647-99-8
1-(1-hydroxyethyl)tricyclo<2.2.1.02,6>heptane

Conditions

Conditions	Yield
With mercury(II) diacetate In tetrahydrofuran; water

: 16219-75-3
2-ethylidenenorbornene

: 15403-89-1, 32166-37-3, 53848-26-3
endo-5-ethylbicyclo[2.2.1]hept-2-ene

Conditions

Conditions	Yield
(i) HCl, (ii) NaNH2, liq. NH3, pentane; Multistep reaction;

: 16219-75-3
2-ethylidenenorbornene

: 37165-53-0, 37165-54-1, 60585-84-4
endo-2-vinylbicyclo<2.2.1>hept-5-en-2-ol

: 37165-53-0, 37165-54-1, 60585-84-4
exo-2-vinylbicyclo<2.2.1>hept-5-en-2-ol

Conditions

Conditions	Yield
(i) O2, rose bengal, MeOH, (irradiation), (ii) aq. Na2SO3; Multistep reaction;

: 16219-75-3
2-ethylidenenorbornene

: 37165-55-2
α-Methyl-2-bicyclo<2.2.1>hepta-2,5-dienmethanol

Conditions

Conditions	Yield
(i) O2, rose bengal, MeOH, (irradiation), (ii) aq. Na2SO3; Multistep reaction;

: 16219-75-3
2-ethylidenenorbornene

: 37402-52-1
Tricyclo<4.3.0.03,7>non-4-en-9-on

Conditions

Conditions	Yield
(i) O2, rose bengal, MeOH, (irradiation), (ii) aq. Na2SO3; Multistep reaction;

: 16219-75-3
2-ethylidenenorbornene

: 2-Chloro-6-eth-(E)-ylidene-bicyclo[2.2.1]heptane

Conditions

Conditions	Yield
With hydrogenchloride In chloroform

: 16219-75-3
2-ethylidenenorbornene

: (1R,6R)-Bicyclo[4.2.1]non-7-en-3-one

Conditions

Conditions	Yield
(i) O2, rose bengal, MeOH, (irradiation), (ii) aq. Na2SO3; Multistep reaction;

: 186581-53-3, 908094-01-9
diazomethane

: 16219-75-3
2-ethylidenenorbornene

: 20577-61-1
methyl 2,4-dioxopentanoate

: C15H18O3

: C15H18O3

: C15H18O3

: C15H18O3

Conditions

Conditions	Yield
1.) AcOEt, irradiation, 2.) ether; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 67-56-1
methanol

: 5707-04-0
Phenylselenyl chloride

: 16219-75-3
2-ethylidenenorbornene

: 74881-10-0, 74923-77-6
(1S,2S,3R,4R,6R)-1-(1-Chloro-ethyl)-3-phenylselanyl-tricyclo[2.2.1.02,6]heptane

: 74881-11-1, 74923-78-7
(1S,2S,3R,4R,6R)-1-(1-Methoxy-ethyl)-3-phenylselanyl-tricyclo[2.2.1.02,6]heptane

Conditions

Conditions	Yield
at 25℃; Product distribution;	A 30 % Spectr. B 70 % Spectr.
In dichloromethane at 25℃;

...Expand

: 937-32-6
4-nitrobenzenesulfenyl chloride

: 16219-75-3
2-ethylidenenorbornene

: 74880-36-7
(1S,2S,3R,4R,6R)-1-(1-Chloro-ethyl)-3-(4-nitro-phenylsulfanyl)-tricyclo[2.2.1.02,6]heptane

Conditions

Conditions	Yield
In dichloromethane at 23 - 25℃;

: 64-18-6
formic acid

: 16219-75-3
2-ethylidenenorbornene

A: 65557-06-4, 65557-07-5, 81422-53-9
6-ethylidene-exo-2-norbornyl formate

B: 5-ethylidene-exo-2-norbornyl formate

: 6-ethyltricyclo<2.2.1.02,6>heptan-3-yl formate

Conditions

Conditions	Yield
at 80 - 90℃; for 5h; Yield given. Title compound not separated from byproducts;

...Expand

: 5707-04-0
Phenylselenyl chloride

: 16219-75-3
2-ethylidenenorbornene

: 74881-10-0, 74923-77-6
(1S,2S,3R,4R,6R)-1-(1-Chloro-ethyl)-3-phenylselanyl-tricyclo[2.2.1.02,6]heptane

Conditions

Conditions	Yield
In dichloromethane at 25℃;	100 % Spectr.

: 4288-90-8
2-nitro-4-toluenylsulfenyl chloride

: 16219-75-3
2-ethylidenenorbornene

: 74880-34-5
(1S,2S,3R,4R,6R)-1-(1-Chloro-ethyl)-3-(4-methyl-2-nitro-phenylsulfanyl)-tricyclo[2.2.1.02,6]heptane

Conditions

Conditions	Yield
In dichloromethane at 23 - 25℃;

: 4153-07-5
2-nitro-4-methoxylbenzenesulphenyl chloride

: 16219-75-3
2-ethylidenenorbornene

: 74880-35-6
(1S,2S,3R,4R,6R)-1-(1-Chloro-ethyl)-3-(4-methoxy-2-nitro-phenylsulfanyl)-tricyclo[2.2.1.02,6]heptane

Conditions

Conditions	Yield
In dichloromethane at 23 - 25℃;

: 16219-75-3
2-ethylidenenorbornene

: 1950-65-8
4-methoxybenzenesulfenyl chloride

: 74880-38-9
(1S,2S,3R,4R,6R)-1-(1-Chloro-ethyl)-3-(4-methoxy-phenylsulfanyl)-tricyclo[2.2.1.02,6]heptane

Conditions

Conditions	Yield
In dichloromethane at 23 - 25℃;

: 16219-75-3
2-ethylidenenorbornene

: 4153-06-4
4-chloro-2-nitrobenzenesulfenyl chloride

: 74880-32-3
(1S,2S,3R,4R,6R)-1-(1-Chloro-ethyl)-3-(4-chloro-2-nitro-phenylsulfanyl)-tricyclo[2.2.1.02,6]heptane

Conditions

Conditions	Yield
In dichloromethane at 23 - 25℃;

: 16219-75-3
2-ethylidenenorbornene

: 1762-79-4
3,4-dichlorobenzenesulfenyl chloride

: (1S,2S,3R,4R,6R)-1-(1-Chloro-ethyl)-3-(3,4-dichloro-phenylsulfanyl)-tricyclo[2.2.1.02,6]heptane

Conditions

Conditions	Yield
In dichloromethane at 24.5℃; Rate constant;

: 16219-75-3
2-ethylidenenorbornene

: 2146-41-0
2-ethylnorbornane

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal

: 16219-75-3
2-ethylidenenorbornene

A: 79657-43-5
6-ethylidene-2-norbornanone

B: 5-ethylidene-2-norbornanone

Conditions

Conditions	Yield
Yield given. Multistep reaction. Title compound not separated from byproducts;

: 16219-75-3
2-ethylidenenorbornene

: 528-76-7
2,4-dinitrobenzenesulfenyl chloride

: 74880-31-2
(1S,2S,3R,4R,6R)-1-(1-Chloro-ethyl)-3-(2,4-dinitro-phenylsulfanyl)-tricyclo[2.2.1.02,6]heptane

Conditions

Conditions	Yield
In dichloromethane at 23 - 25℃;

: 16219-75-3
2-ethylidenenorbornene

: 7669-54-7
2-nitrobenzenesulfenyl chloride

: 74880-33-4
(1S,2S,3R,4R,6R)-1-(1-Chloro-ethyl)-3-(2-nitro-phenylsulfanyl)-tricyclo[2.2.1.02,6]heptane

Conditions

Conditions	Yield
In dichloromethane at 23 - 25℃;

: 16219-75-3
2-ethylidenenorbornene

: 933-01-7
4-chloro-benzenesulfenyl chloride

: 74880-37-8
(1S,2S,3R,4R,6R)-1-(1-Chloro-ethyl)-3-(4-chloro-phenylsulfanyl)-tricyclo[2.2.1.02,6]heptane

Conditions

Conditions	Yield
In dichloromethane at 23 - 25℃;

: 16219-75-3
2-ethylidenenorbornene

: 75-05-8
acetonitrile

: endo-2-ethyl-exo-2,anti-7-diacethylaminonorbornane

: trans-1-ethyl-3-acetylaminonortricyclene

Conditions

Conditions	Yield
With sulfuric acid for 20h; Ambient temperature;

...Expand

5-Ethylidene-2-norbornene Chemical Properties

Chemical Name: 5-Ethylidene-2-norbornene
IUPAC NAME: 5-Ethylidenebicyclo[2.2.1]hept-2-ene
CAS No.: 16219-75-3
EINECS: 240-347-7
RTECS: RB9450000
Molecular Formula: C₉H₁₂
Molecular Weight: 120.19 g/mol
Density: 1.038 g/cm³
Flash Point: 34.2 °C
Boiling Point: 146 °C at 760 mmHg
Following is the structure of Ethylidene norbornene (16219-75-3):

Product Categories about Ethylidene norbornene (16219-75-3) are Acyclic ; Alkenes ; Organic Building Blocks
The chemical synonymous of Ethylidene norbornene (16219-75-3) are Ethylidene norbornene ; Ethylidene-2-norbornene ; 5-Ethylidene-2-norbornene ; (5e)-5-Ethylidenebicyclo[2.2.1]hept-2-ene ; 2-Norbornene, 5-ethylidene- ; 2-Norbornene,5-ethylidene- ; 5-Ethylidene bicyclo[2,2,1]heptene ; 5-Ethylidene-2-norbornen

5-Ethylidene-2-norbornene Uses

Ethylidene norbornene (16219-75-3) is used as the third monomer, and ethylene, propylene and ethylene-propylene rubber copolymer available.

5-Ethylidene-2-norbornene Toxicity Data With Reference

1.	skn-rbt 445 mg open MLD	UCDS** Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 11/28 ,1967.
2.	ihl-hmn TCLo:6 ppm/30M:NOSE,EYE,TONG	TXAPA9 Toxicology and Applied Pharmacology. 20 (1971),250.
3.	orl-rat LD50:2527 mg/kg	AIHAAP American Industrial Hygiene Association Journal. 30 (1969),470.
4.	ihl-rat LC50:1246 ppm/4H	TXAPA9 Toxicology and Applied Pharmacology. 20 (1971),250.
5.	ihl-rat LC50:1246 ppm/4H	TXAPA9 Toxicology and Applied Pharmacology. 20 (1971),250.
6.	orl-mus LD50:3250 mg/kg	GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 18 (10)(1974),52.
7.	ihl-mus LC50:732 ppm/4H	TXAPA9 Toxicology and Applied Pharmacology. 20 (1971),250.
8.	ihl-rbt LC50:3104 ppm/4H	TXAPA9 Toxicology and Applied Pharmacology. 20 (1971),250.
9.	skn-rbt LD50:8189 mg/kg	AIHAAP American Industrial Hygiene Association Journal. 30 (1969),470.

5-Ethylidene-2-norbornene Consensus Reports

Reported in EPA TSCA Inventory.

5-Ethylidene-2-norbornene Safety Profile

Moderately toxic by ingestion. Mildly toxic by inhalation and skin contact. Human systemic effects by inhalation: conjunctiva, olfactory, and taste changes. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
Risk Statements about Ethylidene norbornene (16219-75-3):
R10 Flammable.
Safety Statements about Ethylidene norbornene (16219-75-3):
S16 Keep away from sources of ignition - No smoking.
Attention:
1. Storage: Keep away from heat, sparks, and flame.
2. Handling: Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep away from heat, sparks and flame.
3. Health Hazard: Inhalation of vapors causes headache, confusion, and respiratory distress. Ingestion causes irritation of entire digestive system. Aspiration causes severe pneumonia. Contact with liquid causes irritation of eyes and skin.

5-Ethylidene-2-norbornene Standards and Recommendations

OSHA PEL: CL 5 ppm
ACGIH TLV: CL 5 ppm

Product Name

5-ETHYLIDENE-2-NORBORNENE

Synthetic route

5-Ethylidene-2-norbornene Chemical Properties

5-Ethylidene-2-norbornene Uses

5-Ethylidene-2-norbornene Toxicity Data With Reference

5-Ethylidene-2-norbornene Consensus Reports

5-Ethylidene-2-norbornene Safety Profile

5-Ethylidene-2-norbornene Standards and Recommendations

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