At a Glance: Google’s notable acquisitions

U.S. and EU regulators have cleared Google Inc.’s planned acquisition of Motorola Mobility Holdings Inc. for $12.5 billion. If other regulators approve and the deal closes, it would be Google’s largest ever. It would be nearly four times larger than the previous high, the 2008 purchase of online advertising company DoubleClick for $3.2 billion.

It’s also more than the $10.1 billion that Google has spent combined to buy 185 companies since it went public in 2004. Those companies expanded or complemented the breadth of services that the search leader offers.

Here are some notable ones:

— DoubleClick Inc. (2008). Google bought the provider of online advertising services for $3.2 billion to help it provide more dynamic, multimedia ads besides the short text links that appear next to its search results.

YouTube Inc. (2006). Google’s $1.76 billion acquisition of the online video sharing site turned out to be a good bet. The site once known mainly for pirated material and home videos of kittens has become an entertainment destination on the Internet.

— AdMob Inc. (2010). Google paid $681 million in stock to buy this mobile advertising service provider in a move to push ahead in this fast-growing market.

ITA Software Inc. (2011). The $676 million purchase of this airline fare tracker helped Google muscle into the online travel market, though it had to make big concessions in order to clear regulatory hurdles.

— Postini Inc. (2007). Google bought the email security company for $546 million to beef up the security and storage products it offers to businesses.

Widevine Technologies Inc. (2010). Google paid $158 million in cash for this provider of digital-rights management software, which is used to secure online video content.

On2 Technologies Inc. (2010). Google paid $123 million for On2, a provider of digital video compression technology, to help cut bandwidth costs at YouTube.

— Keyhole Corp. (2004). This little-known digital mapping service helped propel Google’s maps into the top spot for finding online directions. It did not disclose how much it paid for Keyhole.

— GrandCentral Communications (2007). Google bought this Web-phone service provider for an undisclosed sum and later rebranded it as Google Voice.

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