Bicyclo[1.1.1]pentane-1,3-dicarbonyl dichloride (9CI)

Base Information

• Chemical Name: Bicyclo[1.1.1]pentane-1,3-dicarbonyl dichloride (9CI)
• CAS No.: 115913-31-0
• Molecular Formula: C₇H₆Cl₂O₂
• Molecular Weight: 193.029
• Mol file: 115913-31-0.mol

Synonyms:Bicyclo[1.1.1]pentane-1,3-dicarbonyl dichloride (9CI)

Chemical Property of Bicyclo[1.1.1]pentane-1,3-dicarbonyl dichloride (9CI)

Chemical Property:

• PSA: 34.14000
• LogP: 1.68750

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Bicyclo[1.1.1]pentane-1,3-dicarbonyl dichloride (9CI)

There total 5 articles about Bicyclo[1.1.1]pentane-1,3-dicarbonyl dichloride (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: 97.0%

bicyclo<1.1.1>pentane-1,3-dicarboxylic acid (56842-95-6) → 1,3-bis(chlorocarbonyl)bicyclo<1.1.1>pentane (115913-31-0)

Guidance literature:

With thionyl chloride; at 100 ℃; for 5h; Inert atmosphere;

DOI:10.1021/acs.joc.8b02780

Reference yield: 89.0%

→ 1,3-bis(chlorocarbonyl)bicyclo<1.1.1>pentane (115913-31-0)

Guidance literature:

Reference yield:

1,1′-(bicyclo[1.1.1]pentane-1,3-diyl)bis(ethan-1-one) (115913-30-9) → 1,3-bis(chlorocarbonyl)bicyclo<1.1.1>pentane (115913-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Br₂, NaOH / 0 - 50 °C

2: SOCl₂ / Heating

With sodium hydroxide; thionyl chloride; bromine;

DOI:10.1021/jm960254o

upstream raw materials:

bicyclo<1.1.1>pentane-1,3-dicarboxylic acid

bicyclo[1.1.1]pentane

1,1′-(bicyclo[1.1.1]pentane-1,3-diyl)bis(ethan-1-one)

1-(1-hydroxyethyl)-3-(1-oxoethyl)bicyclo<1.1.1>pentane

Downstream raw materials:

3-(hydroxymethyl)bicyclo[1.1.1]pentane-1-carbonitrile

(R)-2-{4-chloro-N-[(3-cyanobicyclo[1.1.1]pentan-1-yl)methyl]phenylsulfonamide}-5,5,5-trifluoropentanamide

(R)-2-{N-{[3-(1,2,4-oxadiazol-3-yl)bicyclo[1.1.1]pentan-1-yl]-methyl}-4-chlorophenylsulfonamido}-5,5,5-trifluoropentanamide

dimethyl bicyclo<1.1.1>pentane-1,3-dicarboxylate

Refernces

• 1、 Kaszynski, Piotr,Michl, Josef. "A Practical Photochemical Synthesis of Bicyclopentane-1,3-dicarboxylic Acid". . p. 4593 - 4594. Retrieved 1988.
• 2、 -. "Bifunctional cytotoxic agents". Page/Page column 68; 95-96; 100. . Retrieved 2018/11/02.