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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:
Molecular Weight:
281.09
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

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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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
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
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)

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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