2-MERCAPTOIMIDAZOLINE

PRODUCT IDENTIFICATION
CAS NO. 96-45-7

2-MERCAPTOIMIDAZOLINE

EINECS NO. 202-506-9
FORMULA C3H6N2S
MOL WT. 102.15

H.S. CODE

  

TOXICITY

 Oral rat LD50: 1832 mg/kg
SYNONYMS

Ethylene Thiourea; 2-Thioxoimidazolidine;
1,3-Ethylene-2-thiourea; 1,3-Ethylenethiourea; 2-Imidazolidimethione; 2-Imidazolidinethione; 2-mercapto-4,5-dihydroimidazole; 2-Thiol-dihydroglyoxaline; 4,5-Dihydro-2-mercaptoimidazole; 4,5-dihydroimidazole-2(3H)-thione; ETU; Imidizolidenethione; Imidazolidinethione; Imidazoline-2-thiol; N,N'-ethylenethiourea; Tetrahydro-2H-imidazole-2-thione; Imidazolidin-2-thion (German); Imidazolidina-2-tiona (Spanish); Imidazolidine-2-thione (French); N,N'-Ethylenethiourea;

CLASSIFICATION

  

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE White to pale green crystalline powder
MELTING POINT 195 - 204 C
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER Soluble
pH  
VAPOR DENSITY

 

AUTOIGNITION

 

NFPA RATINGS Health: 1; Flammability: 0; Reactivity: 0 

REFRACTIVE INDEX

  
FLASH POINT  
STABILITY

Stable under ordinary conditions.

APPLICATIONS
Thiourea (also called Thiocarbamide or Sulfourea) is the diamide of thiocarbonic acid that resembles urea but contains sulfur instead of oxygen. 'Thio'  is a chemical prefix indicates the replacement of an oxygen in an acid radical by sulfur with a negative valence of 2; meaning 'Sulfur' derived from the Greek theion. In fact, thiourea occurs as the mixture of two tautomers: S=C(NH2)2 ( Thiourea) + HS=CNHNH2 (Isothiourea), accordingly, provides three functional groups (mino, imino, and thiol). Thiourea is a lustrous white crystalline compound; estimated melting point is 170-180 C; soluble in water and in polar organic solvents; insoluble in non-polar solvents. The exact melting point and boiling point are not available since rearrangement to ammonium thiocyanate (NH4SCN) occurs at about 135 C and decomposition occurs. It can be prepared by heating ammonium thiocyanate, or by the addition of hydrogen sulfide to cyanamide. The latter is the more common method. Thiourea is used directly in ore filtering, metal refinery and cleaning, isomerization catalyst (conversion of maleic to fumaric acid) and as an additive in fertilizers (to inhibit the nitrification process), drilling auxiliaries, light-sensitive photocopy paper and explosives.  It is used as a fixing agent in photography, as a liquefying agent in animal hide glue, as an insecticide, as a textile-treating agent, and as an intermediate to produce other compounds. Thiourea and its derivatives are versatile intermediates for the synthesis of modified thermosetting resins, thiourea dioxide, dyes, flame retardants, vulcanization accelerators, plant protection agents, pesticides, amino resins, peptizing agents, fungicides, hair preparations, dry cleaning chemicals, corrosion inhibitors and thiazole drugs (e.g., antiseptic, thyrotherapeutic, narcotic, and tuberculostatic agents). 2-Mercaptoimidazoline is used in electroplating, vulcanization accelerator, corrosion inhibitors, pesticides, fungicides, dyes, pharmaceuticals, and synthetic resins and rubber.

Sulfur combines with nearly all elements. Sulfur forms ring and chain structures as it is the second only to carbon in exhibiting catenation. The 8-membered ring and shorter chain structure of sulfur molecule is important in vulcanization process which individual polymers are linked to other polymer molecules by atomic bridges. This process produces thermoset materials which are cross-linked and irreversible substances. The term thermoplastic is for high molecular weight polymers which can undergo melting-freezing cycle. Thermosets are not melted and re-molded on heating after cured. The split of sulfur 8-membered ring structure into shorter chains provides rubber vulcanization process. The split are liked with cure sites (some of the double bonds in the molecule) on rubber molecules, resulting in forming sulfur bridges typically between 2 and 10 atoms long. Vulcanization makes rubber harder, more durable and more resistant to heating, aging and chemical attacks. The number of sulfur atoms in the sulfur bridges varies physical properties of the end products. Short bridges containing one or two sulfur atoms offer heat resistance and long bridges offer flexible property. Vulcanization can also be accomplished with certain peroxides, gamma radiation, and several other organic compounds. The principal classes of peroxide cross-linking agents are dialkyl and diaralkyl peroxides, peroxyketals and peroxyesters. Other vulcanizing agents include amine compounds for the cross-linking of fluorocarbon rubbers, metal oxides for chlorine-containing rubbers (notably zinc oxide for chloroprene rubber) and phenol-formaldehyde resins for the production of heat-resistant butyl rubber vulcanizates. Accelerator, in the rubber industry, is added with a curing agent to speed the vulcanization. Accelerators contain sulfur and nitrogen like derivatives of benzothiazole and thiocarbanilides. The popular accelerators are sulfenamides (as a delayed-action accelerators), thiazoles, thiuram sulfides, dithocarbamates and guanidines.

There are some types of rubber accelerators. They are used in combination with each other in accordance with vulcanizing and/or acid-base conditions. Some examples classified by chemical structure are as below;

  • Thiazole
    • 2-Mercaptobenzothiazole (CAS #: 149-30-4)
    • Dibenzothiazole disulfide (CAS #: 120-78-5)
    • 2-Mercaptobenzothiazole Zinc salt (CAS #: 155-04-4)
  • Sulphenamide
    • N-Cyclohexyl-2-benzothiazole sulfenamide (CAS #: 95-33-0)
    • N-Oxydienthylene-2-benzothiazole sulfenamide (CAS #: 102-77-2)
    • N-tert-butyl-2-benzothiazyl sulfenamide (CAS #: 95-31-8)
  • Guanidine
    • Diphenyl guanidine (CAS #: 102-06-7)
    • Di-o-tolylguanidine (CAS #: 97-39-2)
  • Thiuram
    • Tetramethyl thiuram disulfide (CAS #: 137-26-8)
    • Tetraethyl thiuram disulfide (CAS #: 97-77-8)
    • Tetramethyl thiuram monosulfide (CAS #: 97-74-5)
    • Isobutyl thiuram disulfide (CAS #: 3064-73-1)
    • Tetrabenzylthiuram disulfide (CAS #: 10591-85-2)
    • Dipentamethylene thiuramtetrasulfide (CAS #: 120-54-7)
  • Dithiocarbamate
    • Zinc dimethyl dithiocarbamate (CAS #: 137-30-4)
    • Zinc diethyl dithiocarbamate (CAS #: 14324-55-1)
    • Zinc dibutyl dithiocarbamate (CAS #: 136-23-2)
    • Zinc N-ethyl-dithiocarbamate (CAS #: 14634-93-6)
    • Zinc dibenzyl dithiocarbamate (CAS #: 14726-36-4)
    • Copper dimethyl dithiocarbamate (CAS #: 137-29-1)
  • Thiourea
    • Ethylene thiourea (CAS #: 96-45-7)
    • N,N'-Diethylthiourea (CAS #: 105-55-5)
    • N-N'-Diphenylthiourea (CAS #: 102-08-9)
SALES SPECIFICATION

APPEARANCE

 White to pale green crystalline powder
ASSAY

98.0% min

LOSS ON DRYING

0.3% max
OIL CONTENT

1.0 - 2.0%

TRANSPORTATION
PACKING
25kgs in fiber drum
HAZARD CLASS not regulated
UN NO.  
OTHER INFORMATION
Hazard Symbols: T, Risk Phrases: 22-61, Safety Phrases: 53-28A-37-45
Price:
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