Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

405817

Sigma-Aldrich

Methyl 5,5-dimethoxyvalerate

96%

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3O)2CH(CH2)3CO2CH3
CAS Number:
Molecular Weight:
176.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

96%

form

liquid

refractive index

n20/D 1.422 (lit.)

bp

70-72 °C/2 mmHg (lit.)

density

1.012 g/mL at 25 °C (lit.)

SMILES string

COC(CCCC(=O)OC)OC

InChI

1S/C8H16O4/c1-10-7(9)5-4-6-8(11-2)12-3/h8H,4-6H2,1-3H3

InChI key

YOFAONQHOIRLCQ-UHFFFAOYSA-N

General description

Methyl 5,5-dimethoxyvalerate (methyl 5,5-dimethoxypentanoate) is an ester. It can be prepared by reacting methyl 5-oxopentanoate with p-toluene sulfonic acid and trimethylorthoformate. It participates in the synthesis of 1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphatidylcholine.

Application

Methyl 5,5-dimethoxyvalerate may be employed in the synthesis of seven-membered carbocycles. It may be used in the synthesis of 5-(phenylamino)-4-(phenylimino)methyl)-4-pentenoic acid derivatives.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

145.4 °F - closed cup

flash_point_c

63 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Formation of seven-membered carbocycles by the use of cyclopropyl silyl ethers as homoenols.
Oleg L Epstein et al.
Angewandte Chemie (International ed. in English), 45(30), 4988-4991 (2006-07-05)
Sanjay Srivastava et al.
The Journal of biological chemistry, 279(51), 53395-53406 (2004-10-07)
Oxidation of unsaturated phospholipids results in the generation of aldehyde side chains that remain esterified to the phospholipid backbone. Such "core" aldehydes elicit immune responses and promote inflammation. However, the biochemical mechanisms by which phospholipid aldehydes are metabolized or detoxified
Fangwei Shao et al.
Bioconjugate chemistry, 19(12), 2487-2491 (2008-12-05)
A facile synthetic route to prepare monofunctional carbocyanine dyes for biological application is developed. Three pentamethine carbocyanine dyes have been successfully modified with a variety of functional groups such as: carboxylic acids, azides, or alkynes. The new dyes are characterized

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service