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521949

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
Pricing and availability is not currently available.

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[1] and anti-microbial agent.[2] IPBC can be encapsulated in polystrene/polycaprolactone blend in the form microspheres. The microspheres were tested for invitro antifouling activity.[3]

Signal Word

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 Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR1844
MKCS2994
MKCS5975
MKCQ5573
MKCM7725

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M Frauen et al.
Journal of pharmaceutical and biomedical analysis, 25(5-6), 965-970 (2001-05-30)
A simple, rapid and reproducible method for identification and quantification of iodopropynyl butylcarbamate (IPBC) in different cosmetic formulations is presented. The determination was carried out using a high-performance liquid chromatography (HPLC) procedure on a reversed phase column coupled to a
L E Bryld et al.
Contact dermatitis, 44(5), 276-278 (2001-04-12)
Results from 3 1/2 years of routine patch testing with 3-iodo-2-propynyl-butylcarbamate (IPBC) are presented. From 1996 to 1999, a total of 3168 persons (2093 women and 1075 men) were patch tested with IPBC, and 7 cases were found to be
Allergic contact dermatitis from 3-iodo-2-propynyl-butylcarbamate in a cosmetic cream.
M Pazzaglia et al.
Contact dermatitis, 41(5), 290-290 (1999-12-20)
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
Keith B Tierney et al.
Aquatic toxicology (Amsterdam, Netherlands), 79(2), 149-157 (2006-07-21)
To determine whether the carbamate fungicide IPBC alters the olfactory-mediated behavioral and physiologic alarm responses of coho salmon parr (Oncorhynchus kisutch), groups of coho were exposed to skin extract (an alarm pheromone source) under a variety of conditions. In the
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