55406-53-6 Usage
Description
Iodopropynyl butylcarbamate is a preservative that has been used as an industrial fungicide since the 1970s and more recently has been combined with formaldehydereleasing agents for use in cosmetics. The North American Contact Dermatitis Group patch tested with 0.1%iodopropynyl butylcarbamate in petrolatum and found 0.2% of their patch test clinic patients had positive reactions to this chemical. Most cosmetic applications appear to require less than 0.012% of this preservative.
Chemical Properties
Liquid
Uses
Different sources of media describe the Uses of 55406-53-6 differently. You can refer to the following data:
1. Glycacil(R) 2000 is used as a preservative in personal care formulations.
2. Glycacil(R) L is used as a preservative in personal care formulations.
3. Glycacil(R) S is used as a preservative in personal care formulations.
4. An antibacterial agent.
5. Fungicide; mildewcide; preservative in cosmetics, paints and coatings, metal working fluids; wood protection.
6. iodopropynyl butylcarbamate is a preservative with broad fungicidal activity used in skin care products. It is recommended for use in difficult formulation systems.
Application
1. Cosmetics 2. Wood preservatives 3. Paints 4. Metalworking fluids 5. Household products 6. Moistened toilet tissues 7. Contact lenses 8. Building materials 9. Cooling water 10. Adhesives 11. Textiles 12. Paper
Definition
ChEBI: A carbamate ester that is carbamic acid in which the nitrogen has been substituted by a butyl group and in which the hydrogen of the carboxy group is replaced by a 1-iodoprop-2-yn-3-yl group. A fungicide, it is used as a preservative and sapstain control c
emical in wood products and as a preservative in adhesives, paints, latex paper coating, plastic, water-based inks, metal working fluids, textiles, and numerous consumer products.
Reactivity Profile
Iodopropynyl butylcarbamate is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.
Flammability and Explosibility
Notclassified
Contact allergens
Different sources of media describe the Contact allergens of 55406-53-6 differently. You can refer to the following data:
1. Iodopropynyl butylcarbamate has produced slight irritation in rabbits. However, it was not found to be either a skin sensitizer or a photo sensitizer in guinea pigs. Cosmetic formulations containing up to 0.125% of iodopropynyl butylcarbamate produce no significant irritation or sensitization reactions in human repeated insult patch tests. Iodopropynyl butylcarbamate did not cause crosssensitization reactions in patients who had demonstrated sensitivity to related dithiocarbamate compounds. In the European Union, it is approved as a preservative up to 0.05% and is not to be used in oral hygiene or lip care products. If the concentration exceeds 0.02% in leave-on products, a warning label must indicate that the product contains iodine.
2. Iodopropynyl butylcarbamate (IPBC) is a broad-spec-
trum preservative used for years because of its wide
field of application, in polymer emulsions and pigment
dispersions such as water-based paints and adhesives,
cements and inks, as a wood preservative, in metal-
working fluids, household products, and cosmetics.
Allergic contact dermatitis to IPBC was reported due to
cosmetics, from sanitary wipes, and in metalworkers.
Clinical Use
Iodopropynyl butylcarbamate (3-iodo-2-propynyl-butylcarbamate) is a highly effective fungicide as well as a bactericide. It was first used in the 1970s as a film fungicide for paint and then as a wood preservative, where final use concentration up to 4% was permitted. For paint and coatings usually no more than 0.5% iodopropynyl butylcarbamate is used. For metalworking fluids, adhesives, textiles, and paper, concentrations between 0.1%and 0.2% are common. The Cosmetic Ingredient Review Expert Panel concluded that iodopropynyl butylcarbamate is safe as a cosmetic ingredient in concentrations less than or equal to 0.1%and that it should not be used in products intended to be aerosolized. By 1996, iodopropynyl butylcarbamate was used in 122 formulations reported to the United States Food and Drug Administration. Iodopropynyl butylcarbamate is found in a wide variety of occupational and consumer products, including shampoos, lotions, powders, makeup, baby products, paints, coatings, metalworking fluids, household products, cooling water, building materials, and contact lenses. It is an irritant, although at low concentrations few problems have been reported.
Check Digit Verification of cas no
The CAS Registry Mumber 55406-53-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,5,4,0 and 6 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 55406-53:
(7*5)+(6*5)+(5*4)+(4*0)+(3*6)+(2*5)+(1*3)=116
116 % 10 = 6
So 55406-53-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H12INO2/c1-2-3-6-10-8(11)12-7-4-5-9/h2-3,5-6H2,1H3,(H,10,11)
55406-53-6Relevant articles and documents
Preparation method for iodopropynyl butylcarbamate
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Paragraph 0007; 0021-0024, (2018/05/07)
The invention discloses a preparation method for iodopropynyl butylcarbamate, belonging to the technical field of preparation technology for wide-spectrum bactericides. The preparation method comprises the following steps: dissolving bicarbonate and halogen propyne in an organic solvent, carrying out a reaction under a reflux condition so as to obtain 1-hydroxy-3-propyne formate, and subjecting 1-hydroxy-3-propyne formate to acid dehydration and iodine oxidation so as to directly prepare the final product iodopropynyl butylcarbamate. The preparation method uses cheap and easily available raw materials, is simple in reaction steps, high in yield, almost free of pollution, free of harsh and dangerous reaction conditions and suitable for domestic mass production, and the prepared iodopropynylbutylcarbamate is easy to purify.
PROCESS FOR THE SYNTHESIS OF IODOPROPYNYL BUTYLCARBAMATE IN AN AQUEOUS SOLUTION OF A SUITABLE SURFACTANT
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Page/Page column 10-11; 12-13, (2008/06/13)
A process for the manufacture of iodopropynyl butylcarbamate (IPBC) is disclosed wherein the subject reaction is carried out in an aqueous solution of a suitable surfactant. The iodination reactant is metallic iodide salt which serves as a donor of I+ ions. The I+ ion is generated on an as needed basis, during the reaction sequence, hence the formation of undesirable isomers of IPBC are minimized. The process of this invention produces a highly purified IPBC having, preferably, a low moisture content (wet-cake). The IPBC produced by such a process is also disclosed herein.
Process for the preparation of iodoalkynyl carbamates
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, (2008/06/13)
In preparing an iodoalkynyl carbamate by iodinating an alkynyl carbamate with iodine monochloride in water or a solvent mixture composed of water and an organic solvent in the presence of a base, the iodoalkynyl carbamate can be obtained in a yield of as high as 96 to 98% by using the alkynyl carbamate in a concentration of 5 to 20% by weight, dissolving the iodine monochloride in an aqueous solution of hydrochloric acid or an aqueous solution of an alkali metal chloride (the amount of iodine monochloride used being within the range of 1.0 to 1.2 moles per mole of the alkynyl carbamate and the amount of base used being within the range of 0.95 to 2.00 gram equivalents per mole of iodine monochloride), and carrying out the reaction at a temperature of 10° to 40° C. for a period of 1 to 4 hours. According to this process, highly pure iodoalkynyl carbamates which are useful as industrial germicides can be prepared with good selectivity and in high yield.
