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Sigma-Aldrich

Trimethyl orthoacetate

99%

Synonym(s):

1,1,1-Trimethoxyethane

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About This Item

Linear Formula:
CH3C(OCH3)3
CAS Number:
1445-45-0
Molecular Weight:
120.15
Beilstein/REAXYS Number:
1098338
EC Number:
215-892-9
MDL number:
MFCD00008477
UNSPSC Code:
12352100
PubChem Substance ID:
24854275
NACRES:
NA.22

Quality Level

200

assay

99%

form

liquid

refractive index

n20/D 1.388 (lit.)

bp

107-109 °C (lit.)

density

0.944 g/mL at 25 °C (lit.)

SMILES string

COC(C)(OC)OC

InChI

1S/C5H12O3/c1-5(6-2,7-3)8-4/h1-4H3

InChI key

HDPNBNXLBDFELL-UHFFFAOYSA-N

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General description

Kinetics and mechanism of gas-phase elimination of trimethyl orthoacetate has been examined over the temperature range of 310-369°C and pressure range of 50-130Torr.

Trimethyl orthoacetate is used to synthesize acrylonitrile intermediates via reaction with alcohols followed by Knoevenagel condensation.

Application

Trimethyl orthoacetate has been used in the preparation of 2-amino-9-(3-acyloxymethyl-4-alkoxycarbonyloxybut-1-yl)purines and 2-amino-9-(3-alkoxycarbonyl-oxymethyl-4-alkoxycarbonyloxybut -1-yl)purines.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Sens. 1B

wgk_germany

WGK 1

ppe

Eyeshields, Faceshields, 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’.

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D K Kim et al.
Bioorganic & medicinal chemistry, 7(8), 1715-1725 (1999-09-11)
A series of 2-amino-9-(3-acyloxymethyl-4-alkoxycarbonyloxybut-1-yl)purin es (1-8) and 2-amino-9-(3-alkoxycarbonyl-oxymethyl-4-alkoxycarbonyloxybut -1-yl)purines (9-12) were synthesized as potential prodrugs of penciclovir. Treatment of 6-deoxypenciclovir with trimethyl orthoacetate or triethyl orthopropionate (1.2 equiv) in DMF in the presence of p-TsOH.H2O (0.1 equiv) followed by quenching
Takahide Murakami et al.
Acta biomaterialia, 84, 257-267 (2018-12-12)
Postoperative adhesion is a relevant clinical problem that causes a variety of clinical complications after abdominal surgery. The objective of this study is to develop a liquid-type antiadhesion agent and evaluate its efficacy in preventing tissue adhesion in a rat
Edgar Márquez et al.
The journal of physical chemistry. A, 112(47), 12140-12142 (2008-11-01)
The gas-phase elimination kinetics of the title compounds have been examined over the temperature range of 310-369 degrees C and pressure range of 50-130 Torr. The reactions, in seasoned vessels, are homogeneous, unimolecular, and follow a first-order rate law. The
Jacek E Nycz et al.
Molecules (Basel, Switzerland), 24(22) (2019-11-27)
New approaches to the synthesis of 4,7-dichloro-1,10-phenanthrolines and their corresponding 9H-carbazol-9-yl-, 10H-phenothiazin-10-yl- and pyrrolidin-1-yl derivatives were developed. Their properties have been characterized by a combination of several techniques: MS, HRMS, GC-MS, electronic absorption spectroscopy and multinuclear NMR in both solution

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