A NEW ROHM & HAAS CHEMICAL - C&EN Global Enterprise (ACS

Nov 5, 2010 - Publication Date: December 13, 1948. Copyright © 1948 AMERICAN CHEMICAL SOCIETY. ACS Chem. Eng. News Archives. Cite this:Chem...
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A NEW ROHM & HAAS CHEMICAL CH,—-N % C SH CHL—NH

CH,—NH

ETHYLENE THIOUREA

CS CH,—NH

/

/

(2-mercaptoimidazoIine)

(2-imidazolidinethione) Melting point: Solubility in water:

AVAILABLE IN COMMERCIAL QUANTITIES

PROPERTIES I99-204°C Solubility in organic solvents: 2 % a t 30°C Moderately soluble in methanol, ethanol, 9 % a t 60°C ethylene glycol, pyridine, acetic acid. 4 4 % a t 90°C Relatively insoluble in most other solvents.

TYPICAL REACTIONSNaOH

CH2-N χ

Salt formation:

••

Χ—SH CH,-NH^

CH2-N ^ I )C-$Na + H20 CH,-NH^

Forms insoluble salts with heavy metals.

CH 7 0H

CHoOH

CH20

CH2-NH I CH 2 -NH'

Methyl ο I

x=s

derivatives:

> ι

H+

ll\

Ml C-SH-

!

CH 2 0

X

;c=s •

CH2-NH/

CH20

CH2-N

CH2-N

H+

CH2-Nx

• ι

CH2-N

X C-SCH,OH

"C-SCH,OK OH-

CH,-NH

0H-

;c=$

CH2-N/ I CHoOH CH,0 CH,-N CH2-N

CH20H

Alkvlation: l

CH,-N

1

CH3CI

%,

>-SH

U

CH2-NH^

CH,-N ν

y, N - C H 2

nu

NaOH KMn04

I >-S-S-Cf ' i < CH2-NH^ NHN-CH2

CH,-N

• 1

V; C - $ C H

CH2-NHX

CH2-N

V

3

HOBr

I >-SH CH2-NH/ ;H2O2

ArNH2 CH2-N V. — • ΐ' 2 >C-NHAr CH2-NH/ N-CH, CH2—Ν %, • 1 ; c - s — cS: CH2-NH/ \HN-CH3

CH2-N v I /C-S02H CH2-NH/

Oxidation:

Λ Please address your inquiries for samples and literature to Department SP

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