Iodocarb

Structural formula
General
Surname	Iodocarb
other names	IPBC; 3-iodopropargyl N -butyl carbamate; 3-iodo-2-propynyl butyl carbamate; 3-iodo-2-propynyl butyl carbamate; Biodocarb;
Molecular formula	C 8 H 12 INO 2
Brief description	flammable powder with a pungent odor
External identifiers / databases
EC number	259-627-5
ECHA InfoCard	100.054.188
PubChem	62097
Wikidata	Q2928998
properties
Molar mass	281.09 g mol −1
Physical state	firmly
density	1.71 g cm −3
Melting point	65-67 ° C ; 55-66 ° C;
solubility	very sparingly soluble in water (0.168 g l −1 at 25 ° C)
safety instructions
H and P phrases	H: 302-331-317-318-372-410
	P: 261-273-280-304 + 340 + 310-305 + 351 + 338-311-403 + 233
MAK	Switzerland: 0.01 ml m −3 or 0.12 mg m −3
Toxicological data	1500 mg kg −1 ( LD 50 , rat , oral ) ; 2000 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Iodocarb or 3-iodo-2-propynylbutylcarbamate is a chemical compound from the group of carbamates . It is used as a fungicide and wood preservative against brown rot , white rot and blue stain . Iodocarb is not used in crop protection, but it is one of the most common active ingredients in wood protection.

Iodocarb is also used as a fungicide in cosmetics and cooling lubricants .

Extraction and presentation

Iodocarb is traditionally obtained by adding propargyl alcohol to n -butyl isocyanate and then iodination. Instead, 1-iodobutane and potassium cyanate can be reacted with one another to form n-butyl isocyanate in a one-pot reaction and then, after reaction with propargyl alcohol, they can be electrochemically iodized with the iodide released in the first step with the addition of sodium hypochlorite . This saves you having to deal with the dangerous n-butyl isocyanate.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f Entry on 3-iodo-2-propynylbutylcarbamate in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .
↑ ^a ^b ^c ^d Reregistration Eligibility Decision (RED): 3-Iodo-2-propynylbutylcarbamate (IPBC) (PDF; 410 kB) p. 19.
↑ ^a ^b Entry on (3-iodoprop-2-ynyl) -N-butylcarbamate. In: Römpp Online . Georg Thieme Verlag, accessed on January 10, 2015.
↑ Entry on 3-iodo-2-propynyl butylcarbamate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 55406-53-6 or Iodocarb ), accessed on November 2, 2015.
↑ Approved wood preservatives
↑ Production-integrated environmental protection in the manufacture of the protection and preservative iodine propynyl butyl carbamate (IPBC) using recycled fine chemicals from material cycles

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f Entry on 3-iodo-2-propynylbutylcarbamate in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .

[epa-2] Reregistration Eligibility Decision (RED): 3-Iodo-2-propynylbutylcarbamate (IPBC) (PDF; 410 kB) p. 19.

[roempp-3] Entry on (3-iodoprop-2-ynyl) -N-butylcarbamate. In: Römpp Online . Georg Thieme Verlag, accessed on January 10, 2015.

[CLP_100.054.188-4] Entry on 3-iodo-2-propynyl butylcarbamate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[5] Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 55406-53-6 or Iodocarb ), accessed on November 2, 2015.

[baua-6] Approved wood preservatives

[dbu-7] Production-integrated environmental protection in the manufacture of the protection and preservative iodine propynyl butyl carbamate (IPBC) using recycled fine chemicals from material cycles