Home Cart Sign in  
Chemical Structure| 2553-17-5 Chemical Structure| 2553-17-5
Chemical Structure| 2553-17-5

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of 9-Oxononanoic acid

CAS No. :2553-17-5
Formula : C9H16O3
M.W : 172.22
SMILES Code : O=C(O)CCCCCCCC=O
MDL No. :MFCD05864080
InChI Key :WLGDDELKYAWBBL-UHFFFAOYSA-N
Pubchem ID :75704

Safety of 9-Oxononanoic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 9-Oxononanoic acid

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 2553-17-5 ]

[ 2553-17-5 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 3788-56-5 ]
  • [ 123-99-9 ]
  • [ 2553-17-5 ]
  • 2
  • [ 2553-17-5 ]
  • [ 3788-56-5 ]
YieldReaction ConditionsOperation in experiment
56% With sodium tetrahydroborate; In 1,4-dioxane; at 0 - 20℃; A solution of 0.8 g (4.65 mmol) of 7 in dioxane (8 mL) was treated with 0.2 g (50 mmol) of sodium borohydride in small portions with cooling in ice-water. the mixture then stirred at room temperature overnight, until TLC monitoring indicated completion and poured over crushed ice. Acidify the mixture by HCl 37% to consume the excess NaBH4. The product was extracted with 3 ×40 mL ether and The organic layers were combined, washed with water (1 × 30 mL), brine (1 × 30mL), and dried over Na2SO4. The solvent removed under reduced pressure and then purified by column chromatography (1:1 hexanes: ethyl acetate) to give pure 1 as a white solid (460 g, 2.64 mmol, 56 %). m.p. 51C. IR spectrum (cm-1): 3334, 2931, 2852, 1692 cm-1. 1H NMR (300 MHz,CDCl3) delta 6.07 (m, 2H, CH2OH and COOH), 3.63 (t, 2H, J = 6.6 Hz, CH2OH), 2.33 (t, 2H, J = 7.5Hz, CH2COOH), 1.62 (m, 4H, CH2CH2CH2OH and CH2CH2COOH), 1.25-1.32 (m, 8H, CH2). 13CNMR (75 MHz, CDCl3): delta 179.2 (s, COOH), 63.5 (t, CH2OH), 34.3, 32.9, 29.5, 29.3, 26.0, 25.0.
  • 3
  • [ 3788-56-5 ]
  • [ 2553-17-5 ]
YieldReaction ConditionsOperation in experiment
With N-chloro-succinimide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; water; 9-Hydroxynonanoic acid (8; commercially available from Matrix Scientific Corporation, Post Office Box 25067, Columbia, S.C. 29224-5067) is oxidized to aldehyde 9 using catalytic 2,2,6,6-tetramethyl-piperidinoxyl free radical (TEMPO) and stoichiometric N-chlorosuccinimide (NCS) in a rapidly stirring mixture of CH2Cl2, water, and catalytic n-Bu4NHSO4. Conversion of 9 to cis-vinyl iodide 10 is effected using Ph3PCH2I2 and NaN(SiMe3)2 (NaHMDS) in THF/HMPA. Sonogishira coupling of 10 with (3S)-1-octyn-3-ol (11; commercially available from Aldrich Chemical Co., Post Office Box 355, Milwaukee, Wis. 53201) is accomplished using in HNEt2 as solvent using stoichiometric CuI and catalytic Cl2Pd(PPh3)2 provides enyne 2 (R=H). Treatment with CH2N2 in diethyl ether affords the methyl ester 2 (R=CH3), while treatment with Etl and DBU in acetone yields ethyl ester 2 (R=C2H5)
 

Historical Records

Technical Information

Categories