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MilliporeSigma

405817

Sigma-Aldrich

Methyl 5,5-dimethoxyvalerate

96%

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About This Item

Linear Formula:
(CH3O)2CH(CH2)3CO2CH3
CAS Number:
23068-91-9
Molecular Weight:
176.21
MDL number:
MFCD00192288
UNSPSC Code:
12352100
PubChem Substance ID:
24865333
NACRES:
NA.22

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Quality Level

100

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.)

functional group

acetal
ester
ether

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

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37021534570912268
Methyl 5,5-dimethoxyvalerate 96%

Sigma-Aldrich

405817

Methyl 5,5-dimethoxyvalerate

Methyl 3,5-dimethylbenzoate 98%

Sigma-Aldrich

370215

Methyl 3,5-dimethylbenzoate

Methyl 5-oxooctadecanoate 99%

Sigma-Aldrich

345709

Methyl 5-oxooctadecanoate

Ethyl benzimidate hydrochloride ≥97.0% (AT)

Sigma-Aldrich

12268

Ethyl benzimidate hydrochloride

assay

96%

assay

98%

assay

99%

assay

≥97.0% (AT)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

form

liquid

form

solid

form

solid

form

-

bp

70-72 °C/2 mmHg (lit.)

bp

239-240 °C (lit.)

bp

-

bp

-

density

1.012 g/mL at 25 °C (lit.)

density

1.027 g/mL at 25 °C (lit.)

density

-

density

-

refractive index

n20/D 1.422 (lit.)

refractive index

-

refractive index

-

refractive index

-

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.[1]

Application

Methyl 5,5-dimethoxyvalerate may be employed in the synthesis of seven-membered carbocycles.[2] It may be used in the synthesis of 5-(phenylamino)-4-(phenylimino)methyl)-4-pentenoic acid derivatives.[3]

pictograms

Exclamation mark
GHS07

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBV4825V
MKBG3681V
MKBB3296
00221EJ
11829MH

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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
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

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