Triethyl phosphonoacetate 98%

Properties

Related Categories	C-C Bond Formation, Chemical Synthesis, Horner-Wadsworth-Emmons Reagents, Olefination, Synthetic Reagents More...
assay	98%
refractive index	n20/D 1.431(lit.)
bp	142-145 °C/9 mmHg(lit.)
density	1.13 g/mL at 25 °C(lit.)

Description

Application

Horner-Emmons-Wadsworth reagent recently used in the synthesis of chiral 2-methylcyclopropanecarboxylic acid from (S)-propylene oxide.⁷

Reactant involved in:
• Horner-Wadsworth-Emmons reactions^1,²
• Intramolecular Heck-type cyclization and isomerizations³
• Tsuji-Trost type reactions⁴
• Intramolecular aryne-ene reactions⁵
• Synthesis of aldehydes⁶

Packaging

100 g in poly bottle

25 g in glass bottle

Price and Availability

Related Papers

1. Stereoselective synthesis of (2S,3R)- and (2R,3S)-iodoreboxetine; potential SPECT imaging agents for the noradrenaline transporter. N. K. Jobson, et al., Org. Biomol. Chem. 6, 2369-2376, (2008)

Documents

Certificate of Analysis

Certificate of Origin

FT-IR Condensed Phase

FT-IR Raman

FT-NMR

Pressure-Temperature Nomograph

Safety Information

Personal Protective Equipment	Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
Hazard Codes (Europe)	N
Risk Statements (Europe)	51/53
Safety Statements (Europe)	61
RIDADR	UN 3082 9/PG 3
WGK Germany	3
RTECS	AG9800000
Flash Point(F)	221 °F
Flash Point(C)	105 °C

Technical information & documentation associated with this product is available in the Safety & Documentation tab.

Papers

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1. Stereoselective synthesis of (2S,3R)- and (2R,3S)-iodoreboxetine; potential SPECT imaging agents for the noradrenaline transporter. N. K. Jobson, et al., Org. Biomol. Chem. 6, 2369-2376, (2008)

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2. Asymmetric total synthesis of the caspase-1 inhibitor (-)-berkeleyamide A. S. J. Kulkarni, et al., J. Org. Chem. 75, 3113-3116, (2010)

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3. Potassium tert-butoxide mediated Heck-type cyclization/isomerization-benzofurans from organocatalytic radical cross-coupling reactions. M. Rueping, et al., Chem. Commun. (Camb.) 47, 10629-10631, (2011)

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4. T. Sengoku, et al., Synlett 12, 1766-1768, (2011)

5. Intramolecular aryne-ene reaction: synthetic and mechanistic studies. D. A. Candito, et al., J. Am. Chem. Soc. 133, 14200-14203, (2011)

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6. T. Borg, et al., Adv. Synth. Catal. 353, 2022-2036, (2011)

7. Org. Process Res. Dev. 11, 689, (2007)

Beil. 4,IV,3613

Fieser 1,1216 / Fieser 6,612 / Fieser 12,527 / Fieser 13,322

Corp MSDS 1 (2), 3436:B / FT-IR 2 (1), 1566:D / FT-IR 1 (1), 918:A / FT-NMR 1 (1), 1486:C / IR-Spectra (2), 489:F / IR-Spectra (3), 552:B / NMR-Reference 2 (2), 870:A / RegBook 1 (1), 1107:H / Sax 6, 1334 / Sigma FT-IR 1 (2), 945:D / Structure Index 1, 171:C:6