Security+ Guide To Network Security Fundamentals, Third Edition

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Security+ Guide to Network Security Fundamentals, Third Edition

Chapter 12 Applying Cryptography

Objectives
Define digital certificates List the various types of digital certificates and how they are used Describe the components of Public Key Infrastructure (PKI) List the tasks associated with key management Describe the different cryptographic transport protocols

Digital Certificates

Weakness of Digital Signatures


Digital signatures require a reliable way to get public keys A forged public key could be used to forge a digital signature

Digital Certificates
Digital certificate
Can be used to associate or bind a users identity to a public key The users public key that has itself been digitally signed by a reputable source entrusted to sign it

Digital certificates make it possible for Alice to verify Bobs claim that the key belongs to him When Bob sends a message to Alice he does not ask her to retrieve his public key from a central site
Instead, Bob attaches the digital certificate to the message

Digital Certificates
A digital certificate typically contains the following information:
Owners name or alias Owners public key Name of the issuer Digital signature of the issuer Serial number of the digital certificate Expiration date of the public key

Authorizing, Storing, and Revoking Digital Certificates


Certificate Authority (CA)
An entity that issues digital certificates for others A user provides information to a CA that verifies her identity The user generates public and private keys and sends the public key to the CA The CA inserts this public key into the certificate

Registration Authority (RA)


Handles some CA tasks such as processing certificate requests and authenticating users

Authorizing, Storing, and Revoking Digital Certificates (continued)


Certificate Revocation List (CRL)
Lists revoked certificates Can be accessed to check the certificate status of other users Most CRLs can either be viewed or downloaded directly into the users Web browser

Certificate Repository (CR)


A publicly accessible directory that contains the certificates and CRLs published by a CA CRs are often available to all users through a Web browser interface (link Ch 12c)

Certificate Repository

Uses of Digital Certificates


Bind a user's identity to a public key Encrypt channels to provide secure communication between clients and servers Encrypt messages for secure Internet e-mail communication Verify the identity of clients and servers on the Web Verify the source and integrity of signed executable code

Types of Digital Certificates


Personal digital certificates
Used to send email from one person to another Free from Thawte (Link Ch 12a)

Server digital certificates


Used by Web servers to make HTTPS connections $250 / year from Thawte

Software publisher digital certificates


$300 / year from Thawte

Extended Validation SSL

Company must be audited and follow EV standards Company can't be "located in a country or be part of an industry identified on a government prohibited list"
$900 / year, see Link Ch 12b

Types of Digital Certificates (continued)


Single-sided certificate
Contains both the signature and the encryption information

Dual-sided certificates
Certificates in which the functionality is split between two certificates
Signing certificate Encryption certificate

Types of Digital Certificates (continued)


Dual-sided certificate advantages:
Reduce the need for storing multiple copies of the signing certificate Facilitate certificate handling in organizations

X.509 Digital Certificates


The most widely accepted format for digital certificates

X.509 Structure

Public Key Infrastructure (PKI)

Managing Digital Certificates


For Alice and Bob to use asymmetric cryptography: Alice and Bob must generate public and private keys A Certificate Authority (CA) or Registration Authority (RA) must verify the identities of Alice and Bob The certificates must be placed in a Certificate Repository (CR) When they expire, they must be placed on a Certificate Revocation List (CRL) All these things are done by Public key infrastructure (PKI)

Public Key Infrastructure (PKI)


Public key infrastructure involves
Public-key cryptography standards Trust models Key management

Public Key Infrastructure (PKI)


A framework for all of the entities involved in digital certificates to create, store, distribute, and revoke digital certificates
Includes hardware, software, people, policies and procedures

PKI is digital certificate management

Public-Key Cryptographic Standards (PKCS)


A numbered set of PKI standards that have been defined by the RSA Corporation These standards are based on the RSA public-key algorithm

In Windows 7 Beta: Start Internet Options Content Tab Certificates Select a Cerrtificate Export

Trust Models
Trust may be defined as confidence in or reliance on another person or entity Trust model
Refers to the type of trusting relationship that can exist between individuals or entities

Direct trust
A relationship exists between two individuals because one person knows the other person

Third party trust


Refers to a situation in which two individuals trust each other because each trusts a third party

Web of Trust
Direct trust is not easily scaled to multiple users who each have digital certificates PGP uses a "Web of Trust" in which people trust "friends of friends"
Not very secure or scalable (comic from xkcd.org)

Trust Models
Three PKI trust models that use a CA
Hierarchical trust model Distributed trust model Bridge trust model

Hierarchical Trust Model

One master "root" CA signs all digital certificates with a single key Single point of failure

Distributed Trust Model

Used on the Internet

Trusted Root Certification Authorities


In Windows 7 Beta: Start Internet Options Content Tab Publishers

Bridge Trust Model


Used to link federal and state governments Links military and civilian ID cards

Managing PKI
Certificate policy (CP)
A published set of rules that govern the operation of a PKI Provides recommended baseline security requirements for the use and operation of CA, RA, and other PKI components

Certificate practice statement (CPS)


Describes in detail how the CA uses and manages certificates A more technical document than a CP

Certificate Life Cycle


Creation Suspension
Certificate cannot be used while suspended When an employee goes on leave

Revocation
Certificate goes on Certificate Revocation List (CRL) When a private key is lost

Expiration

Key Management

Key Storage
Public keys can be stored by embedding them within digital certificates
While private keys can be stored on the users local system

The drawback to software-based storage is that it may leave keys open to attacks Storing keys in hardware is an alternative to software-based storage Private keys can be stored on smart cards or in tokens

Key Handling Procedures


Escrow
Private key is split in halves and stored by two separate trusted parties Some people want the government to have everyone's keys in escrow so they can read all encrypted documents

Expiration Renewal

Key Handling Procedures


Revocation Recovery
Key recovery agent (KRA)
A highly trusted person authorized to recover others' keys

M-of-N control
A certain number of people need to agree to recover a key

Suspension Destruction

Cryptographic Transport Protocols

File Transfer Protocols


File Transfer Protocol (FTP)
Part of the TCP/IP suite Used to connect to an FTP server

Vulnerabilities
Usernames, passwords, and files being transferred are in cleartext Files being transferred by FTP are vulnerable to manin-the-middle attacks

One of the ways to reduce the risk of attack is to use encrypted Secure FTP (SFTP)

File Transfer Protocols (continued)


Secure Sockets Layer (SSL)
A protocol developed by Netscape for securely transmitting documents over the Internet Uses a public key to encrypt data that is transferred over the SSL connection

Transport Layer Security (TLS)


A protocol that guarantees privacy and data integrity between applications communicating over the Internet An extension of SSL

Are often referred to as SSL/TLS or TLS/SSL

File Transfer Protocols (continued)


A second protocol that can be used with SFTP is Secure Shell (SSH)
Also called SFTP/SSH

SSH
A UNIX-based command interface and protocol for securely accessing a remote computer Suite of three utilities: slogin, scp, and ssh Both the client and server ends of the connection are authenticated using a digital certificate
Passwords are protected by being encrypted

SSH Commands

Web Protocols
Another use of SSL is to secure Web HTTP communications between a browser and a Web server Hypertext Transport Protocol over Secure Sockets Layer
Plain HTTP sent over SSL/TLS

Secure Hypertext Transport Protocol


Allows clients and the server to negotiate independently encryption, authentication, and digital signature methods, in any combination, in both directions

VPN Protocols
Point-to-Point Tunneling Protocol (PPTP)
Most widely deployed tunneling protocol Allows IP traffic to be encrypted and then encapsulated in an IP header to be sent across a public IP network such as the Internet Based on the Point-to-Point Protocol (PPP)

Point-to-Point Protocol over Ethernet (PPPoE)


Another variation of PPP that is used by DSL or cable modem connections No encryption
Link Ch 12f

PPTP

VPN Protocols (continued)


Layer 2 Tunneling Protocol (L2TP)
Merges the features of PPTP with Ciscos Layer 2 Forwarding Protocol (L2F) L2TP is not limited to working with TCP/IP-based networks, but supports a wide array of protocols An industry-standard tunneling protocol that allows IP traffic to be encrypted
And then transmitted over any medium that supports point-to-point delivery

VPN Protocols (continued)


IP Security (IPsec)
A set of protocols developed to support the secure exchange of packets

Because it operates at a low level in the OSI model


IPsec is considered to be a transparent security protocol for applications, users, and software

IPsec provides three areas of protection:


Authentication, confidentiality, and key management

VPN Protocols (continued)

E-mail Transport Protocol


S/MIME (Secure/Multipurpose Internet Mail Extensions)
One of the most common e-mail transport protocols Uses digital certificates to protect the e-mail messages

S/MIME functionality is built into the vast majority of modern e-mail software and interoperates between them

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