Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, 3-ethenyl-, [1S-(endo,endo)]- (9CI)

Base Information

• Chemical Name: Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, 3-ethenyl-, [1S-(endo,endo)]- (9CI)
• CAS No.: 113773-86-7
• Molecular Formula: C10H11 Cl O
• Molecular Weight: 182.64674
• Mol file: 113773-86-7.mol

Synonyms:Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, 3-ethenyl-, [1S-(endo,endo)]- (9CI)

Chemical Property of Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, 3-ethenyl-, [1S-(endo,endo)]- (9CI)

Chemical Property:

• Boiling Point: 231.6±40.0 °C(Predicted)
• PSA: 17.07000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 2.37610

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, 3-ethenyl-, [1S-(endo,endo)]- (9CI)

There total 10 articles about Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, 3-ethenyl-, [1S-(endo,endo)]- (9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(+/-)-(2,3-endo)-3-ethenylbicyclo<2.2.1>hept-5-ene-2-carboxylic acid (98325-25-8,99685-55-9,99685-56-0) → (1S,2R,3S,4R)-3-Vinyl-bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride (98325-24-7,113773-86-7)

Guidance literature:

With pyridine; oxalyl dichloride; In benzene;

DOI:10.1016/S0040-4039(00)98352-7

Reference yield:

(-)-(2,3-endo)-3-ethenylbicyclo<2.2.1>hept-5-ene-2-carboxylic acid (99685-55-9) → (1S,2R,3S,4R)-3-Vinyl-bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride (113773-86-7)

Guidance literature:

With pyridine; oxalyl dichloride; In benzene; for 15h; Ambient temperature;

DOI:10.1021/ja00262a006

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → (1S,2R,3S,4R)-3-Vinyl-bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride (113773-86-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 73 percent / CH₂Cl₂ / 15 h / Ambient temperature

2: p-toluenesulfonic acid / benzene / 3 h / Heating

3: 48 percent / p-toluenesulfonic acid / H₂O; dioxane / 3 h / Heating

4: 76 percent / tetrahydrofuran / 13 h / Ambient temperature

5: oxalyl chloride, pyridine / benzene / 15 h / Ambient temperature

With pyridine; oxalyl dichloride; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; benzene;

DOI:10.1021/ja00262a006

upstream raw materials:

(-)-(2,3-endo)-3-ethenylbicyclo<2.2.1>hept-5-ene-2-carboxylic acid

cyclopenta-1,3-diene

(3R*,3aR*,4S*,7R*,7aS*)-3-hydroxy-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1(3H)-one

5(S)-hydroxy-4-oxa-endo-tricyclo<5.2.1.0^2,6>dec-8-en-3-one

Downstream raw materials:

C₃₁H₃₂N₂O₄S

C₃₁H₃₂N₂O₄S

C₃₀H₂₈N₂O₃S

C₃₀H₃₀N₂O₄S

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