[WILMER, CUTLER & PICKERING LETTERHEAD] June 23, 1998 Donaldson, Lufkin & Jenrette, Inc. 277 Park Avenue New York, New York 10172 Ladies and Gentlemen: We have acted as special counsel in connection with the Company's Registration Statement on Form S-3, Registration No. 333-34149 (the "Registration Statement") filed with the Securities and Exchange Commission pursuant to the Securities Act of 1933, as amended, for the registration of the sale by Donaldson, Lufkin & Jenrette, Inc. (the "Company") from time to time of up to $1,000,000,000 aggregate principal amount of senior and subordinated debt securities (the "Debt Securities"). Pursuant to the Registration Statement, the Company has filed a Prospectus Supplement dated June 23, 1998, to the Prospectus dated August 22, 1997, providing for the issuance of Medium Term Notes due Nine Months or More from Date of Issue (the "Notes") in an aggregate principal amount of up to $650,000,000. We have examined originals or copies, certified or otherwise identified to our satisfaction, of such documents, corporate records, certificates of public officials and other instruments as we have deemed necessary for the purposes of rendering this opinion. On the basis of the foregoing, we are of the opinion that: The Notes issued pursuant to the Indenture dated September 3, 1997 (as amended, the "Indenture"), between the Company and the Trustee, have been duly authorized and, when executed, authenticated, issued and delivered in accordance with the Indenture and the Distribution Agreement, dated as of September 3, 1997, as amended as of June 23, 1998 (as Donaldson, Lufkin & Jenrette, Inc. June 23, 1998 - 2 - amended the "Distribution Agreement") such Notes will constitute a valid and binding obligation of the Company, enforceable in accordance with their terms, except as (a) the enforceability thereof may be limited by bankruptcy, insolvency, reorganization, fraudulent transfer, moratorium or similar laws now or hereinafter in effect relating to or affecting the enforcement of creditors' rights generally and (b) the availability of equitable remedies may be limited by equitable principles of general applicability (regardless of whether considered in a proceeding at law or in equity). In connection with the opinion expressed above, we have assumed that none of the terms of the Notes to be established subsequent to the date hereof will violate any applicable law or will result in a violation of any provision of any instrument or agreement then binding upon the Company, or any restriction imposed by any court or governmental body having jurisdiction over the Company. We are members of the bar of the District of Columbia, New York and Maryland. The opinions expressed herein concern only the effect of (i) New York law, (ii) the General Corporation Law of the State of Delaware and (iii) federal law. Except as expressly noted, we have not considered, and express no opinion on, the laws of any other jurisdiction. We hereby consent to the filing of this opinion as an exhibit to the Form 8-K which will be filed in connection with the issuance of the Notes. This opinion is rendered solely to you in connection with the above matter. This opinion may not be relied upon by you for any other purpose or relied upon by or furnished to any other person without our prior written consent. Very truly yours, WILMER, CUTLER & PICKERING By: /s/ Russell J. Bruemmer -------------------------------- Russell J. Bruemmer, a partner