Skip to Content
Merck
All Photos(3)

Key Documents

381586

Sigma-Aldrich

Methyl 1-(butylcarbamoyl)-2-benzimidazolecarbamate

95%

Synonym(s):

Benomyl, NSC 263489

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C14H18N4O3
CAS Number:
Molecular Weight:
290.32
Beilstein:
825455
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

form

solid

mp

>300 °C (lit.)

functional group

amine

SMILES string

CCCCNC(=O)n1c(NC(=O)OC)nc2ccccc12

InChI

1S/C14H18N4O3/c1-3-4-9-15-13(19)18-11-8-6-5-7-10(11)16-12(18)17-14(20)21-2/h5-8H,3-4,9H2,1-2H3,(H,15,19)(H,16,17,20)

InChI key

RIOXQFHNBCKOKP-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Methyl 1-(butylcarbamoyl)-2-benzimidazolecarbamate (Benomyl) is widely employed for the treatment of various fungal diseases in agriculture. It has been reported as an active constituent of DuPont Benlate fungicidal formulations. Kinetics of the degradation of benomyl in various organic solvents has been investigated by spectrophotometric methods. N,N′-Dibutylurea (DBU) has been reported as the major metabolite of benomyl.

Application

Methyl 1-(butylcarbamoyl)-2-benzimidazolecarbamate may be used as standard reagent for the HPLC quantification of benomyl in water, sediment and biota samples.

Signal Word

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Muta. 1B - Repr. 1B - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Jayne Aiken et al.
Cytoskeleton (Hoboken, N.J.), 77(3-4), 40-54 (2019-10-02)
The neuronal cytoskeleton performs incredible feats during nervous system development. Extension of neuronal processes, migration, and synapse formation rely on the proper regulation of microtubules. Mutations that disrupt the primary α-tubulin expressed during brain development, TUBA1A, are associated with a
A L Loyd et al.
PloS one, 13(7), e0199738-e0199738 (2018-07-19)
Ganoderma is a large, diverse and globally-distributed genus in the Basidiomycota that includes species causing a white rot form of wood decay on a variety of tree species. For the past century, many studies of Ganoderma in North America and
Kinetic study of reversible conversion of methyl 1-(butylcarbamoyl)-2-benzimidazolecarbamate (benomyl) to methyl 2-benzimidazolecarbamate (MBC) and n-butyl isocyanate (BIC) in organic solvents.
Chiba M and Cherniak EA.
Journal of Agricultural and Food Chemistry, 26(3), 573-576 (1978)
J K Tolson et al.
Journal of agricultural and food chemistry, 47(3), 1217-1222 (1999-12-20)
Benomyl [methyl 1-(butylcarbamoyl)-2-benzimidazolecarbamate] is the active ingredient in DuPont Benlate fungicides. The formation of N, N'-dibutylurea (DBU), a phytotoxic degradation product of benomyl, in Benlate formulations was evaluated by analyzing Benlate samples maintained under simulated storage conditions and assessing the
Analysis of benomyl by liquid chromatography/time-of-flight mass spectrometer and its occurrence in the environment.
Seo YC, et al.
Bull. Korean Chem. Soc., 23(3), 432-436 (2002)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service