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Ιο you make Plastîcizers Polymers and j Copolymers Flavorings Perfumes Chemical Intermediates If so, you will want to investigate crotonic acid TYPICAL REACTIONS O F T H I S VERSATILE COMPOUND INCLUDE Esterifscation Hydrohalogenation Copclymerization Coupling Diels-AIder Reaction H H 0 Ι Ι Η ^ R-ÛH + CH3-C = C-C-0H —^* Alcohol Crotonic Acid H H 0 I l H CH 3 -C-=C-C-QR Crotonic Ester Η Η 0 Η Η 0 I I It 1 1 II HBr 4- CH 3 -C = C-C-0H ^ CH3 .-C-C~C-r-OH Hydrogen Crotonic Acid g ^ Bromlde 0—Bromo Butyric Acid Η Η Η Η 0 I I Ι Ι il H-C = C-R -{- CH 3 -C=C-C-0H _^» Vinyl Crotonic Acid Monomer H H CH3 H 1 I 1 1 -C — C - C - C - 1 4 1 1 H fi H C-ffH Films, Il fibers, etc. 0 η H H 0 1 î II CH 3 -C—C-C-OR H Κ 0 I 1 1 l II e H 2CHj-C=C -C-OR -f- H2S —• * H Crotonic Ester Hydrogen ^ -C-C-C-OR H H 0 3-Thiodibutyric Ester H H H H H H 0 1 1 1 1 1 1 II H-C = C-C = C-H. ·+ CH 3 -C=C~C-0H Butadiene Crotonic Acid 0 l, 2, 3,6—Tetràhydro— 2 Methyl Benzoic Acid Wmm mmmm SALES REPRESENTATIVES: New York —10 E. 40th St.; Cleveland—Terminal Tower Bldg., Chicago—360 N. Michigan Ave. West Coast: Wilson & Geo. Meyer & Co., San Francisco— 333 Montgomery St.; Los Angeles 4800 District Blvd.; Portland — 520 $. W . Sixth Ave.; Seattle—1020 Fourth Ave., So. TENNESSEE EASTMAN COMPANY, Division of Eastman Kodak Company, KINGSPORT, TEN Ν ESSEE We we/come the opportunity of sending you information and sample quantities of Eastman Croionic Acid. VOLUME 2 9, N O . 2 1 » » . » M A Y 2 1, 1951 2023

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Ιο you make Plastîcizers

Polymers and j Copolymers

Flavorings Perfumes Chemical

Intermediates

I f so, you w i l l w a n t t o invest igate

crotonic acid

T Y P I C A L R E A C T I O N S O F T H I S V E R S A T I L E

C O M P O U N D I N C L U D E

Esterifscation

Hydrohalogenation

Copclymerization

Coupling

Diels-AIder Reaction

H H 0 Ι Ι Η ^

R-ÛH + CH3-C = C - C - 0 H — ^ * Alcohol Crotonic Acid

H H 0 I l H

CH 3 - C - = C - C - Q R Crotonic Ester

Η Η 0 Η Η 0 I I It 1 1 II

HBr 4- CH 3 -C = C - C - 0 H ^ CH 3 . -C-C~C-r-OH Hydrogen Crotonic Acid g ^ B r o m l d e 0—Bromo Butyric Acid

Η Η Η Η 0 I I Ι Ι il

H-C = C-R -{- C H 3 - C = C - C - 0 H _ ^ » Vinyl Crotonic Acid

Monomer

H H CH3 H 1 I 1 1

-C — C - C - C -1 4 1 1 H fi H C-f fH

Films, Il fibers, etc. 0 η

H H 0 1 î II

C H 3 - C — C - C - O R H Κ 0 I 1 1 l II e H

2 C H j - C = C - C - O R -f- H2S — • * H Crotonic Ester Hydrogen ^ - C - C - C - O R

H H 0 3-Thiodibutyric Ester

H H H H H H 0 1 1 1 1 1 1 II

H-C = C - C = C - H . ·+ C H 3 - C = C ~ C - 0 H Butadiene Crotonic Acid 0

l, 2, 3,6—Tetràhydro— 2 Methyl Benzoic Acid

Wmm mmmm SALES REPRESENTATIVES: New York —10 E. 40th St.; Cleveland—Terminal Tower Bldg., Chicago—360 N. Michigan Ave. Wes t Coast: Wilson & Geo. M e y e r & Co., San Francisco— 333 Montgomery St.; Los Angeles — 4800 District Blvd.; Portland — 520 $. W. Sixth Ave.; Seattle—1020 Fourth Ave., So.

T E N N E S S E E EASTMAN COMPANY, Division of Eastman Kodak Company, KINGSPORT, T E N Ν ESSEE

W e we/come the opportunity of sending you information and sample quantities of Eastman Croionic Acid.

V O L U M E 2 9, N O . 2 1 » » . » M A Y 2 1, 1 9 5 1 2023