Lot numbers can be found on the outside label of a product:
Diethyl (iodomethyl)phosphonate
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CAS No. 10419-77-9
- Cat. No. CS-0063910
- Purity≥97%
- MDL No.MFCD00041386
*For research and further manufacturing use only, not for direct human use.
Structure of 10419-77-9
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General Information
- CAS No. 10419-77-9
- Cat. No. CS-0063910
- Purity ≥97%
- MDL No. MFCD00041386
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₁₂IO₃P
- Molecular Weight 278.03
- Synonym(s) Phosphonic acid, P-(iodomethyl)-, diethyl ester
- SMILES ICP(OCC)(OCC)=O
Description
Diethyl (iodomethyl)phosphonate features a reactive iodomethyl group enabling direct C–H functionalization. This phosphonate reagent integrates readily into synthetic sequences requiring selective alkylation, offering high stability and compatibility with diverse reaction conditions.
Application
Diethyl (iodomethyl)phosphonate serves as a versatile synthon for the introduction of both phosphonyl and iodomethyl groups in synthetic organic chemistry. It functions as a key reagent in the synthesis of phosphonate-containing building blocks, enabling efficient C–P bond formation via nucleophilic substitution. Its iodomethyl moiety facilitates subsequent cross-coupling reactions, including Stille and Suzuki-Miyaura processes, while the diethyl phosphonate group exhibits good bench stability and compatibility with common protecting groups. The compound is particularly useful in constructing functionalized heterocycles and peptide-linked phosphonates.
Synthesis
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Route1
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In-stock
31618-90-3 - ~87%
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In-stock
10419-77-9
References
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Balczewski; Pietrzykowski Tetrahedron, 1997 , vol. 53, # 21 p. 7291 - 7304
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Route2
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In-stock
3084-40-0 - ~%
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In-stock
10419-77-9
References
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Tetrahedron, , vol. 53, # 21 p. 7291 - 7304
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Route3
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75-11-6 -
122-52-1
- ~%
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In-stock
10419-77-9
References
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Zhurnal Obshchei Khimii, vol. 6, p. 284 Chem. Zentralbl., , vol. 107, # II p. 3660
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Safety Information
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GHS Pictogram :
N/A
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GHS No : N/A
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Signal Word : N/A
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : N/A
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Precautionary Statements : N/A
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Quality Control
Computational Chemistry Data
- TPSA 35.53
- LogP 2.645
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 5
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