≥95%, isomeric mixture for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships FedEx DG Service Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 15 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
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.
| Pubchem Sid | 488183086 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488183086 |
| Canonical Smiles | CCCCNC(=O)N1C2=CC=CC=C2N=C1NC(=O)OC |
| IUPAC Name | methyl N-[1-(butylcarbamoyl)benzimidazol-2-yl]carbamate |
| InChIKey | RIOXQFHNBCKOKP-UHFFFAOYSA-N |
| 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) |
| Isomeric SMILES | CCCCNC(=O)N1C2=CC=CC=C2N=C1NC(=O)OC |
| UN Number | 3077 |
| Packing Group | III |
| Molecular Weight | 290.32 |
| Reaxy-Rn | 825455 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=825455&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Benzimidazoles |
| Subclass | 2-benzimidazolylcarbamic acid esters |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 2-benzimidazolylcarbamic acid esters |
| Alternative Parents | Carbonylimidazoles N-substituted imidazoles Benzenoids Heteroaromatic compounds Carbamate esters Ureas Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | 2-benzimidazolylcarbamic acid ester - Imidazole-1-carbonyl group - N-substituted imidazole - Benzenoid - Azole - Imidazole - Carbamic acid ester - Heteroaromatic compound - Urea - Carbonic acid derivative - Azacycle - Organopnictogen compound - Carbonyl group - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as 2-benzimidazolylcarbamic acid esters. These are aromatic heteropolycyclic compounds that contain a carbamic acid ester group, which is N-linked to the C2-atom of a benzimidazole moiety. |
| External Descriptors | Carbamate pesticides - Carbamate fungicides |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 G23131043 | Certificate of Analysis | Apr 07, 2026 | M432240 |
| G23131062 | Certificate of Analysis | Apr 07, 2026 | M432240 |
| A2620147 | Certificate of Analysis | Apr 20, 2023 | M432240 |
| G23131061 | Certificate of Analysis | Apr 20, 2023 | M432240 |
| G23131124 | Certificate of Analysis | Apr 20, 2023 | M432240 |
| Melt Point(°C) | >300°C |
|---|---|
| Molecular Weight | 290.320 g/mol |
| XLogP3 | 2.100 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 5 |
| Exact Mass | 290.138 Da |
| Monoisotopic Mass | 290.138 Da |
| Topological Polar Surface Area | 85.300 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 377.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Dong Liu, Qingfa Gong, Xixi Xu, Shuyun Meng, Yuye Li, Tianyan You. (2023) Photoelectrochemical aptasensor based on cascade dual Z-scheme CdTe-polyaniline@MoS2 heterostructure for the sensitive carbendazim detection. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, [PMID:] [10.1016/j.jelechem.2023.117143] |
| 2. Wang Zile, Zhang Liang, Yang YanHong, Zhang Huixia, Zhang Weichunbai, Zheng Pimiao, Jiang Haiyang. (2022) Rational hapten design and establishment of broad-spectrum indirect competitive enzyme-linked immunosorbent assay for benzimidazoles monitoring in milk. Food Quality and Safety, [PMID:] [10.1093/fqsafe/fyac072] |
| 3. Wei Zhong, Jin Zou, Qi Yu, Yansha Gao, Fengli Qu, Shuwu Liu, Hui Zhou, Limin Lu. (2022) Ultrasensitive indirect electrochemical sensing of thiabendazole in fruit and water by the anodic stripping voltammetry of Cu2+ with hierarchical Ti3C2Tx-TiO2 for signal amplification. FOOD CHEMISTRY, [PMID:36179525] [10.1016/j.foodchem.2022.134379] |
| 4. Wei Zhong, Jin Zou, Yanyu Xie, Jing Yang, Mingfang Li, Shuwu Liu, Yansha Gao, Xiaoqiang Wang, Limin Lu. (2022) Three-dimensional nano-CuxO-MWCNTs-COOH/MXene heterostructure: An efficient electrochemical platform for highly sensitive and selective sensing of benomyl in fruit samples. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, [PMID:] [10.1016/j.jelechem.2022.116586] |
| 5. Bo Zhang, Qijie Chen, Dongmin Liu, Fang Fang, Mingwei Mu, Yufei Xie, Yishan Kuang, Jianhui Wang, Guozhen Fang. (2022) Heterogeneous sensitization from nanoporous gold and titanium carbide (MXene) combining with molecularly imprinted polymers for highly sensitive and specific sensing detection of thiabendazole. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2022.132159] |
| 6. Zhangxun Wang, Hong Zhu, Yuran Cheng, Yuanyuan Jiang, Yuandong Li, Bo Huang. (2019) The Polyubiquitin Gene MrUBI4 Is Required for Conidiation, Conidial Germination, and Stress Tolerance in the Filamentous Fungus Metarhizium robertsii. Genes, 10 (6): (412). [PMID:31146457] [10.3390/genes10060412] |
| 7. Xiao Li, Kaili Zhong, Ziyi Yin, Jiexiong Hu, Wenhao Wang, Lianwei Li, Haifeng Zhang, Xiaobo Zheng, Ping Wang, Zhengguang Zhang. (2019) The seven transmembrane domain protein MoRgs7 functions in surface perception and undergoes coronin MoCrn1-dependent endocytosis in complex with Gα subunit MoMagA to promote cAMP signaling and appressorium formation in Magnaporthe oryzae. PLoS Pathogens, 15 (2): (e1007382). [PMID:30802274] [10.1371/journal.ppat.1007382] |
| 8. Qing Tang, Jing Zhang, Tao Sun, Cheng-Hui Wang, Ying Huang, Qingdi Zhou, Gang Wei. (2017) A turn-on supramolecular fluorescent probe for sensing benzimidazole fungicides and its application in living cell imaging. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:29055754] [10.1016/j.saa.2017.10.042] |
| 9. Xiao Li, Chuyun Gao, Lianwei Li, Muxing Liu, Ziyi Yin, Haifeng Zhang, Xiaobo Zheng, Ping Wang, Zhengguang Zhang. (2017) MoEnd3 regulates appressorium formation and virulence through mediating endocytosis in rice blast fungus Magnaporthe oryzae. PLoS Pathogens, 13 (6): (e1006449). [PMID:28628655] [10.1371/journal.ppat.1006449] |
| 10. Xuemei He, Xiaoyao Luo, Licheng Chen, Yanxia Li, Tingting Sun, Wei Xiao, Wenmin Wang, Jianhua Xiong, Xiaoning Liao. (2025) Gold nanoparticles and carboxylated carbon nanotubes co-functionalized black phosphorene for ultrasensitive electrochemical detection of benomyl residues. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, [PMID:] [10.1016/j.jfca.2025.108043] |
| 11. Qian Liu, Xiaoying Yang, Longhui Luo, Wei Tian, Chao Kang, Tao Sun, Yuegang Chen, Juan Tao, Dongmei Chen. (2025) Rapid detection of benzimidazole fungicides by electrostatic self-assembly of MXene@PEI@AgNPs composite SERS substrate combined with chemometrics. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, [PMID:] [10.1016/j.jfca.2025.108171] |
| 12. Chengxi Zhu, Dong Liu, Zhi Chen, Libo Li, Tianyan You. (2019) An ultra-sensitive aptasensor based on carbon nanohorns/gold nanoparticles composites for impedimetric detection of carbendazim at picogram levels. JOURNAL OF COLLOID AND INTERFACE SCIENCE, [PMID:30904688] [10.1016/j.jcis.2019.03.035] |
| 13. Binbin Zhou, Xinyi Li, Xiaoqi Zheng, Meng Liang, Zitong Yang, An Liu, Liang Chen. (2025) A self-reporting electrochemical sensor for carbendazim in food based on magnetic molecularly imprinted MOFs. FOOD CHEMISTRY, [PMID:40393228] [10.1016/j.foodchem.2025.144789] |
| 14. Siting Peng, Wendi Xiao, Liwei Gao, Junyuan Shi, Dingfeng Wang, Junjie Pan, Houwen Hu, Da Chen. (2026) A versatile dual-excitation carbon dots for simultaneous detection and discrimination of flavonoids in dietary and herbal sources. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2026.117273] |
| 15. Jinyao Chen, Ming Zhang, Yeji Wang, Zhiyu Xie, Fei Yang, Hongjun Yu, Di Zhang, Min Fang, Xiaoyi Luan, Xueyang Jin, Xue Wang, Yanan Qiao, Shicun Zheng, Xiuyun Li, Wenqiang Chang, Hongxiang Lou. (2026) Exporter Mdr1 as an importer is an achilles’ heel for combating drug-resistant Candida. Cell Chemical Biology, 33 (2): (227-240). [PMID:41720080] [10.1016/j.chembiol.2026.01.009] |
