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627-91-8 - Methyl hydrogen adipate, 99% - Adipic acid monomethyl ester - Hexanedioic acid monomethyl ester - L09061 - Alfa Aesar

L09061 Methyl hydrogen adipate, 99%

CAS Number
627-91-8
Synonyms
Adipic acid monomethyl ester
Hexanedioic acid monomethyl ester

Size Price ($) Quantity Availability
5g 27.50
25g 105.00
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Methyl hydrogen adipate, 99%

MDL
MFCD00004418
EINECS
211-019-0

Chemical Properties

Formula
CH3O2C(CH2)4CO2H
Formula Weight
160.17
Melting point
7-9°
Boiling Point
134-135°/2mm
Flash Point
>110°(230°F)
Density
1.122
Refractive Index
1.4420
Solubility
Not miscible or difficult to mix with water.

Applications

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.

Notes

Store in cool. Keep container tightly closed in a dry and well-ventilated place. Store away from oxidizing agent.

Literature References

Peng Guan; Feng’e Sun; Xuben Hou; Feng Wang; Fan Yi; Wenfang Xua; Hao Fang. Design, synthesis and preliminary bioactivity studies of 1,3,4-thiadiazole hydroxamic acid derivatives as novel histone deacetylase inhibitors. Bioorganic & Medicinal Chemistry,2012, 20 (12), 3865-3872.

Yoo Tanabe. The Selective Claisen and Dieckmann Ester Condensations Promoted by Dichlorobis(trifluoromethanesulfonato)titanium(IV). Bulletin of the Chemical Society of Japan, 1989, 62 (6), 1917-1924.

The formation of ketones from carboxylic acids is illustrated by the conversion of methyl hydrogen adipate to the mono-acid chloride using 1-chloro-N,N,2-trimethylpropenylamine, followed by Cu(I)-promoted reaction with butylmagnesium bromide: Chem. Lett., 1791 (1983); Org. Synth. Coll., 8, 441 (1993):

Other References

Beilstein
1766411
Harmonized Tariff Code
2917.12
TSCA
Yes

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