Lot numbers can be found on the outside label of a product:
2-Bromoethyl trifluoromethanesulfonate
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CAS No. 103935-47-3
- Cat. No. CS-0135337
- Purity≥98%
- MDL No.MFCD11656439
*For research and further manufacturing use only, not for direct human use.
Structure of 103935-47-3
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General Information
- CAS No. 103935-47-3
- Cat. No. CS-0135337
- Purity ≥98%
- MDL No. MFCD11656439
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₃H₄BrF₃O₃S
- Molecular Weight 257.03
- Synonym(s) Trifluoro-methanesulfonic acid 2-bromo-ethyl ester
- SMILES O=S(C(F)(F)F)(OCCBr)=O
Description
2-Bromoethyl trifluoromethanesulfonate is a highly reactive alkylating agent featuring a triflate leaving group and a bromoethyl handle. This combination enables efficient C–C bond formation in synthetic organic chemistry, particularly in nucleophilic substitution reactions under mild conditions. The molecule's bench-stable nature supports reliable handling in process development workflows.
Application
2-Bromoethyl trifluoromethanesulfonate serves as a versatile bifunctional electrophile, enabling efficient ring closure to form ethylene oxide derivatives under mild conditions. Its triflate group provides excellent leaving-group ability, facilitating nucleophilic substitution with amines, thiols, and carbanions. The molecule exhibits good bench stability and compatibility with diverse functional groups, making it a practical choice for constructing heterocyclic scaffolds and incorporating ether linkages in complex synthetic sequences.
Synthesis
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Route1
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358-23-6 -
540-51-2
- ~84%
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In-stock
103935-47-3
References
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UCB PHARMA S.A. Patent: WO2009/153554 A1, 2009 ; Location in patent: Page/Page column 62 ; WO 2009/153554 A1
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Route2
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108-48-5
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141072-57-3
- ~74%
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In-stock
103935-47-3
References
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Franzini, Maurizio; Beltrami, Andrea; Calabi, Luisella; Maiocchi, Alessandro; Virtuani, Mario; Anelli, Pier Lucio; Ramalingam, Kondareddiar; Ranganathan, Ramachandran S. Patent: US2003/13859 A1, 2003 ;
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Route3
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54509-73-8
- ~%
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In-stock
103935-47-3
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106-93-4
References
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Zefirov, N. S.; Koz'min, A. S.; Sorokin, V. D.; Zhdankin, V. V. Journal of Organic Chemistry USSR (English Translation), 1982 , vol. 18, p. 1546 - 1547 Zhurnal Organicheskoi Khimii, 1982 , vol. 18, # 8 p. 1768 - 1769
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05,GHS06
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Signal Word : Danger
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UN#: 2927
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Class : 6.1 (8)
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Packing Group : Ⅱ
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Hazard Statements : H301+H311+H331-H314
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Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P330+P331-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P330-P361+P364-P363-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 43.37
- LogP 1.2475
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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