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237876

Trimethyl orthoacetate

Name: Trimethyl orthoacetate
Brand: ALDRICH

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

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24854275

EC Number:

215-892-9

Beilstein/REAXYS Number:

1098338

MDL number:

MFCD00008477

Assay:

99%

Form:

liquid

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Properties

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.)

functional group

ether

SMILES string

COC(C)(OC)OC

InChI

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

InChI key

HDPNBNXLBDFELL-UHFFFAOYSA-N

Description

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.

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pictograms

GHS02,GHS07

signalword

Danger

hcodes

H225,H317,H319

pcodes

P210 - P233 - P240 - P280 - P303 + P361 + P353 - P305 + P351 + P338

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

55.4 °F - closed cup

flash_point_c

13 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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Transesterification of trimethyl orthoacetate: an efficient protocol for the synthesis of 4-alkoxy-2-aminothiophene-3-carbonitriles

Rao KV, et al.

Tetrahedron Letters, 54, 1274-1278 (2013)

Synthesis and evaluation of 2-amino-9-(3-acyloxymethyl-4-alkoxycarbonyloxybut-1-yl)purines and 2-amino-9-(3-alkoxycarbonyloxymethyl-4-alkoxycarbonyloxybut-1- yl)purines as potential prodrugs of penciclovir.

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

Antiadhesion effect of the C17 glycerin ester of isoprenoid-type lipid forming a nonlamellar liquid crystal.

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

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Global Trade Item Number

SKU	GTIN
237876-100ML	04061838786326
237876-500ML	04061838786333