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You can also use Microsoft IIS to generate a Private Key and CSR.

• Generate Private Key Ssl Certificate Iis Download
• Generate Private Key Ssl Certificate Iis Software

How to generate a CSR in Microsoft IIS 7

1. Click Start, then Administrative Tools, then Internet Information Services (IIS) Manager.
2. Click on the server name.
3. From the center menu, double-click the 'Server Certificates' button in the 'Security' section (it is near the bottom of the menu).

Once you have the new CSR, submit it to your CA in order to have them issue a new cert that will match the proper private key in IIS. Once you receive the new cert file, use the 'Import' function on the utility to load the cert file on your local MMC. Final step is binding the SSL cert to the site's port 443 connection in the IIS console. SSL is an essential part of securing your IIS 7.0 site and creating a self-signed certificate in IIS 7 is much easier to do than in previous versions of IIS. SSL certificates enable the encryption of all traffic sent to and from your IIS web site, preventing others from viewing sensitive information.

4. Next, from the 'Actions' menu (on the right), click on 'Create Certificate Request.' This will open the Request Certificate wizard.

5. In the 'Distinguished Name Properties' window, enter the information as follows:

1. Common Name - The name through which the certificate will be accessed (usually the fully-qualified domain name, e.g., www.domain.com or mail.domain.com).
2. Organization - The legally registered name of your organization/company.
3. Organizational unit - The name of your department within the organization (frequently this entry will be listed as 'IT,' 'Web Security,' or is simply left blank).
4. City/locality - The city in which your organization is located.
5. State/province - The state in which your organization is located.

6. Click Next.
7. In the 'Cryptographic Service Provider Properties' window, leave both settings at their defaults (Microsoft RSA SChannel and 2048) and then click next.

8. Enter a filename for your CSR file.

9. Remember the filename that you choose and the location to which you save it. You will need to open this file as a text file and copy the entire body of it (including the Begin and End Certificate Request tags) into the online order process when prompted

2. Back Up Private Key

To backup a private key on Microsoft IIS 6.0 follow these instructions:

1. From your server, go to Start > Run and enter mmc in the text box. Click on the OK button.
2. From the Microsoft Management Console (MMC) menu bar, select Console > Add/Remove Snap-in.
3. Click on the Add button. Select Certificates from the list of snap-ins and then click on the Add button.

4. Select the Computer account option. Click on the Next button.

5. Select the Local computer (the computer this console is running on) option. Click on the Finish button.
6. Click on the Close button on the snap-in list window. Click on the OK button on the Add/Remove Snap-in window.
7. Click on Certificates from the left pane. Look for a folder called REQUEST or 'Certificate Enrollment Request> Certificates

8. Select the private key that you wish to backup. Right click on the file and choose > All Tasks > Export

9. The certificate export wizard will start, please click Next to continue. In the next window select Yes, export the private key and click Next

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Generate Private Key Ssl Certificate Iis Download

10. Leave the default settings selected and click Next.

11. Set a password on the private key backup file and click Next
12. Click on Browse and select a location where you want to save the private key Backup file to and then click Next to continue. By default the file will be saved with a .pfx extension.
13. Click Finish, to complete the export process

Generate Private Key Ssl Certificate Iis Software

3. Convert to RSA Private Key Format

The private key is backed up as a ‘.pfx’ file, which stands for Personal Information Exchange.

To convert it to RSA Private Key format supported by inSync:

1. Download and install latest version of OpenSSL for windows from http://www.slproweb.com/products/Win32OpenSSL.html.

Note: OpenSSL requires Visual C++ 2008 Redistributables which can be downloaded from the same website.

2. Open command prompt, navigate to C:OpenSSL-Win32bin>, and run the following commands.

3. The private key will be saved as ‘myserver.key’.

4. Carefully protect the private key. Be sure to backup the private key, as there is no means to recover it, should it be lost.

SSL is an essential part of securing your IIS 7.0 site and creating a self-signed certificate in IIS 7 is much easier to do than in previous versions of IIS. SSL certificates enable the encryption of all traffic sent to and from your IIS web site, preventing others from viewing sensitive information. It uses public key cryptography to establish a secure connection. This means that anything encrypted with a public key (the SSL certificate) can only be decrypted with the private key and vice versa.

When to Use an IIS Self Signed Certificate

Never use a self signed certificate on an e-commerce site or any site that transfers valuable personal information like credit cards, social security numbers, etc.

An SSL certificate has multiple purposes: distributing the public key and, when signed by a trusted third-party, verifying the identity of the server so clients know they aren’t sending their information (encrypted or not) to the wrong person. A self signed certificate is a certificate that is signed by itself rather than a trusted third party. This means you can't verify that you are connecting to the right server because any attacker can create a self signed certificate and launch a man-in-the-middle attack. Because of this, you should almost never use a self signed certificate on a public IIS server that requires anonymous visitors to connect to your site. However, self signed certificates can be appropriate in certain situations:

• Self signed certificates can be used on an intranet. When clients only have to go through a local intranet to get to the server, there is virtually no chance of a man-in-the-middle attack.
• Self signed certificates can be used on an IIS development server. There is no need to spend extra cash buying a trusted certificate when you are just developing or testing an application.
• Self signed certificates can be used on personal sites with few visitors. If you have a small personal site that transfers non-critical information, there is very little incentive for someone to attack the connection.

Just keep in mind that visitors will see a warning in their browsers (like the one below) when connecting to an IIS site that uses a self signed certificate until it is permanently stored in their certificate store. Never use a self signed certificate on an e-commerce site or any site that transfers valuable personal information like credit cards, social security numbers, etc.

Generate Your IIS Self Signed Certificate

Now you know when to use an IIS self signed certificate and when not to. Now let’s create one: (Click here to hide or show the images)

1. Click on the Start menu, go to Administrative Tools, and click on Internet Information Services (IIS) Manager.
2. Click on the name of the server in the Connections column on the left. Double-click on Server Certificates.
3. In the Actions column on the right, click on Create Self-Signed Certificate..
4. Enter any friendly name and then click OK.
5. You will now have an IIS Self Signed Certificate valid for 1 year listed under Server Certificates. The certificate common name (Issued To) is the server name. Now we just need to bind the Self signed certificate to the IIS site.

Bind the Self Signed Certificate

1. In the Connections column on the left, expand the sites folder and click on the website that you want to bind the certificate to. Click on Bindings..in the right column.
2. Click on the Add..button.
3. Change the Type to https and then select the SSL certificate that you just installed. Click OK.
4. You will now see the binding for port 443 listed. Click Close.
5. Now let's test the IIS self signed certificate by going to the site with https in our browser (e.g. https://site1.mydomain.com). When you do, you should see the following warning stating that 'The security certificate presented by this website was issued for a different website's address' (a name mismatch error).

   This is displayed because IIS always uses the server's name (in this case WIN-PABODPHV6W3) as the common name when it creates a self signed certificate. This typically doesn't match the hostname that you use to access the site in your browser (site1.mydomain.com). For many situations where IIS self signed certificates are used, this isn't a problem. Just click 'Continue to this web site' each time. However, if you want to completely get rid of the error messages, you'll need to follow the next two steps below.

Generate a Self Signed Certificate with the Correct Common Name

This step is only required if you want to get rid of the warning message displayed because the common name on the self signed certificate doesn't match the website's hostname. In order to resolve this problem, we'll need to create the self signed certificate using the same method that is used to create a self signed certificate in IIS 6.0 (with SelfSSL instead of through IIS).

1. Download the Internet Information Services (IIS) 6.0 Resource Kit Tools and install SelfSSL 1.0 (if you do a Custom install you can uncheck everything except for SelfSSL). Once it is installed, click on the Start menu, go to IIS Resources, then SelfSSL, and run SelfSSL.
2. Paste in the following command and replace site1.mydomain.com with the hostname of your IIS site. If you receive the erorr 'Error opening metabase: 0x80040154', just ignore it. We will be manually binding the certificate to the website.
   SelfSSL /N:CN=site1.mydomain.com /V:1000
3. After the command is finished, you will have an IIS self signed certificate with the correct common name listed in the Server Certificates section of IIS. Now follow the instructions above to bind the certificate to your IIS website.
4. After you have bound the new certificate to your IIS site, visit it with https in your web browser and you will encounter another error: 'The security certificate presented by this website was not issued by a trusted certificate authority.' (the SSL Certificate Not Trusted error) Don't worry; this is the last error we will need to fix. This is a normal error for self signed certificates because the certificate is signed by itself instead of a trusted SSL provider. All visitors to the site will see that error unless they import the self-signed certificate into their Trusted Root Certification Authorities store (or the appropriate SSL certificate store for the browser they are using). You can easily add the IIS self signed certificate to the store on the server by following the the instructions below. If you need to import the certificate on another Windows machine, just follow the instructions on how to Move or copy an SSL certificate from a Windows server.

Add the Self Signed Certificate to Trusted Root Certificate Authorities

1. Click on the Start menu and click Run.
2. Type in mmc and click OK.
3. Click on the File menu and click Add/Remove Snap-in..
4. Double-click on Certificates.
5. Click on Computer Account and click Next.
6. Leave Local Computer selected and click Finish.
7. Expand the Certificates item on the left and expand the Personal folder. Click on the Certificates folder and right-click on the self signed certificate that you just created and select Copy.
8. Expand the Trusted Root Certification Authorities folder and click the Certificates folder underneath it. Right-click in the white area below the certificates and click Paste.
9. Now you can visit your site with https in your web browser and you shouldn't receive any errors because Windows will now automatically trust your IIS self signed certificate.

For more information on generating an IIS self signed certificate, see the following links:

Originally posted on Sat Oct 23, 2010