Bicyclo[2.2.1]heptane-2-acetyl chloride, alpha-hydroxy-3,3-dimethyl- (9CI)

Base Information

• Chemical Name: Bicyclo[2.2.1]heptane-2-acetyl chloride, alpha-hydroxy-3,3-dimethyl- (9CI)
• CAS No.: 78925-02-7
• Molecular Formula: C₁₁H₁₇ClO₂
• Molecular Weight: 216.708
• Mol file: 78925-02-7.mol

Synonyms:Bicyclo[2.2.1]heptane-2-acetyl chloride, alpha-hydroxy-3,3-dimethyl- (9CI)

Chemical Property of Bicyclo[2.2.1]heptane-2-acetyl chloride, alpha-hydroxy-3,3-dimethyl- (9CI)

Chemical Property:

• PSA: 37.30000
• LogP: 2.57510

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Bicyclo[2.2.1]heptane-2-acetyl chloride, alpha-hydroxy-3,3-dimethyl- (9CI)

There total 3 articles about Bicyclo[2.2.1]heptane-2-acetyl chloride, alpha-hydroxy-3,3-dimethyl- (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: 27.8%

2-(3',3'-Dimethyl-2'-exo-norbornyl)-2-hydroxyessigsaeure (78954-18-4) → ((1S,2R,4R)-3,3-Dimethyl-bicyclo[2.2.1]hept-2-yl)-hydroxy-acetyl chloride (78925-02-7)

Guidance literature:

With thionyl chloride;

DOI:10.1007/BF00901831

Reference yield:

1-(3,3-Dimethyl-2-exo-norbornyl)-ethanone (15780-34-4,15820-33-4,42370-07-0,134591-16-5,134591-40-5) → ((1S,2R,4R)-3,3-Dimethyl-bicyclo[2.2.1]hept-2-yl)-hydroxy-acetyl chloride (78925-02-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 75.6 percent / SeO₂ / dioxane; H₂O / 4 h / Heating

2: 68.2 percent / 10percent NaOH (aq.) / diethyl ether / 1 h / 20 °C

3: 27.8 percent / SOCl₂

With sodium hydroxide; selenium(IV) oxide; thionyl chloride; In 1,4-dioxane; diethyl ether; water;

DOI:10.1007/BF00901831

Reference yield:

3,3-Dimethyl-2-exo-norbornyl-glyoxal (78924-93-3) → ((1S,2R,4R)-3,3-Dimethyl-bicyclo[2.2.1]hept-2-yl)-hydroxy-acetyl chloride (78925-02-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 68.2 percent / 10percent NaOH (aq.) / diethyl ether / 1 h / 20 °C

2: 27.8 percent / SOCl₂

With sodium hydroxide; thionyl chloride; In diethyl ether;

DOI:10.1007/BF00901831

upstream raw materials:

2-(3',3'-Dimethyl-2'-exo-norbornyl)-2-hydroxyessigsaeure

1-(3,3-Dimethyl-2-exo-norbornyl)-ethanone

3,3-Dimethyl-2-exo-norbornyl-glyoxal