Synthesis
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METHYL 3-OXOTETRADECANOATE

Synthesis
Product Name
METHYL 3-OXOTETRADECANOATE
CAS No.
22348-97-6
Chemical Name
METHYL 3-OXOTETRADECANOATE
Synonyms
Orlistat Impurity 61;Metyl lauroyl acetate;Methyl β-KetoMyristate;Methyl b-ketomyristate;Methyl Lauroyl Acetate;METHYL 3-OXOTETRADECANOATE;METHYL 3-KETOTETRADECANOATE;3-Oxomyristic acid methyl ester;3-Ketomyristic acid methyl ester;3-Oxotetradecanoic acid methyl ester
CBNumber
CB7187955
Molecular Formula
C15H28O3
Formula Weight
256.38
MOL File
22348-97-6.mol
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METHYL 3-OXOTETRADECANOATE Property

Melting point:
29-30°C
Boiling point:
137-139 °C(Press: 0.9 Torr)
Density 
0.926±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form 
Solid
pka
10.65±0.46(Predicted)
color 
Light Yellow to Yellow
LogP
5.500 (est)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
M325865
Product name
Methyl3-Oxotetradecanoate
Packaging
500mg
Price
$130
Updated
2021/12/16
Matrix Scientific
Product number
089325
Product name
Methyl 3-oxotetradecanoate
Packaging
1g
Price
$151
Updated
2021/12/16
Matrix Scientific
Product number
089325
Product name
Methyl 3-oxotetradecanoate
Packaging
5g
Price
$670
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0067306
Product name
METHYL 3-OXOTETRADECANOATE
Purity
95.00%
Packaging
1G
Price
$739.2
Updated
2021/12/16
AK Scientific
Product number
Q506
Product name
Methyl3-Oxotetradecanoate
Packaging
5g
Price
$873
Updated
2021/12/16
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METHYL 3-OXOTETRADECANOATE Chemical Properties,Usage,Production

Synthesis

The carboxylic acid (13.8 g, 69 mmol, 1.0 equivalents) was dissolved in dry THF under an inert atmosphere and cooled to 0 ºC. CDI (13.4 g, 83 mmol, 1.2 equivalents) was then added in small portions over several minutes. After 10 min, the reaction was allowed to warm slowly to room temperature and was then stirred for 1 h. In a separate flflask, monomethyl malonate (9.8g, 83 mmol, 1.2 equivalents) was dissolved in THF under an inert atmosphere and cooled to −78 ºC. To this solution was added dibutylmagnesium (1.0 M in heptane, 0.6 equivalents). A white solid formed instantly on addition of the base. After 10 min, the reaction was warmed to room temperature and stirred for 1 h. The acylimidazole was then added by cannula to the flflask containing the magnesium salt. The resulting slurry was stirred for  3 days. The reaction mixture was then concentrated on a rotary evaporator and the residue redissolved in EtOAc. The resulting solution was washed with 1.2 M HCl, saturated aqueous NaHCO3, and brine. The organic phase was dried over sodium sulfate, fifiltered, concentrated, and the residue purifified by flflash chromatography (7:1 hexanes:EtOAc) to give the β-keto ester (14.7g, 83%).

Reference: Durham, T. B.; Miller, M. J. J. Org. Chem. 2003, 68, 27–34.

Chemical Properties

Yellow Crystalline Solid

Uses

Methyl 3-Oxotetradecanoate (cas# 22348-97-6) is a compound useful in organic synthesis.

METHYL 3-OXOTETRADECANOATE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from METHYL 3-OXOTETRADECANOATE manufacturers

Career Henan Chemical Co
Product
METHYL 3-OXOTETRADECANOATE 22348-97-6
Price
US $1.00/KG
Min. Order
1KG
Purity
98%HPLC
Supply Ability
10t
Release date
2019-12-24

22348-97-6, METHYL 3-OXOTETRADECANOATERelated Search:


  • 3-Ketomyristic acid methyl ester
  • 3-Oxomyristic acid methyl ester
  • 3-Oxotetradecanoic acid methyl ester
  • Tetradecanoic acid, 3-oxo-, methyl ester
  • Methyl b-ketomyristate
  • Methyl β-KetoMyristate
  • METHYL 3-KETOTETRADECANOATE
  • METHYL 3-OXOTETRADECANOATE
  • Metyl lauroyl acetate
  • Methyl Lauroyl Acetate
  • Orlistat Impurity 61
  • 22348-97-6
  • 22342-97-6
  • All Aliphatics
  • Aliphatics