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Monomethyl adipate

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Monomethyl adipate Basic information

Product Name:
Monomethyl adipate
Synonyms:
  • Hexanedioic acid hydrogen 1-methyl
  • Adipic acid monometh
  • MonoMethyl adipate, 98% 5GR
  • Adipic acid 1-methyl ester
  • Adipic acid hydrogen 1-methyl
  • Adipic acid hydrogen 1-methyl ester
  • Hexanedioic acid 1-methyl
  • Adipic Acid Monomethyl Ester Methyl Hydrogen Adipate Monomethyl Hexanedioate Hexanedioic Acid Monomethyl Ester
CAS:
627-91-8
MF:
C7H12O4
MW:
160.17
EINECS:
211-019-0
Product Categories:
  • Building Blocks
  • C6 to C7
  • Carbonyl Compounds
  • Chemical Synthesis
  • Esters
  • Senior lubricating oil
  • Organic Building Blocks
Mol File:
627-91-8.mol
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Monomethyl adipate Chemical Properties

Melting point:
7-9 °C (lit.)
Boiling point:
162 °C/10 mmHg (lit.)
Density 
1.081 g/mL at 25 °C (lit.)
vapor pressure 
1.48Pa at 25℃
refractive index 
n20/D 1.441(lit.)
Flash point:
>230 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Sparingly), Methanol (Slightly)
form 
Liquid
pka
4.69±0.10(Predicted)
color 
Clear colorless
Water Solubility 
Not miscible or difficult to mix with water.
BRN 
1766411
LogP
0.500 (est)
CAS DataBase Reference
627-91-8(CAS DataBase Reference)
NIST Chemistry Reference
Hexanedioic acid, monomethyl ester(627-91-8)
EPA Substance Registry System
Monomethyl adipate (627-91-8)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36-26
WGK Germany 
3
TSCA 
Yes
HS Code 
29171290

MSDS

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Monomethyl adipate Usage And Synthesis

Chemical Properties

clear colorless liquid

Uses

Methyl hydrogen adipate is a useful synthetic intermediate. It can be used to prepare 1,3,4-thiadiazole hydroxamic acid derivatives as novel histone deacetylase inhibitors which show potential antitumor activities. It can be also used to synthesize mannose-linked biphenylylacetic acid derivatives as novel inhibitors of selectin-mediated cell adhesion.

Definition

ChEBI: Monomethyl adipate is a dicarboxylic acid monoester that is the monomethyl ester of adipic acid. It has a role as a metabolite and a plasticiser.

Synthesis

According to the general procedure described above, a has been synthesized from adipic acid (730mg, 5 mmol) and methanol (10 ml). Yield: 80%.
The synthetic method of Monomethyl adipate mainly contains following three kinds:
The one, under alkaline condition or issue the first portion hydrolysis reaction in the catalysis of bioactive enzyme (pork liver lipase etc.) and obtain Monomethyl adipate (such as document Blaise; Koehler; Bulletin de la Societe Chimique deFrance; Vol. (4) 7; (1910); P.219).
The 2nd, by hexanodioic acid or adipic anhydride and ethanol, as catalyzer, the control reaction conditions carries out esterification and obtains Monomethyl adipate (such as document Chem.Zentralbl. with acid; Vol.97; (1926; P.126));
The 3rd, by the people such as Swann nineteen forty-three with hexanodioic acid, diethylene adipate and ethanol with the condition of acid as catalyst under control reaction conditions obtain monomethyl adipate(document such as Swann; Oehler; Buswell; Org.synth.Coll.Vol.11; (1943); P.227).
Synthetic method of monomethyl adipate
http://www.orgsyn.org/demo.aspx?prep=CV2P0264

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