Department of Chemistry and Chemical Biology

Thomas C. Bruice (1925 - )

Cornell Faculty 1960 - 1964
Organic Chemistry

Education

Biographies

Lauby's Cornell Chemical Recollections, August 1970, “THE KING”

Academic Geneaology
http://www.scs.uiuc.edu/~mainzv/Web_Genealogy/index.htm (Oct 11, 2004)

Thomas Charles Bruice (1925-) (PhD 1954, Southern California)
Norman Kharasch (1914-) (PhD 1944, Northwestern)
Charles DeWitt Hurd (189 -) (PhD 1921, Princeton)
Lauder William Jones (1869-1960) (PhD 1897, Chicago)
John Ulric[h] Nef (1862-1915) (PhD 1886, Munich)
Baeyer, Adolf Johann Friedrich Wilhelm Ritter von ((1835-1917) (PhD 1858, Munich)
August Friedrich Kekulé (1829-1896) (PhD 1852, Giessen)[]
Heinrich Will (1812-1890) (PhD 1839, Giessen)
Justus von *Liebig (1803 - 1873) (PhD 1822, Erlangen)/
Joesph Louis Gay-Lussac (1778 - 1850) (PhD 1800, Paris)
Claude Louis Berthollet (1748 - 1822) (PhD 1778, Paris)
Jean Baptiste Michel Bucquet (1746-1780) (MD 1770, Paris)
Antoine Laurent Lavoisier (1743-1794) (LLB 1758, Paris)
Guillaume Francois Rouelle (1703-1770) (Apothecary 1725, Paris)

Selected Publications

Tanner, Donald W.; Bruice, Thomas C.. Boric acid esters. I. General survey of aromatic ligands and the kinetics and mechanism of the formation and hydrolysis of boric acid esters of salicylamide, N-phenylsalicylamide, and disalicylimide. Journal of the American Chemical Society (1967), 89(26), 6954-71.

Bruice, Thomas C.; Bradbury, William C. The gem effect. III. The influence of 3-mono- and 3-gem substitution on the acid dissociation constants of glutaric acid. A comparison of the sensitivity of dpKa of dicarboxylic acids and the rate of ring closure of their monoesters to the intramolecular distance separating carboxyl functions. Journal of the American Chemical Society (1965), 87(21), 4851-5.

Bruice, Thomas C.; Bradbury, William C. The gem effect. II. The influence of 3-mono- and 3,3-disubstitution on the rates of solvolysis of mono-p- bromophenyl glutarate. Journal of the American Chemical Society (1965), 87(21), 4846-50.

Bruice, Thomas C.; Bradbury, William C. The gem effect. I. The influence of 3-substituents on the rates of solvolysis of glutaric anhydride. A conformational analysis. Journal of the American Chemical Society (1965), 87(21), 4838-45.

French, Thayer C.; Benkovic, Stephen J.; Bruice, Thomas C.. Stopped-flow apparatus for a Zeiss PMQ II spectrophotometer. Review of Scientific Instruments (1965), 36(6), 860-1.

Bruice, Thomas C.; Topping, Richard M. Imidazole-imidazolium ion concerted general acid, general base catalysis of the transamination of pyridoxal by a-aminophenylacetic acid. Chem. Biol. Aspects Pyridoxal Catalysis, Proc. Symp. Intern. Union Biochem., Rome, 1962 (1963), Volume Date 1962, 30 29-55, discussion 56.

Bruice, Thomas C.; Tanner, Donald W. Neighboring hydroxyl group assistance. VI. In amide hydrolysis. Journal of Organic Chemistry (1965), 30(5), 1668-9.

Bruice, Thomas C.; Butler, Anthony R. Ionic reactions in frozen aqueous systems. Federation Proceedings (1965), 24(2;Pt. 3), 45-9.

Bruice, Thomas C.; Willis, Roland G. The reaction of aliphatic diamines with phenyl acetate. Journal of the American Chemical Society (1965), 87(3), 531-6.

French, Thayer C.; Auld, David S.; Bruice, Thomas C.. Catalytic reactions
involving azomethines. V. Rates and equilibria of imine formation with
3-hydroxypyridine-4-aldehyde and amino acids. Biochemistry (Moscow,
Russian Federation) (1965), 4(1), 77-84. CODEN: BIORAK ISSN:0006-2979.
CAN 62:30653 AN 1965:30653 CAPLUS (Copyright 2004 ACS on SciFinder
(R))

Bruice, Thomas C.; Fedor, Leo R. Nucleophilic displacement reactions at the
thiolester bond. III. Kinetic demonstration of metastable intermediates in
the hydroxylaminolysis and methoxylaminolysis of thiolesters and
thiolactones in aqueous solutions. Journal of the American Chemical
Society (1964), 86(22), 4886-97. CODEN: JACSAT ISSN:0002-7863. CAN
62:2592 AN 1965:2592 CAPLUS (Copyright 2004 ACS on SciFinder (R))

French, Thayer C.; Bruice, Thomas C.. Catalytic reactions involving
azomethines. IV. Rates and equilibria of imine formation with pyridine
4-aldehyde and various amino acids. Biochemistry (Moscow, Russian
Federation) (1964), 3(10), 1589-96. CODEN: BIORAK ISSN:0006-2979. CAN
61:93654 AN 1964:493654 CAPLUS (Copyright 2004 ACS on SciFinder (R))

Fedor, Leo R.; Bruice, Thomas C.. Nucleophilic displacement reactions at the
thiol ester bond. II. Hydrazinolysis and morpholinolysis in aqueous
solution. Journal of the American Chemical Society (1964), 86(19),
4117-23. CODEN: JACSAT ISSN:0002-7863. CAN 61:83518 AN 1964:483518
CAPLUS (Copyright 2004 ACS on SciFinder (R))

Bruice, Thomas C.; Butler, Anthony R. Catalysis in water and ice. II. The
reaction of thiolactones with morpholine in frozen systems. Journal of
the American Chemical Society (1964), 86(19), 4104-8. CODEN: JACSAT
ISSN:0002-7863. CAN 61:75933 AN 1964:475933 CAPLUS (Copyright 2004
ACS on SciFinder (R))

Bruice, Thomas C.; Herz, J. L. Hydrolytic reactions of
4(5)-hydroxymethylimidazolyl acetate, 1-methyl-5-hydroxymethylimidazolyl
acetate, 4(5)-chloromethylimidazole, and 1-methyl-5-chlorometbylimidazole.
Journal of the American Chemical Society (1964), 86(19), 4109-16.
CODEN: JACSAT ISSN:0002-7863. CAN 61:75931 AN 1964:475931 CAPLUS
(Copyright 2004 ACS on SciFinder (R))

French, Thayer C.; Bruice, Thomas C.. Rates and equilibrium constants of
imine formation with pyridine-4-aldehyde and various amino acids.
Biochemical and Biophysical Research Communications (1964), 15(5),
403-8. CODEN: BBRCA9 ISSN:0006-291X. CAN 61:40666 AN 1964:440666
CAPLUS (Copyright 2004 ACS on SciFinder (R))

Bruice, Thomas C.; Fedor, Leo R. Oxygen vs. nitrogen attack of hydroxylamine
on butyl thiolacetate and the establishment that nitrogen attack passes
through a metastable intermediate. Journal of the American Chemical
Society (1964), 86(4), 739-40. CODEN: JACSAT ISSN:0002-7863. CAN
60:67716 AN 1964:67716 CAPLUS (Copyright 2004 ACS on SciFinder (R))

Bruice, Thomas C.; Fedor, Leo R. Kinetic demonstration of a metastable
intermediate in a nucleophilic displacement at a thiol ester bond.
Journal of the American Chemical Society (1964), 86(4), 738-9. CODEN:
JACSAT ISSN:0002-7863. CAN 60:60215 AN 1964:60215 CAPLUS (Copyright
2004 ACS on SciFinder (R))

Butler, Anthony R.; Bruice, Thomas C.. Catalysis in water and ice. A
comparison of the kinetics of hydrolysis of acetic anhydride,
b-propiolactone, and p-nitrophenyl acetate and the dehydration of
5-hydro-6-hydroxydeoxyuridine in water and in ice. Journal of the
American Chemical Society (1964), 86(3), 313-19. CODEN: JACSAT
ISSN:0002-7863. CAN 60:38284 AN 1964:38284 CAPLUS (Copyright 2004
ACS on SciFinder (R))

Bruice, Thomas C.; Benkovic, Stephen J. The compensation in DH++ and DS++
accompanying the conversion of lower order nucleophilic displacement
reactions to higher order catalytic processes. The temperature dependence
of the hydrazinolysis and imidazole-catalyzed hydrolysis of substituted
phenyl acetates. Journal of the American Chemical Society (1964),
86(3), 418-26. CODEN: JACSAT ISSN:0002-7863. CAN 60:38258 AN
1964:38258 CAPLUS (Copyright 2004 ACS on SciFinder (R))

Bruice, Thomas C.; Bradbury, William C. 3,3-Diphenylglutaric acid. A novel
carbanion condensation reaction. Journal of Organic Chemistry (1963),
28(12), 3403-7. CODEN: JOCEAH ISSN:0022-3263. CAN 60:9462 AN 1964:9462
CAPLUS (Copyright 2004 ACS on SciFinder (R))

Bruice, Thomas C.; Bruno, J. J.; Chou, Wei-Shin. Nucleophilic displacement
reactions at the thiol.sbd.ester bond of d-thiolvalerolactone. Journal
of the American Chemical Society (1963), 85 1659-69. CODEN: JACSAT
ISSN:0002-7863. CAN 59:8384 AN 1963:408384 CAPLUS (Copyright 2004
ACS on SciFinder (R))

Bruice, Thomas C.; Fife, Thomas H.; Bruno, John J.; Benkovic, Patricia.
Hydroxyl group catalysis. V. Imidazole catalysis. X. General base catalysis
of ester hydrolysis by imidazole and the influence of a neighboring
hydroxyl group. Journal of the American Chemical Society (1962), 84
3012-18. CODEN: JACSAT ISSN:0002-7863. CAN 59:2844 AN 1963:402844
CAPLUS (Copyright 2004 ACS on SciFinder (R))

Bruice, Thomas C.; Topping, Richard M. Catalytic reactions involving
azomethines. III. The influence of morpholine upon the imidazole catalysis
of the transamination of pyridoxal by a-aminophenylacetic acid. The
transamination of the morpholine imine of pyridoxal. Journal of the
American Chemical Society (1963), 85 1493-6. CODEN: JACSAT
ISSN:0002-7863. CAN 58:80945 AN 1963:80945 CAPLUS (Copyright 2004
ACS on SciFinder (R))

Bruice, Thomas C.; Topping, Richard M. Catalytic reactions involving
azomethines. II. The pH dependence of the imidazole catalysis of the
transamination of pyridoxal by a-aminophenylacetic acid. Journal of the
American Chemical Society (1963), 85 1488-93. CODEN: JACSAT
ISSN:0002-7863. CAN 58:80944 AN 1963:80944 CAPLUS (Copyright 2004
ACS on SciFinder (R))

Bruice, Thomas C.; Topping, Richard M. Catalytic reactions involving
azomethines. I. The imidazole catalysis of the transamination of pyridoxal
by a-aminophenyl-acetic acid. Journal of the American Chemical Society
(1963), 85 1480-8. CODEN: JACSAT ISSN:0002-7863. CAN 58:80943 AN
1963:80943 CAPLUS (Copyright 2004 ACS on SciFinder (R))

Bruice, Thomas C.. Intramolecular catalysis and the mechanism of
chymotrypsin action. Brookhaven Symposia in Biology (1962), 15(BNL
738(C-34)) 52-84. CODEN: BSBIAW ISSN:0068-2799. CAN 58:60833 AN
1963:60833 CAPLUS (Copyright 2004 ACS on SciFinder (R))

Bruice, Thomas C.. The chemistry and biochemistry of the acyl thiols.
Org. Sulfur Compds. (N. Kharasch, editor. Pergamon Press) (1961), 1
421-42. CAN 58:39437 AN 1963:39437 CAPLUS (Copyright 2004 ACS on
SciFinder (R))

Bruice, Thomas C.; Benkovic, Stephen J. A comparison of the bimolecular and
intramolecular nucleophilic catalyst of the hydrolysis of substituted
phenyl acylates by the dimethylamino group. Journal of the American
Chemical Society (1963), 85 1-8. CODEN: JACSAT ISSN:0002-7863. CAN
58:32734 AN 1963:32734 CAPLUS (Copyright 2004 ACS on SciFinder (R))

Bruice, Thomas C.; Topping, Richard M. Imadazole-catalyzed (non-metal ion
mediated) transamination of phenylglycine by pyridoxal. A reaction occur
ring at ambient temperature by way of Michaelis-Menten kinetics. Journal
of the American Chemical Society (1962), 84 2448-50. CODEN: JACSAT
ISSN:0002-7863. CAN 57:49215 AN 1962:449215 CAPLUS (Copyright 2004
ACS on SciFinder (R))

Bruice, Thomas C.; Fife, Thomas H. Hydroxyl group catalysis. III. The nature
of neighboring hydroxyl group assistance in the alkaline hydrolysis of the
ester bond. Journal of the American Chemical Society (1962), 84
1973-9. CODEN: JACSAT ISSN:0002-7863. CAN 57:35992 AN 1962:435992
CAPLUS (Copyright 2004 ACS on SciFinder (R))

Bruice, Thomas C.; Marquardt, Fritz Hans. Hydroxyl group catalysis. IV. The
mechanism of intramolecular participation of the aliphatic hydroxyl group
in amide hydrolysis. Journal of the American Chemical Society (1962),
84 365-70. CODEN: JACSAT ISSN:0002-7863. CAN 57:35915 AN 1962:435915
CAPLUS (Copyright 2004 ACS on SciFinder (R))

Bruice, Thomas C.; Bruno, John J. Imidazole catalysis. IX. The bell-shaped
pH-dependonce of the rate of imidazole catalysis of d-thiovalerolactone
hydrolysis. Journal of the American Chemical Society (1962), 84
2128-32. CODEN: JACSAT ISSN:0002-7863. CAN 57:35910 AN 1962:435910
CAPLUS (Copyright 2004 ACS on SciFinder (R))

Bruice, Thomas C.; Fife, Thomas H.; Bruno, J. J.; Brandon, Nancy E.
Hydroxyl-group catalysis. II. The activity of the hydroxyl group of serine.
The nucleophilicity of alcohols and the ease of hydrolysis of their acetyl
esters as related to their pKa'. Biochemistry (Moscow, Russian
Federation) (1962), 1(No. 1), 7-12. CODEN: BIORAK ISSN:0006-2979. CAN
56:76998 AN 1962:76998 CAPLUS (Copyright 2004 ACS on SciFinder (R))

Bruice, Thomas C.. The mechanisms for chymotrypsin. Proceedings of the
National Academy of Sciences of the United States of America (1961), 47
1924-8. CODEN: PNASA6 ISSN:0027-8424. CAN 56:62372 AN 1962:62372
CAPLUS (Copyright 2004 ACS on SciFinder (R))

Bruice, Thomas C.; Bruno, John J. The mechanism of the reaction of
hydroxylamine with g-butyro- and d-valerolactones. Examples of reactions
kinetically both third and fourth order. Journal of the American
Chemical Society (1961), 83 3494-8. CODEN: JACSAT ISSN:0002-7863. CAN
56:38088 AN 1962:38088 CAPLUS (Copyright 2004 ACS on SciFinder (R))

Bruice, Thomas C.; Fife, Thomas H. Nature of neighbouring hydroxyl group
assistance in the alkaline hydrolysis of the ester bond. Tetrahedron
Letters (1961), 263-6. CODEN: TELEAY ISSN:0040-4039. CAN 55:130882
AN 1961:130882 CAPLUS (Copyright 2004 ACS on SciFinder (R))

Fife, Thomas H.; Bruice, Thomas C.. Temperature dependence of the DpD
correction for the use of the glass electrode in D2O. Journal of
Physical Chemistry (1961), 65 1079-80. CODEN: JPCHAX ISSN:0022-3654.
CAN 55:123163 AN 1961:123163 CAPLUS (Copyright 2004 ACS on SciFinder
(R))