Question

sql server 2005 certificates for encrypting and decrypting data

Asked by: grg-it

Question I have relates to encryption and decryption of data using Certificates in Sql Server 2005 and how do I recover encrypted data back if I drop this certificate accidentally? Or is this even possible? First I drop already existing certificate and then I tried recreating new certificate where it generates new certificate id and later tried to decrypt encrypted data with new certificate but with no success. Is this even possible? If not then should we rely on certificates that can so easily be dropped. What is the best approach? How can I retrieve encrypted data that was once encrypted using old certificate key.

Example:
 
--Create certificate
CREATE CERTIFICATE WebSitePWDCert
ENCRYPTION BY PASSWORD ='s#29&^*@!q'
WITH SUBJECT = 'This cert encrypts credit card'
GO
 
--Create table if not exist
IF  NOT EXISTS (SELECT * FROM sys.objects WHERE object_id = OBJECT_ID(N'[dbo].[ini_file]') AND type in (N'U'))
BEGIN
CREATE TABLE [dbo].[ini_file](
	[id] [int] IDENTITY(1,1) NOT NULL,
	[ini_name] [varchar](20) COLLATE SQL_Latin1_General_CP1_CI_AS NULL,
	[ini_binary] [varbinary](8000) NULL,
 CONSTRAINT [PK_ini_file] PRIMARY KEY CLUSTERED 
(
	[id] ASC
)WITH (IGNORE_DUP_KEY = OFF) ON [PRIMARY]
) ON [PRIMARY]
 
GO
END
GO
 
--Insert Encrypted card number to ini_file table
INSERT INTO ini_file (ini_name,ini_binary)
VALUES ('Access',EncryptByCert(cert_id('WebSitePWDCert'),'473429382900'))
GO
 
--Decrypts and shows credit card number. Works Fine.
select	convert(varchar(max), 
	DecryptByCert(cert_id('WebSitePWDCert'),ini_binary,N's#29&^*@!q'))
  from	ini_file
 where	ini_name ='ACCESS'
GO
 
--Here I drop certificate and then rerun select query
 
drop certificate WebSitePWDCert
 
-- Select query now returns null. At this point did I loose all my encrypted data?
 select convert(varchar(max), 
            DecryptByCert(cert_id('WebSitePWDCert'),ini_binary,N's#29&^*@!q'))
   from ini_file
where ini_name ='ACCESS'
 
--Now I Create New Certificate
CREATE CERTIFICATE WebSitePWDCert
ENCRYPTION BY PASSWORD ='s#29&^*@!q'
WITH SUBJECT = 'This cert encrypts credit card'
GO
 
--Execute same select query. But won't work now.
  select convert(varchar(max), 
             DecryptByCert(cert_id('WebSitePWDCert'),ini_binary,N's#29&^*@!q'))
    from  ini_file
 where  ini_name ='ACCESS'
GO
 
-- insert new record using new certificate
INSERT INTO ini_file (ini_name,ini_binary)
VALUES ('Access',EncryptByCert(cert_id('WebSitePWDCert'),'473429382900'))
GO
 
--Execute same select query. Works just for that one record that was just inserted.
  select convert(varchar(max), 
             DecryptByCert(cert_id('WebSitePWDCert'),ini_binary,N's#29&^*@!q'))
    from  ini_file
 where  ini_name ='ACCESS'
GO

                                  
1:
2:
3:
4:
5:
6:
7:
8:
9:
10:
11:
12:
13:
14:
15:
16:
17:
18:
19:
20:
21:
22:
23:
24:
25:
26:
27:
28:
29:
30:
31:
32:
33:
34:
35:
36:
37:
38:
39:
40:
41:
42:
43:
44:
45:
46:
47:
48:
49:
50:
51:
52:
53:
54:
55:
56:
57:
58:
59:
60:
61:
62:
63:
64:
65:
66:
67:
68:
69:
70:
71:

Select allOpen in new window

This Question has been solved and asker verified All Experts Exchange premium technology solutions are available to subscription members.

Subscribe now for full access to Experts Exchange and get

Instant Access to this Solution

  • Plus...
  • 30 Day FREE access, no risk, no obligation
  • Collaborate with the world's top tech experts
  • Unlimited access to our exclusive solution database
  • Never be left without tech help again

Subscribe Now

Asked On
2009-05-13 at 11:59:04ID24406117
Tags

Sql Server 2005

Topic

SQL Server 2005

Participating Experts
1
Points
500
Comments
14

Trusted by hundreds of thousands everyday for fast, accurate and reliable tech support.

  • "The time we save is the biggest benefit of Experts Exchange to Warner Bros. What could take multiple guys 2 hours or more each to find is accessed in around 15 minutes on Experts Exchange." Mike Kapnisakis, Warner Bros.
  • "Our team likes having a resource that is more secure than just using Google and most experts using this service really know their stuff. It's nice to look here first versus using Google." Dayna Sellner, Lockheed Martin
  • "Anytime that I've been stumped with a problem, 9 out of 10 times Experts Exchange has either the accepted solution or an open discussion of the potential solution to the problem." Kenny Red, eBay Inc.

See what Experts Exchange can do for you.

Got a question?

We've got the answer.

Experts Exchange has been collecting answers to technology questions since 1996…3 million and counting! If you have a question, chances are we already have your answer.

Screenshot of Experts Exchange Knowledgebase

Need individual assistance?

Our experts are ready to help.

If you can't find the exact answer you're looking for, ask our exclusive community of 50,000 experts. You’ll get a personalized answer from a trusted professional.

Screenshot of Experts Exchange Knowledgebase

Want to learn from the best?

Read articles from industry experts.

Thousands of free tech tips, tricks, how-to’s and tutorials are available in our peer reviewed articles section. See for yourself how smart our experts are, no login required.

Screenshot of an Article

Working on a long term project?

Store your work and research.

Save solutions to your questions, answers you’ve discovered through searching plus helpful articles in your personal knowledgebase for easy future access.

Screenshot of Experts Exchange Knowledgebase

Access the answers to your technology questions today.

Subscribe Now

30-day free trial. Register in 60 seconds.

What Makes Experts Exchange Unique?

Members of the expert community talk about why the experience at Experts Exchange is different than what you will find anywhere else.

Trusted by the world's most respected brands.

image of each brand's logo

Faithfully serving IT professionals since 1996.

Experts Exchange Logo

Try it out and discover for yourself.

Subscribe Now

30-day free trial. Register in 60 seconds.

Related Solutions

  1. URGENT ***CAPICOM encryption/decryption with digital…
    I am following the given process: 1. Make the digital certificate with ""exportable private key"" with makecert NOTE: makecert is used to create personal digital certificate 2. Convert the encrypted string with CAPICOM COM object 3. Export the digital cer...
  2. Encryption & Decryption
    1) We have source SQL Server 2000 databases and target 2005 database. 2) We need to migrate data from source to target using SSIS packages for most tables via column mapping while for some tables using individual queries. 3) For some transaction tables with both package var...
  3. Certificate Encryption/Decryption Example
    I need a good, and preferably simple, tutorial on how to create a X.509 certificate and then sample code using that certificate to encrypt and decrypt. The application I need to integrate the encryption into is on .NET 2.0, and I will take C# or VB code.
  4. EFS Decryption
    Hi, I have a problem similar to others that have been asked here regarding EFS decryption. Some time ago I was using a laptop with Windows XP Professional SP2 that I used to encrypt some files using Windows' EFS system (Right click/Properties/Advanced/Encrypt contents to sec...
  5. Decrypting file encrypted in Explorer
    Issue: File encrypted in Explorer with the RightClick/Properties/Advanced/Encrypt thing. File is on Seagate external HD. Then Windows is reinstalled on PC. Now can't decrypt file. Anything that can be done or are we toast? Thanks, Ron Hicks

Free Tech Articles

  1. WARNING: 5 Reasons why you should NEVER fix a computer for free.
    It is in our nature to love the puzzle. We are obsessed. The lot of us. We love puzzles. We love the challenge. We thrive on finding the answer. We hate disarray. It bothers us deep in our soul. W...
  2. SCCM OSD Basic troubleshooting
    SCCM 2007 OSD is a fantastic way to deploy operating systems, however, like most things SCCM issues can sometimes be difficult to resolve due to the sheer volume of logs to sift through and the dispe...
  3. Migrate Small Business Server 2003 to Exchange 2010 and Windows 2008 R2
    This guide is intended to provide step by step instructions on how to migrate from Small Business Server 2003 to Windows 2008 R2 with Exchange 2010. For this migration to work you will need the fo...
  4. Create a Win7 Gadget
    This article shows you how to create a simple "Gadget" -- a sort of mini-application supported by Windows 7 and Vista. Gadgets can be dropped anywhere on the desktop to provide instant information, ...
  5. Outlook continually prompting for username and password
    There have been a lot of questions recently regarding Outlook prompting for a username and password whilst using Exchange 2007. There are a few reasons why this would happen and I will try to cover t...
  6. Backup Exchange 2010 Information Store using Windows Backup
    There seems to be quite a lot of confusion around the ability to backup Exchange 2010 using the built in Windows Backup feature. This stems from the omission of this feature prior to Exchange 2007 s...

Cloud Class Webinars

  1. Avoiding Bugs in Microsoft Access
    Alison Balter takes and in-depth look at avoiding bugs in Access. In this webinar you will learn about using the immediate window to debug your applications, invoking the debugger, using breakpoints to troubleshoot, stepping through code, setting the next statement to execute, ...
  2. Top 10 Best New Features in Visio 2010
    Scott Helmers gives live demonstrations of the top 10 new features in Visio 2010. This webinar will teach you how to create compelling diagrams by adding shapes to the page with a single click, linking the shapes in a diagram to data in Excel (or SQL Server, or SharePoint), ...
  3. IT Consultant Business Secrets Revealed
    Michael Munger, Experts Exchange tech pro and IT consultant, pulls back the curtain on his very successful businesses and answers question on every IT consultant and business owner should know about. He shares secrets on what he did to solve the 5 most common problems in IT, ...
  4. Disaster Recovery and Business Continuity
    Quest CTO, Mike Billon, gives an overview of the steps involved in building a dunamic disaster recovery plan. Through case studies and an examination of software/hardware tooles for monitoring and testing, you'll gain a better understandin of where you are, where you want ...
  5. Organize Your Visio Diagrams with Containers and Lists
    Scott Helmers uses cross functional flowcharts, wireframe diagrams, data graphic legends and seating charts to teach you: how to ustilize all three new structured diagram components in Visio 2010, the best practices for organizeing shapes in previous version of Visio, how to organize ...
  6. How to Us Objects, Properties, Events and Methods in Microsoft Access
    Alison Dalter gives an in-depbth look at objects, properties, events and methods in Microsoft Access. In this webinar you will learn about using the object browser, referring to objects, working with properties and methods, working with object variables, understanding the ...

Join the Community

Give a Little. Get a Lot.

Join the community of experts here and help other tech pros by answering question in your area of expertise. You can earn FREE access to all Experts Exchange's premium features and resources.

Join the Community

Answers

 

by: mark_willsPosted on 2009-05-14 at 00:33:24ID: 24382395

No, it is a potential problem...  Think of it as a database, what do you do about securing a database ? simple, back it up. That is what you need to do with your certificates as well...

BACKUP CERTIFICATE certname TO FILE = 'path_to_file'
    [ WITH PRIVATE KEY
      (
        FILE = 'path_to_private_key_file' ,
        ENCRYPTION BY PASSWORD = 'encryption_password'
        [ , DECRYPTION BY PASSWORD = 'decryption_password' ]
      )
    ]


To restore you use the create certificate and point it to the file...

 

by: grg-itPosted on 2009-05-14 at 06:10:37ID: 24384498

Mark

Thanx for your response. So if I accidentally delete certificate and then restore certificate by pointing it to this file will above code be still able to decrypt encrypted data?

 

by: grg-itPosted on 2009-05-14 at 06:17:23ID: 24384573

Also what should be the file extension I need to back it up to?

 

by: grg-itPosted on 2009-05-14 at 06:41:14ID: 24384848

It's erroring out both on server box and also on my machine:

BACKUP CERTIFICATE WebSitePWDCert TO FILE = 'C\WebSiteCert'
     WITH PRIVATE KEY
      ( FILE = 'C\WebSiteKey',
            DECRYPTION BY PASSWORD = 's#29&^*@!q' ,
            ENCRYPTION BY PASSWORD = 's#29&^*@!q'
      )

Cannot write into file 'C\WebSiteKey'. Verify that you have write permissions, that the file path is valid, and that the file does not already exist.

What am I doing wrong?

 

by: grg-itPosted on 2009-05-14 at 08:25:48ID: 24386044

Also One more question and I will add to this since it's same topic:

Is database master key optional or mandatory for encrypting data? This question is from MCTS Exam 70-431.

Which of the following sentences are true for the database master key?(Choose all that apply.)
A. The database master key is optional
B. The database master key is mandatory if you want to encrypt data.
C. The database master key is created automatically when you create the first certificate.
D. The database master key is created manually.

Now answer to this question is A & D according to MCTS. But I myself tried creating certificate without creating master key and it gave me this message:

[Please create a master key in the database or open the master key in the session before performing this operation.]

So I believe it should be A, B & D. Please comment.

Thanx

 

by: mark_willsPosted on 2009-05-14 at 09:07:42ID: 24386454

Hi, sorry about the delays...

I would have incorrectly answered 'D', always think that certificates use database master key : http://msdn.microsoft.com/en-us/library/ms189586(SQL.90).aspx

But you don't. It does depend on the certificate and if created with "Self Signed" Key, then doesn't need database key.

The backup doesn't work if there is already a file there, and rotten thing doesn't take a variable, so have to exec the backup if using datetime. but should only be backed up once as a recognised name..., so that example below probably just needs to be : BACKUP CERTIFICATE mw_cert_ee_1 TO FILE = 'c:\mysafespot\mw_cert_ee_1'

Does that make sense ?




CREATE CERTIFICATE mw_cert_ee_1 
   ENCRYPTION BY PASSWORD = 'zingalalalu_007'
   WITH SUBJECT = 'EE test MW test and Asker test', 
   START_DATE = '1/1/2009',
   EXPIRY_DATE = '10/10/2009';
go
 
declare @file varchar(1000)
set @file = '''c:\ee\ms_sql_certificate_mw_cert_ee_1_'+replace((convert(varchar,getdate(),121)),':','-')+''''
exec ('BACKUP CERTIFICATE mw_cert_ee_1 TO FILE = '+@file)
GO
 
CREATE SYMMETRIC KEY mw_symmkey_ee_1 WITH ALGORITHM = TRIPLE_DES
    ENCRYPTION BY CERTIFICATE mw_cert_ee_1;
go
 
OPEN SYMMETRIC KEY mw_symmkey_ee_1
DECRYPTION BY CERTIFICATE mw_cert_ee_1 WITH PASSWORD = 'zingalalalu_007'
go
 
declare @f varchar(100)
declare @a varchar(100)
declare @b varchar(100)
set @f='too many secrets'
 
set @a=ENCRYPTBYKEY(KEY_GUID('mw_symmkey_ee_1'), @f) 
set @b=(DECRYPTBYKEY(@a))
 
print 'Value of @f' 
print @f
print 'encrypted value of @f' 
print @a
print 'decrypted value of @f' 
print @b
 
CLOSE SYMMETRIC KEY mw_symmkey_ee_1
go
 
DROP SYMMETRIC KEY mw_symmkey_ee_1
go
 
DROP CERTIFICATE mw_cert_ee_1 
go

                                              
1:
2:
3:
4:
5:
6:
7:
8:
9:
10:
11:
12:
13:
14:
15:
16:
17:
18:
19:
20:
21:
22:
23:
24:
25:
26:
27:
28:
29:
30:
31:
32:
33:
34:
35:
36:
37:
38:
39:
40:
41:
42:
43:

Select allOpen in new window

 

by: grg-itPosted on 2009-05-14 at 10:34:51ID: 24387308

According to MCTS correct answer is A & D. But I feel B should also be correct. You said you would have incorrectly answered D. Where as I am talking about B not D.. Please comment..

 

by: mark_willsPosted on 2009-05-14 at 11:34:28ID: 24387888

MS trick question. For B to be true then the truer answer must be either C or D being manual or auto. We know that C cannot be the truist answer, otherwise all A B and D are unneccesary, and we can create database key. So, the only real question is do we need them at all ? And if you look at that link, it does imply that certificates do hang off a database master key, in which case why wouldn't C be the most correct answer ? Therefore, if we can create them manually ie D then it is highly likely that the only other answer to consider is A .

 

by: grg-itPosted on 2009-05-14 at 11:49:20ID: 24388066

Ok then my next questioni is

When I try creating certificates without creating master key, why does it give me this error:

[Please create a master key in the database or open the master key in the session before performing this operation.]

 

by: mark_willsPosted on 2009-05-14 at 11:56:15ID: 24388208

Do you have a master key ?  

select is_master_key_encrypted_by_server,* from sys.databases

 

by: grg-itPosted on 2009-05-14 at 14:12:16ID: 24389850

No I don't.. But that's what I am try to say.. When I try creating Certificates it's forcing me to create master key. Why?

And so that makes me believe Choice B is correct.. i.e

B. The database master key is mandatory if you want to encrypt data.

 

by: mark_willsPosted on 2009-05-14 at 14:37:41ID: 24390108

Well, it depends on use of password... In the example above, it specifies a password as part of the create certificate. If it doesn't have that, then it needs a password somehow and looks for the master key.

From BOL: ENCRYPTION BY PASSWORD = 'password'
Specifies the password that will be used to encrypt the private key. Use this option only if you want to encrypt the certificate with a password. If this clause is omitted, the private key will be encrypted using the database master key.

The above snippet is not overly explicit about "must be this else that" in fact using terms like "optional" tends to paint the wrong picture. Bottom line is there must be a password either at certificate, or master key. By default, the private key is encrypted using the database master key. But, if that does not exist and no password is specified then you get the error.

Further down in BOL we get a better desription :

The ENCRYPTION BY PASSWORD option is not required when the private key will be encrypted with the database master key. Use this option only when the private key will be encrypted with a password. If no password is specified, the private key of the certificate will be encrypted using the database master key. Omitting this clause will cause an error if the master key of the database cannot be opened.

Does that help ? Might take a couple of readings, it almost makes sense the first few reads...

 

by: grg-itPosted on 2009-05-15 at 12:42:37ID: 24399071

Yes This clears my doubt... Thank you so much.. 500 points goes in to your pocket.. :)

 

by: mark_willsPosted on 2009-05-15 at 13:27:40ID: 24399414

Thanks very much, and happy to help...

20120131-EE-VQP-002

3 Ways to Join

30-Day Free Trial

The Experts

98% positive feedback on 31,087 answers since March 2000. angeliii is a Microsoft Most Valuable Professional for his work with MS SQL Server & Develoment.

He has also proven his knowledge of Visual Basic Programming, PHP Scripting and Oracle Databases.

The Experts

97% positive feedback on 10,752 answers since July 2000. lrmoore has more than 18 years experience in the networking industry.

The six-time Mircosoft MVPs specialties include firewalls, virtual private networking, and network management.

Testimonials

"...and excellent source for support... Kind of like having your very own IT dept." Electriciansnet

Testimonials

"I was apprehensive at signing up at first. However... it has already made my life as an IT administrator much easier." JaCrews

Testimonials

"WOW! You guys have great, active, and knowledgeable people on here." moore50

Business Clients

Business Clients

In the Press

"If you’ve got a question... Experts Exchange can supply an answer.”

In the Press

"...an invaluable aid for both IT professionals and those who require tech support."

In the Press

"where IT professionals provide quick answers on just about any topic"

Business Account Plans

Loading Advertisement...