ChemicalBook > CAS DataBase List > METHYL BICYCLO[2.2.1]HEPT-5-ENE-2-CARBOXYLATE

METHYL BICYCLO[2.2.1]HEPT-5-ENE-2-CARBOXYLATE

Product Name
METHYL BICYCLO[2.2.1]HEPT-5-ENE-2-CARBOXYLATE
CAS No.
6203-08-3
Chemical Name
METHYL BICYCLO[2.2.1]HEPT-5-ENE-2-CARBOXYLATE
Synonyms
Bicycl;Methyl Bicyclo[2.2.;ate (endo- and exo- mixture);METHYL 5-NORBORNENE-2-CARBOXYLATE;5-NORBORNENE-2-CARBOXYLIC METHYL ESTER;Methyl 5-Norbornene-2-carboxylate 5-Norbonene-2-carboxylic acid Methyl ester;5-NORBORNENE-2-CARBOXYLIC ACID METHYL ESTER;Norborn-5-ene-2-carboxylic acid methyl ester;Norborna-2-ene-5-carboxylic acid methyl ester
CBNumber
CB7431061
Molecular Formula
C9H12O2
Formula Weight
152.19
MOL File
6203-08-3.mol
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METHYL BICYCLO[2.2.1]HEPT-5-ENE-2-CARBOXYLATE Property

Boiling point:
70-71 °C(Press: 12 Torr)
Density 
1.06
refractive index 
1.4720 to 1.4770
Flash point:
68°C
storage temp. 
Storage temp. 2-8°C
form 
clear liquid
color 
Colorless to Light yellow to Light orange
InChI
InChI=1S/C9H12O2/c1-11-9(10)8-5-6-2-3-7(8)4-6/h2-3,6-8H,4-5H2,1H3
InChIKey
RMAZRAQKPTXZNL-UHFFFAOYSA-N
SMILES
C12CC(C=C1)CC2C(OC)=O
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Safety

Hazard Codes 
Xn
Risk Statements 
22
RIDADR 
NA 1993 / PGIII
WGK Germany 
3
HS Code 
2917200090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H227Combustible liquid

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
764361
Product name
Methyl 5-norbornene-2-carboxylate
Purity
mixture of endo and exo, predominantly endo, 95%
Packaging
1g
Price
$112
Updated
2023/06/20
TCI Chemical
Product number
N0691
Product name
Methyl 5-Norbornene-2-carboxylate (endo- and exo- mixture)
Purity
>96.0%(GC)
Packaging
25g
Price
$247
Updated
2025/07/31
TRC
Product number
M325688
Product name
Methyl 5-norbornene-2-carboxylate
Packaging
500mg
Price
$60
Updated
2021/12/16
AK Scientific
Product number
J97718
Product name
Methyl 5-norbornene-2-carboxylate
Packaging
1g
Price
$25
Updated
2021/12/16
AK Scientific
Product number
J97718
Product name
Methyl 5-norbornene-2-carboxylate
Packaging
100g
Price
$480
Updated
2021/12/16
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METHYL BICYCLO[2.2.1]HEPT-5-ENE-2-CARBOXYLATE Chemical Properties,Usage,Production

Industrial uses

METHYL BICYCLO[2.2.1]HEPT-5-ENE-2-CARBOXYLATE can be used in perfume compositions.

Synthesis

542-92-7

292638-85-8

6203-08-3

0.510 mol (68.0 g) of anhydrous aluminum chloride was suspended in 660 mL of toluene. 0.600 mol (51.7 g) methyl acrylate was added to the suspension and stirred until the aluminum chloride was completely dissolved. A solution of 0.600 mol (39.7 g) of freshly cleaved cyclopentadiene dissolved in 340 mL of toluene was added dropwise to the solution over 45 minutes. The reaction mixture was stirred at room temperature for 90 minutes and subsequently poured into water. The toluene layer was separated, washed with water, dried over anhydrous sodium sulfate, filtered and concentrated to dryness under reduced pressure. Purification by vacuum distillation on a Vigreux column afforded methyl 5-norbornene-2-carboxylate in 66.3 g (74%) yield and 99% purity (GC). 5-Norbornene-2-carboxylic acid was prepared by mixing 164 mmol (25.0 g) of methyl ester with 85 g of 10% NaOH solution at 60°C until the ester layer disappeared. After cooling, it was washed with ether and acidified with 235 mL of 1 M hydrochloric acid at 60-70°C with stirring. The acid layer was separated, dissolved in ethyl acetate, washed with water, dried over anhydrous sodium sulfate, filtered and concentrated to dryness under reduced pressure to yield 18.2 g (80%).1H and 13C NMR confirmed the product as 5-norbornene-2-carboxylic acid. 132 mmol (18.2 g) of the acid was dissolved in 480 mL of dichloromethane and 2.66 mmol (0.205 mL) of N,N-dimethylformamide and 665 mmol (57.0 mL) of oxaloyl chloride were added dropwise over 1 hr. Stirred at room temperature for 1.5 h. The solvent and excess oxalyl chloride were removed by evaporation under reduced pressure to give a brown oil in a yield of 18.1 g (88%). 115 mmol (18.0 g) of chloroyl chloride was added to a mixture of diethylene glycol (57.5 mmol, 6.10 g) and pyridine (115 mmol, 9.09 g) and stirred at room temperature for 4 hours. 150 mL of dichloromethane and 100 mL of water were added, the organic layer was washed sequentially with water, sodium bicarbonate solution and hydrochloric acid solution, dried over anhydrous sodium sulfate, filtered, and concentrated to dryness to give a yellow oil in a yield of 18.9 g (95%).1H and 13C NMR showed that the product was predominantly a diester. Diethylene glycol di(5,6-epoxy-2-norbornanecarboxylate) was prepared by dissolving 54.5 mmol (18.9 g) of the diester in 260 mL of dichloromethane. Another 15.3 mmol (2.08 g) of sodium acetate trihydrate was dissolved in a 39% peracetic acid solution of acetic acid (153 mmol, 29.8 g) and added dropwise to the diester solution over 30 minutes. The reaction mixture was stirred at room temperature for 4 h. The reaction mixture was washed with water and sodium bicarbonate solution, the organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated to dryness to give light yellow oily diethylene glycol bis(5,6-epoxy-2-norbornanecarboxylate) in a yield of 19.8 g (96%) and purity of 94% (GC). The structure of the product was confirmed by 1H and 13C NMR.

References

[1] European Journal of Inorganic Chemistry, 2005, # 4, p. 676 - 684
[2] Tetrahedron Letters, 2005, vol. 46, # 28, p. 4753 - 4756
[3] Tetrahedron Letters, 2004, vol. 45, # 25, p. 4943 - 4946
[4] Tetrahedron Letters, 2006, vol. 47, # 23, p. 3957 - 3958
[5] Tetrahedron Letters, 1990, vol. 31, # 44, p. 6303 - 6306

METHYL BICYCLO[2.2.1]HEPT-5-ENE-2-CARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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METHYL BICYCLO[2.2.1]HEPT-5-ENE-2-CARBOXYLATE Suppliers

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View Lastest Price from METHYL BICYCLO[2.2.1]HEPT-5-ENE-2-CARBOXYLATE manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
trans-2-methylcyclopropanecarboxylic acid 6203-08-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
2000tons
Release date
2025-08-22
Henan Research New Materials Co., Ltd.
Product
Methyl 5-Norbornene-2-carboxylate(endo- and exo- mixture) 6203-08-3
Price
US $0.00/g
Min. Order
1g
Purity
≥96%
Supply Ability
500KG
Release date
2021-12-09
Henan Fengda Chemical Co., Ltd
Product
Methyl bicyclo[2.2.1]hept-5-ene-2-carboxylate 6203-08-3
Price
US $200.00-1.00/KG
Min. Order
1KG
Purity
99%, 99.5% Sublimated
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-31

6203-08-3, METHYL BICYCLO[2.2.1]HEPT-5-ENE-2-CARBOXYLATERelated Search:

tert-Butyl 5-norbornene-2-carboxylate ETHYL 5-NORBORNENE-2-CARBOXYLATE (MIXTURE OF ENDO AND EXO) 5-Norbornene-2-carbonitrile Bicyclo[1.1.1]pentane-1,3-dicarboxamide Bicyclo[1.1.1]pentane-1-sulfonamide Norcamphor, dehydro- bicyclo[1.1.1]pentane-1,3-dicarbonitrile 4-Hydroxymethylbenzocyclobutene Bicyclo[6.1.0]non-4-yne-9-methanol Bicyclo[1.1.1]pentane-1-carboxylic acid, methyl ester (9CI) bicyclo[3.2.1]octane-2,4-dione 5-Norbornene-2-carboxamide Bicyclo[2.2.2]octane-1,4-dimethanol Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester BICYCLO[2.2.1]HEPTANE-2-CARBOXYLIC ACID 2,3-NORBORNANEDICARBOXYLIC ACID Bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic acid dianhydride bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride

  • METHYL 8,9,10-TRINORBORNA-5-ENE-2-CARBOXYLATE
  • METHYL BICYCLO[2.2.1]HEPT-5-ENE-2-CARBOXYLATE
  • METHYL 5-NORBORNENE-2-CARBOXYLATE
  • BICYCLO[2.2.1]HEPT-5-ENE-2-CARBOXYLIC ACID METHYL ESTER
  • 8,9,10-TRINORBORNA-5-ENE-2-CARBOXYLIC ACID METHYL ESTER
  • 5-NORBORNENE-2-CARBOXYLIC ACID METHYL ESTER
  • 5-NORBORNENE-2-CARBOXYLIC METHYL ESTER
  • Methyl 5-Norbornene-2-carboxylate (endo- and exo- mixture)
  • Bicyclo[2.2.1]hepta-5-ene-2-carboxylic acid methyl ester
  • Norborn-5-ene-2-carboxylic acid methyl ester
  • Norborna-2-ene-5-carboxylic acid methyl ester
  • Methyl Bicyclo[2.2.
  • 5-Norbonene-2-carboxylic acid Methyl ester
  • Bicyclo[2.2.1]hept-5-ene-2-carboxylic Acid Methyl Ester Methyl Bicyclo[2.2.1]hept-5-ene-2-carboxylate Methyl 8,9,10-Trinorborna-5-ene-2-carboxylate 5-Norbornene-2-carboxylic Acid Methyl Ester 8,9,10-Trinorborna-5-ene-2-carboxylic Acid Methyl Ester
  • Methyl 5-Norbornene-2-carboxylate&nbsp
  • Methyl 5-Norbornene-2-carboxylate (endo- and exo- Mixture), 96.0%,(GC)
  • 5-Norbornene-2-carboxylic methyl ester,mixture of endo and exo
  • Bicycl
  • Methyl5-Norbornene-2-carboxylate(endo-andexo-mixture)&gt
  • ate (endo- and exo- mixture)
  • 6203-08-3
  • 6203-8-3
  • Norbornene Derivatives