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254509

Sigma-Aldrich

Trimethyl orthobutyrate

97%

Synonym(s):

1,1,1-Trimethoxybutane

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About This Item

Linear Formula:
CH3CH2CH2C(OCH3)3
CAS Number:
43083-12-1
Molecular Weight:
148.20
Beilstein/REAXYS Number:
1737319
EC Number:
256-079-9
MDL number:
MFCD00008480
UNSPSC Code:
12352100
PubChem Substance ID:
24855388
NACRES:
NA.22

Quality Level

200

assay

97%

refractive index

n20/D 1.404 (lit.)

bp

145-147 °C (lit.)

density

0.926 g/mL at 25 °C (lit.)

SMILES string

CCCC(OC)(OC)OC

InChI

1S/C7H16O3/c1-5-6-7(8-2,9-3)10-4/h5-6H2,1-4H3

InChI key

JAFMOTJMRSZOJE-UHFFFAOYSA-N

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General description

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

Application

Trimethyl orthobutyrate has been used in the preparation of:
  • 5-acetamido-9-O-butyroyl-3,5-dideoxy-D-glycero-2-nonulo pyranosonic acid
  • 9-O-butyroyl-3,5-dideoxy-5-glycoloylamido-D-glycero-2-nonulo pyranosonic acid

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

122.0 °F

flash_point_c

50 °C

ppe

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

Certificates of Analysis (COA)

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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
H Ogura et al.
Carbohydrate research, 167, 77-86 (1987-09-15)
Various 9-O-acyl derivatives of N-acetyl- and N-glycoloyl-neuraminic acid, and O-(5-acetamido-3,5-dideoxy-D-glycero-alpha- and beta-D-galacto-2-nonulopyranosylonic acid)-(2----6)-O-beta-D-galactopyranosyl-(1----4)-D-glucopyranose were regioselectively synthesized by use of ortho esters. In addition, 5-acetamido-4-O-acetyl-D-glycero-D-galacto-2-nonulopyranosonic acid was prepared starting from the benzyl and methyl esters of N-acetylneuraminic acid.

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