2-Adamantanone, 4-chloro-, (1S,4R)-

Base Information

• Chemical Name: 2-Adamantanone, 4-chloro-, (1S,4R)-
• CAS No.: 19301-54-3
• Molecular Formula: C₁₀H₁₃ClO
• Molecular Weight: 184.666
• Mol file: 19301-54-3.mol

Synonyms:2-Adamantanone,4-chloro-, (1S,4R)- (8CI); Tricyclo[3.3.1.13,7]decanone, 4-chloro-, [1S-(1a,3b,4b,5a,7b)]- (9CI)

Chemical Property of 2-Adamantanone, 4-chloro-, (1S,4R)-

Chemical Property:

• PSA: 17.07000
• LogP: 2.22890

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Adamantanone, 4-chloro-, (1S,4R)-

There total 23 articles about 2-Adamantanone, 4-chloro-, (1S,4R)- 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: 36.0%

endo-Bicyclo<3.3.1>non-6-ene-3-carboxylic acid (21932-98-9) → 4-Hydroxyadamantan-2-on (51020-64-5) + 4-chloroeq-adamantan-2-one (19213-96-8,19301-54-3,19543-61-4,56781-81-8,56781-82-9,64937-56-0,64937-57-1) + 4-chloroax-adamantan-2-one (19213-96-8,19301-54-3,19543-61-4,56781-81-8,56781-82-9,64937-56-0,64937-57-1)

Guidance literature:

With hydrogenchloride; In n-heptane; at 120 ℃; for 24h;

DOI:10.1002/poc.1247

Reference yield: 36.0%

endo-Bicyclo<3.3.1>non-6-ene-3-carboxylic acid (21932-98-9) → 4-Hydroxyadamantan-2-on (51020-64-5) + 4-chloroeq-adamantan-2-one (19213-96-8,19301-54-3,19543-61-4,56781-81-8,56781-82-9,64937-56-0,64937-57-1) + 4-chloroax-adamantan-2-one (19213-96-8,19301-54-3,19543-61-4,56781-81-8,56781-82-9,64937-56-0,64937-57-1)

Guidance literature:

With hydrogenchloride; In n-heptane; at 120 ℃; for 24h;

DOI:10.1002/poc.1247

Reference yield: 21.0%

tert.-butyl lithium (594-19-4) → 7-endo-pivaloylbicyclo(3.3.1)non-2-ene (95935-36-7,96038-23-2,132340-41-1) + 7-endo-(di-tert-butylhydroxymethyl)bicyclo-(3.3.1)non-2-ene (132259-84-8) + 2,11,11-trimethyl-15-oxa-2,4-ethanoadamantane (132156-54-8) + 4e-chloroadamantan-2-one (19213-96-8,19301-54-3,19543-61-4,56781-81-8,56781-82-9,64937-56-0,64937-57-1)

Guidance literature:

In diethyl ether; pentane; Ambient temperature;

DOI:10.1021/jo00005a011

upstream raw materials:

4-oxohomoadamantan-5-one

4e-Chlor-adamantanon-(2)

4^e-chloro-2-adamantanone

2-Adamantanone

Downstream raw materials:

4e-Chlor-adamantanon-(2)

2,2,4^e-trichloroadamantane

4^e-chloro-2-adamantanone

2,2,4^a-trichloroadamantane

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