Iodopropynyl butylcarbamate
[CAS# 55406-53-6]

Identification

• Classification: Organic raw materials >> Amino compound >> Oxy-containing amino compound
• Name: Iodopropynyl butylcarbamate
• Synonyms: 3-Iodo-2-propynyl butylcarbamate; 3-Iodo-2-propynyl N-butylcarbamate; 3-Iodopropynyl butylcarbamate; ASC 67000
• Molecular Formula: C₈H₁₂INO₂
• Molecular Weight: 281.09
• CAS Registry Number: 55406-53-6 (85045-09-6)
• EC Number: 259-627-5
• SMILES: CCCCNC(=O)OCC#CI

Properties

• Melting point: 64-68 ºC

Safety Data

• Hazard Symbols: GHS05;GHS06;GHS07;GHS08;GHS09 Danger
• Hazard Statements: H302+H332-H302-H315-H317-H318-H331-H332-H335-H372-H400-H410
• Precautionary Statements: P260-P261-P264-P264+P265-P270-P271-P272-P273-P280-P301+P317-P302+P352-P304+P340-P305+P354+P338-P316-P317-P319-P321-P330-P332+P317-P333+P317-P362+P364-P391-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Serious eye damage	Eye Dam.	1	H318
Acute toxicity	Acute Tox.	4	H302
Acute toxicity	Acute Tox.	4	H332
Skin sensitization	Skin Sens.	1	H317
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Acute toxicity	Acute Tox.	3	H331
Specific target organ toxicity - repeated exposure	STOT RE	1	H372
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin irritation	Skin Irrit.	2	H315
Acute toxicity	Acute Tox.	3	H301
Specific target organ toxicity - single exposure	STOT SE	3	H336
Eye irritation	Eye Irrit.	2	H319
Acute toxicity	Acute Tox.	4	H312

Discovory and Applicatios

Iodopropynyl butylcarbamate is a chemical compound recognized for its role as a potent biocide and preservative. It was first introduced in the 1980s as part of a class of antimicrobial agents designed to prevent microbial growth in various products. Its discovery was driven by the need for effective preservation solutions in industrial and consumer products, particularly where traditional biocides were less effective or posed safety concerns.

The chemical structure of iodopropynyl butylcarbamate consists of a propynyl group attached to a butylcarbamate moiety with iodine incorporated into the structure. This unique configuration contributes to its high efficacy as a biocide. The iodine atom plays a crucial role in its antimicrobial activity, making it effective against a broad spectrum of bacteria, fungi, and algae.

One of the primary applications of iodopropynyl butylcarbamate is in the preservation of personal care products. It is widely used in cosmetics and toiletries such as shampoos, lotions, and creams to inhibit microbial contamination and extend shelf life. Its inclusion in these products ensures that they remain safe and effective for prolonged periods, thereby protecting consumers from potential infections and spoilage.

In addition to personal care products, iodopropynyl butylcarbamate is utilized in various industrial applications. It is added to paints, coatings, and adhesives to prevent microbial growth that can degrade product performance and appearance. Its presence in these formulations helps maintain the integrity of the products during storage and use.

Another significant application is in the preservation of building materials. Iodopropynyl butylcarbamate is incorporated into materials such as wood and textiles to protect them from fungal decay and other forms of microbial deterioration. This use is particularly important in environments where moisture and organic materials create conditions conducive to microbial growth.

Despite its effectiveness, iodopropynyl butylcarbamate has faced scrutiny regarding its safety profile. Its use has been regulated to ensure that it is applied at safe concentrations and does not pose significant health risks to consumers. Regulatory agencies have established guidelines to monitor and manage its application in consumer and industrial products, balancing its efficacy with safety considerations.

Overall, iodopropynyl butylcarbamate represents a significant advancement in the field of biocides and preservatives. Its discovery and application have enhanced the stability and safety of various products across multiple industries, demonstrating its importance as a versatile and effective antimicrobial agent.

References

2019. Patch test reactivity to iodopropynyl butylcarbamate in consecutive patients during a period of 7 years. Contact Dermatitis.
DOI: 10.4856/cod.32.1

2019. Critical view on the possibility of color changes prediction in the surfaces of painted wood exposed outdoors using accelerated weathering in Xenotest. Journal of Coatings Technology and Research.
DOI: 10.1007/s11998-018-0125-9

2018. Mixture toxicity assessment of a biocidal product based on reproduction and avoidance behaviour of the collembolan Folsomia candida. Ecotoxicology and Environmental Safety.
DOI: 30205330