Could not load assembly ‘Microsoft.SqlServer.Connectioninfo, Version=10.0.0.0, Culture=netural, PublicKeyToken=89845dcd8080cc91’ or one Of its dependencies. The system cannot find the file specified.

Problem Statement:

When trying to migrate SQL Server 2008 R2 to SQL Server 2016, we identified an issue with the following error:

Could not load assembly ‘Microsoft.SqlServer.Connectioninfo, Version=10.0.0.0, Culture=netural, PublicKeyToken=89845dcd8080cc91’ or one
Of its dependencies. The system cannot find the file specified.

As a knee jerk reaction, we initially thought it was an issue with SQL Server 2016 installation and need to install the Feature Pack for SQL Server 2016. Once applied the feature Pack, we again tested and found the same issue unfortunately(but really fortunate one!!!).

Analyzing further(I mean, reading the error message clearly, It is found the version 10.0.0 that represents Microsoft® SQL Server® 2008.
As we do not have SQL Server 2008 installed in the environment and the code(.NET application) has some reference to the version mentioned, this was not able to find the dlls in the specified path(C:\windows\assemblies\).

To proceed with our testing, we installed SQL Server 2008 R2 Feature pack and resumed our testing. Finally, it worked like a treat!!!

The learning is we always need to go to the facts(error message) than blindly presume things!!!

please find the below information for various version feature pack references:

Microsoft® SQL Server® 2016 Feature Pack (Version: 13.0.1601.0)
https://www.microsoft.com/en-us/download/details.aspx?id=52676
Microsoft® SQL Server® 2014 SP2 Feature Pack (Version: 12.0.5000.0)
https://www.microsoft.com/en-us/download/details.aspx?id=53164
Microsoft® SQL Server® 2014 Feature Pack (Version: 12.0.0.0)
http://www.microsoft.com/en-us/download/details.aspx?id=42295
Microsoft® SQL Server® 2012 SP1 Feature Pack (Version: 11.0.0.0)
http://www.microsoft.com/en-us/download/details.aspx?id=35580
Microsoft® SQL Server® 2012 Feature Pack (Version: 11.0.2100.60)
https://www.microsoft.com/en-us/download/details.aspx?id=29065
Microsoft® SQL Server® 2008 R2 SP2 Feature Pack (Version: 10.50.4000.0)
https://www.microsoft.com/en-us/download/details.aspx?id=30440
Microsoft® SQL Server® 2008 R2 SP1 Feature Pack (Version: 10.50.2500.0)
http://www.microsoft.com/en-us/download/details.aspx?id=26728
Microsoft® SQL Server® 2008 R2 Feature Pack (Version: 10.50.1600.1)
https://www.microsoft.com/en-us/download/details.aspx?id=16978
Microsoft SQL Server 2008 Service Pack 4 Feature Pack (Version: 10.0.6000.29)
https://www.microsoft.com/en-in/download/details.aspx?id=44277
Microsoft SQL Server 2008 Service Pack 3 Feature Pack (Version: 10.00.5500.00)
https://www.microsoft.com/en-us/download/details.aspx?id=27596
Microsoft SQL Server 2008 Service Pack 2 Feature Pack (Version: 10.00.4000.00)
https://www.microsoft.com/en-us/download/details.aspx?id=6375
SQL Server 2008 Service Pack 1 (Version: 10.00.2531.00)
https://www.microsoft.com/en-in/download/details.aspx?id=20302

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