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Name	2-Acetyl-5-norbornene	EINECS	225-767-0
CAS No.	5063-03-6	Density	1.049 g/cm³
PSA	17.07000	LogP	1.78760
Solubility	N/A	Melting Point	N/A
Formula	C₉H₁₂O	Boiling Point	191.5 °C at 760 mmHg
Molecular Weight	136.194	Flash Point	61.7 °C
Transport Information	1993	Appearance	clear light yellow to yellowish-brown liquid
Safety	24/25	Risk Codes	22
Molecular Structure		Hazard Symbols	Xn
Synonyms	Ketone,methyl 5-norbornen-2-yl (6CI,7CI,8CI);2-Acetyl-5-norbornene;2-Acetylbicyclo[2.2.1]hept-5-ene;5-Acetyl-2-norbornene;6-Acetylbicyclo[2.2.1]hept-2-ene;Methyl 5-norbornen-2-yl ketone;	Article Data	107

2-Acetyl-5-norbornene Synthetic route

: N-methoxy-methylbicyclo[2.2.1]hept-5-ene-2-carboxamide

: 917-54-4
methyllithium

: 5063-03-6
2-acetyl-5-norbornene

Conditions

Conditions	Yield
In tetrahydrofuran at -78 - 20℃;	99%

: N-hydroxy-N-methylbicyclo[2.2.1]hept-5-ene-2-carboxamide

: 917-54-4
methyllithium

: 5063-03-6
2-acetyl-5-norbornene

Conditions

Conditions	Yield
In tetrahydrofuran at -78 - 20℃;	99%

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

: 78-94-4
methyl vinyl ketone

: 5063-03-6
2-acetyl-5-norbornene

Conditions

Conditions	Yield
With 1-ethyl-3-methyl-1H-imidazol-3-ium chloride at 20℃; for 0.166667h; Diels-Alder reaction;	89%
With 2,2'-bipyridine core dendrimer; copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 20℃; Diels-Alder reaction;	88%
4,4'-dihydroxy-2,2'-bipyridine-based dendritic Cu complex In dichloromethane at 20℃; Diels-Alder reaction;	88%

: 6322-49-2
4-chloro-2-butanone

: 64-17-5
ethanol

: 127-08-2
potassium acetate

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

: 5063-03-6
2-acetyl-5-norbornene

: 6322-49-2
4-chloro-2-butanone

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

: 5063-03-6
2-acetyl-5-norbornene

Conditions

Conditions	Yield
With ethanol; potassium acetate

: 13307-34-1
1-(Norborn-5-en-2-yl)-ethanol

: 5063-03-6
2-acetyl-5-norbornene

Conditions

Conditions	Yield
With tetrabutyl-ammonium chloride; dihydrogen peroxide; potassium carbonate; ammonium heptamolybdate In tetrahydrofuran for 144h; Ambient temperature; Yield given;

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

: 5063-03-6
2-acetyl-5-norbornene

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; silica-supported polyamidoamine dendrimer G1-C6-Pd(dba) In various solvent(s) at 55℃; for 24h;	22 % Chromat.

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

: 78-94-4
methyl vinyl ketone

A: 5063-03-6
2-acetyl-5-norbornene

B: 824-60-2, 824-61-3, 5063-03-6, 65166-67-8, 107740-92-1, 128441-68-9, 58001-95-9
bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester

C: 107740-92-1
endo-2-acetyl-bicyclo[2.2.1]hept-5-ene

Conditions

Conditions	Yield
With 2,6-dimethylpyridine; [Ru(η5-cyclopentadienyl)(BIPHOP-F)(acetone)][SbF6] In dichloromethane at -20℃; for 24h; Diels-Alder Cycloaddition; Molecular sieve; Schlenk technique; Inert atmosphere; Overall yield = 74 %; Overall yield = 66.2 mg;	A n/a B n/a C n/a

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

: 78-94-4
methyl vinyl ketone

A: 5063-03-6
2-acetyl-5-norbornene

B: 159651-24-8
C9H12O

C: 159699-92-0
(2S)-1-bicyclo[2.2.1]hept-5-en-2-yl-ethanone

Conditions

Conditions	Yield
With [Ru(η5-C8H7)((S,S)-BIPHOP-F)(acetone)][SbF6]; lithium diisopropyl amide In dichloromethane at -20℃; for 48h; Diels-Alder Cycloaddition; Molecular sieve; Schlenk technique; Inert atmosphere; Overall yield = 76 %; Overall yield = 68.4 mg;	A n/a B n/a C n/a

: 1604-29-1
1,1-dimethyl-2-propynyl acetate

: 5063-03-6
2-acetyl-5-norbornene

: Acetic acid 1-((1R,2R,3S,4S,5R,6S)-6-acetyl-tricyclo[3.2.1.02,4]oct-3-yl)-2-methyl-propenyl ester

Conditions

Conditions	Yield
chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II) In 1,4-dioxane at 20℃; for 17h;	98%

2-Acetyl-5-norbornene Specification

The CAS register number of 2-Acetyl-5-norbornene is 5063-03-6. It also can be called as 6-Acetylbicyclo[2.2.1]hept-2-ene and the IUPAC name about this chemical is 1-(5-bicyclo[2.2.1]hept-2-enyl)ethanone. The molecular formula about this chemical is C₉H₁₂O and the molecular weight is 136.19. It belongs to the Norbornene Derivatives. This chemical is harmful if swallowed. When you are using it, please avoid contact with skin and eyes.

Physical properties about 2-Acetyl-5-norbornene are: (1)ACD/LogP: 1.45; (2)ACD/LogD (pH 5.5): 1.45; (3)ACD/LogD (pH 7.4): 1.45; (4)ACD/BCF (pH 5.5): 7.49; (5)ACD/BCF (pH 7.4): 7.49; (6)ACD/KOC (pH 5.5): 147.14; (7)ACD/KOC (pH 7.4): 147.14; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 17.07Å²; (11)Index of Refraction: 1.515; (12)Molar Refractivity: 39.14 cm³; (13)Molar Volume: 129.7 cm³; (14)Polarizability: 15.51x10^-24cm³; (15)Surface Tension: 36.1 dyne/cm; (16)Enthalpy of Vaporization: 42.77 kJ/mol; (17)Boiling Point: 191.5 °C at 760 mmHg; (18)Vapour Pressure: 0.514 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(C1C[C@H]2/C=C\[C@@H]1C2)C
(2)InChI: InChI=1/C9H12O/c1-6(10)9-5-7-2-3-8(9)4-7/h2-3,7-9H,4-5H2,1H3/t7-,8+,9?/m0/s1
(3)InChIKey: NIMLCWCLVJRPFY-ZQTLJVIJBW
(4)Std. InChI: InChI=1S/C9H12O/c1-6(10)9-5-7-2-3-8(9)4-7/h2-3,7-9H,4-5H2,1H3/t7-,8+,9?/m0/s1
(5)Std. InChIKey: NIMLCWCLVJRPFY-ZQTLJVIJSA-N

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