Lot numbers can be found on the outside label of a product:
2-(Iodomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 70557-99-2
- Cat. No. CS-W005567
- Purity≥97%
- MDL No.MFCD12405515
*For research and further manufacturing use only, not for direct human use.
Structure of 70557-99-2
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General Information
- CAS No. 70557-99-2
- Cat. No. CS-W005567
- Purity ≥97%
- MDL No. MFCD12405515
- Storage -20°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₁₄BIO₂
- Molecular Weight 267.90
- Synonym(s) Iodomethylboronic acid, pinacol ester
- SMILES CC1(C)C(C)(C)OB(CI)O1
Description
2-(Iodomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane features a reactive iodomethyl group appended to a stable boronate heterocycle. This combination enables direct functionalization in late-stage C–H borylation and Suzuki-Miyaura coupling reactions. The molecule exhibits excellent bench stability and moisture tolerance, facilitating straightforward handling under standard conditions.
Application
2-(Iodomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. Its iodomethyl group enables efficient functionalization at the terminal position, while the stable dioxaborolane moiety facilitates mild reaction conditions and excellent chemoselectivity. The compound exhibits bench stability, ease of handling, and compatibility with diverse functional groups, making it ideal for constructing complex molecular architectures in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
166330-03-6 - ~95%
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In-stock
70557-99-2
References
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Eisai RandD Management Co., Ltd. Patent: EP2062901 A1, 2009 ; Location in patent: Page/Page column 21-22 ;
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Route2
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In-stock
76-09-5 -
167967-38-6 - ~98%
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In-stock
70557-99-2
References
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Hume, Paul A.; Furkert, Daniel P.; Brimble, Margaret A. Organic Letters, 2013 , vol. 15, # 17 p. 4588 - 4591
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Route3
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In-stock
76-09-5
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75-11-6
- ~49%
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In-stock
70557-99-2
References
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Schnabel, Christoph; Sterz, Katja; Mueller, Henrik; Rehbein, Julia; Wiese, Michael; Hiersemann, Martin Journal of Organic Chemistry, 2011 , vol. 76, # 2 p. 512 - 522
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05,GHS07
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Signal Word : Danger
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UN#: 1760
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Class : 8
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Packing Group : Ⅲ
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Hazard Statements : H302-H314
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Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P330-P363-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 18.46
- LogP 2.0528
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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