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162140

Sigma-Aldrich

Diethoxymethyl acetate

96%

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About This Item

Linear Formula:
CH3COOCH(OCH2CH3)2
CAS Number:
14036-06-7
Molecular Weight:
162.18
Beilstein:
1209886
EC Number:
237-873-4
MDL number:
MFCD00009229
UNSPSC Code:
12352100
PubChem Substance ID:
24849971
NACRES:
NA.22
form:
liquid
Assay:
96%

Quality Level

100

Assay

96%

form

liquid

refractive index

n20/D 1.399 (lit.)

density

0.993 g/mL at 25 °C (lit.)

functional group

ester
ether

storage temp.

2-8°C

SMILES string

CCOC(OCC)OC(C)=O

InChI

1S/C7H14O4/c1-4-9-7(10-5-2)11-6(3)8/h7H,4-5H2,1-3H3

InChI key

IRUNKQSGDBYUDC-UHFFFAOYSA-N

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General description

Diethoxymethyl acetate reacts with 5-amino-6-ribitylaminouracil hydrochloride to yield 6-dioxo-(1H,3H)-9-N-ribitylpurine.

Application

Diethoxymethyl acetate was used in the synthesis of D-mannosyl, D-galactosyl and D-glucosyl theophylline nucleosides.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

80.6 °F - closed cup

Flash Point(C)

27 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

162140-25G:
162140-5G:
162140-BULK:
162140-100G:
162140-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
STBK2331
STBC6416V
MKBH7808V
S67651V
MKBB5847

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M Cushman et al.
Bioorganic & medicinal chemistry, 6(4), 409-415 (1998-05-23)
2,6-Dioxo-(1H,3H)-9-N-ribitylpurine (6) and 2,6-dioxo-(1H,3H)-8-aza-9-N-ribitylpurine (7) have been synthesized and evaluated as inhibitors of lumazine synthase and riboflavin synthase. Reaction of 5-amino-6-ribitylaminouracil hydrochloride (8) with diethoxymethyl acetate (9) afforded the purine 6, while diazotization of 8 afforded the 8-aza purine 7.
Rodrigo Rico-Gómez et al.
Carbohydrate research, 343(5), 855-864 (2008-02-16)
The synthesis of D-mannosyl, D-galactosyl and D-glucosyl theophylline nucleosides by diethoxymethyl acetate (DEMA)-induced cyclization of 4-amino-5-glycosylideneimino-1,3-dimethyluracil is reported. 8-Methyltheophylline derivatives of the same sugars were also prepared by Ac(2)O/H(+)-induced cyclization of their imine precursors. This approach has allowed beta-D-mannopyranosyl-, alpha-D-galactofuranosyl-

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