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Sigma-Aldrich

3-Iodo-2-propynyl N-butylcarbamate

97%

Synonym(s):

1-Iodoprop-1-yn-3-yl N-n-butylcarbamate, 3-Iodoprop-2-yn-1-yl N-butylcarbamate, 3-Iodoprop-2-yn-1-yl butylcarbamate, 3-Iodopropargyl n-butylcarbamate

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About This Item

Linear Formula:
CH3(CH2)3NHCO2CH2C≡Cl
CAS Number:
55406-53-6
Molecular Weight:
281.09
EC Number:
259-627-5
MDL number:
MFCD00072438
UNSPSC Code:
12352100
PubChem Substance ID:
24874236
NACRES:
NA.22

Quality Level

100

assay

97%

mp

64-68 °C (lit.)

functional group

amine
iodo

SMILES string

CCCCNC(=O)OCC#CI

InChI

1S/C8H12INO2/c1-2-3-6-10-8(11)12-7-4-5-9/h2-3,6-7H2,1H3,(H,10,11)

InChI key

WYVVKGNFXHOCQV-UHFFFAOYSA-N

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General description

3-Iodo-2-propynyl N-butylcarbamate is also referred to as iodopropynyl butylcarbamate (IPBC). It is widely used as antifungal and anti-microbial agent. IPBC can be encapsulated in polystrene/polycaprolactone blend in the form microspheres. The microspheres were tested for invitro antifouling activity.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Sens. 1 - STOT RE 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR1844
MKCS2994
MKCS5975
MKCQ5573
MKCM7725

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Hisato Ishikawa et al.
Chemical & pharmaceutical bulletin, 61(4), 438-444 (2013-04-03)
Quinoxaline derivatives having bis(fluoromethyl), bis(chloromethyl), or bis(iodomethyl) groups at the 2- and 3-positions, and various electron-donating/withdrawing substituents at the 6- and/or 7-positions, were synthesized. Their antibacterial and antifungal activities were evaluated by means of minimum inhibitory concentration assays. The relationships
Assessment and characterization of antifungal and antialgal performances for biocide-enhanced linear low-density polyethylene.
Gitchaiwat A, et al.
Journal of Applied Polymer Science, 128(1), 371-379 (2013)
Charlotte Devantier Jensen et al.
Contact dermatitis, 48(3), 155-157 (2003-05-21)
3-Iodo-2-propynyl-butylcarbamate (IPBC) is a fungicide used in both industrial products and cosmetics. We report the first case of allergic contact dermatitis from airborne exposure to this preservative. A 34-year-old female production worker at a paint factory developed dermatitis on air-exposed
Luca Vezzaro et al.
The Science of the total environment, 409(13), 2597-2606 (2011-04-19)
Urban water managers need to estimate the potential removal of organic micropollutants (MP) in stormwater treatment systems to support MP pollution control strategies. This study documents how the potential removal of organic MP in stormwater treatment systems can be quantified
J Brasch et al.
The British journal of dermatology, 151(3), 608-615 (2004-09-21)
Iodopropynyl butylcarbamate (IPBC) is a new preservative in medical and cosmetic leave-on products. Although cases of allergic contact dermatitis to IPBC have been reported, it is not known whether the usual test concentration of 0.1% is appropriate for screening tests
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