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Dimethyl glutaconate

Product Name
Dimethyl glutaconate
CAS No.
5164-76-1
Chemical Name
Dimethyl glutaconate
Synonyms
Nsc30046;DIMETHYL GLUTACONATE;Diemthyl glutaconate;DIMETHYL 2-PENTENOATE;DiMethyl pent-2-enedioate;1,5-Dimethyl 2-pentenedioate;Glutaconic acid dimethyl ester;DiMethyl Glutaconate (~10% Cis);Dimethyl Glutaconate (~25% cis);DiMethyl glutaconate >=97.0% (GC)
CBNumber
CB8355487
Molecular Formula
C7H10O4
Formula Weight
158.15
MOL File
5164-76-1.mol
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Dimethyl glutaconate Property

Boiling point:
192.8±15.0 °C(Predicted)
Density 
1.124 g/mL at 20 °C (lit.)
refractive index 
n20/D 1.452
Flash point:
>100 °C
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Oil
color 
Colourless
BRN 
1724169
NIST Chemistry Reference
2-Pentenedioic acid, dimethyl ester(5164-76-1)
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Safety

Hazard Codes 
Xi
Risk Statements 
36
Safety Statements 
26
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
49362
Product name
Dimethyl glutaconate
Purity
≥95.0% (GC)
Packaging
100ML
Price
$282
Updated
2023/06/20
American Custom Chemicals Corporation
Product number
CHM0078900
Product name
DIMETHYL GLUTACONATE
Purity
95.00%
Packaging
100ML
Price
$2464.77
Updated
2021/12/16
Ambeed
Product number
A157657
Product name
Dimethylpent-2-enedioate
Purity
95%
Packaging
1g
Price
$17
Updated
2021/12/16
Ambeed
Product number
A157657
Product name
Dimethylpent-2-enedioate
Purity
95%
Packaging
5g
Price
$30
Updated
2021/12/16
Ambeed
Product number
A157657
Product name
Dimethylpent-2-enedioate
Purity
95%
Packaging
10g
Price
$58
Updated
2021/12/16
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Dimethyl glutaconate Chemical Properties,Usage,Production

Uses

Dimethyl glutaconate may be used in the synthesis of:

  • dimethyl 3-[(Z)-1-propenyl]glutarate
  • phenanthridinone derivatives
  • substituted benzenes

General Description

Dimethyl glutaconate, also known as dimethyl 2-pentenoate, is a diester. It reacts with salicaldehyde in the presence of piperidine to form a coumarin-fused electron deficient diene.

Synthesis

67-56-1

1724-02-3

5164-76-1

Methanol (10.0 kg, 3.1 kmol), pent-2-enoic acid (5.57 kg, 0.043 kmol), and concentrated sulfuric acid (72.0 g) were sequentially added to a 20 L enameled reactor equipped with a mechanical stirrer and a thermometer. The reaction mixture was heated to reflux for the reaction. After completion of the reaction, methanol was recovered by distillation under reduced pressure. After the temperature was lowered to 20 °C, the reaction solution was washed with aqueous sodium carbonate to neutralize the acid and subsequently dried. Finally, the product was purified by vacuum distillation to give 6.22 kg of colorless liquid dimethyl pent-2-enoate in 91.5% yield and 81.6% total yield. The product was analyzed by gas chromatography (GC) with a purity of 98.8% (22.4% cis-isomer and 76.4% trans-isomer).

References

[1] Chemical Communications, 2015, vol. 51, # 77, p. 14505 - 14508
[2] Patent: CN108358783, 2018, A. Location in patent: Paragraph 0032; 0035
[3] Tetrahedron, 1992, vol. 48, # 46, p. 10103 - 10114

Dimethyl glutaconate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Dimethyl glutaconate manufacturers

Career Henan Chemical Co
Product
Dimethyl glutaconate 5164-76-1
Price
US $9.80/KG
Min. Order
1g
Purity
≥99%
Supply Ability
100kg
Release date
2020-01-09

5164-76-1, Dimethyl glutaconateRelated Search:


  • DIMETHYL 2-PENTENOATE
  • (Z)-2-pentenedioic acid dimethyl ester
  • Diemthyl glutaconate
  • DIMETHYL GLUTACONATE
  • 2-Pentenedioic acid, dimethyl ester
  • (E)-2-Pentenedioic acid dimethyl ester
  • Glutaconic acid dimethyl ester
  • Nsc30046
  • DiMethyl pent-2-enedioate
  • DiMethyl Glutaconate (~10% Cis)
  • DiMethyl glutaconate >=97.0% (GC)
  • 2-Pentenedioic acid,1,5-dimethyl ester
  • Dimethyl glutaconate, E/Z mixture
  • Dimethyl Glutaconate (~25% cis)
  • 1,5-Dimethyl 2-pentenedioate
  • 5164-76-1
  • CH3OOCCH2CHCHCOOCH3
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  • Carbonyl Compounds
  • C6 to C7
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