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254517

Sigma-Aldrich

Trimethyl orthovalerate

97%

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Synonym(s):
1,1,1-Trimethoxypentane
Linear Formula:
CH3CH2CH2CH2C(OCH3)3
CAS Number:
13820-09-2
Molecular Weight:
162.23
Beilstein:
1739200
EC Number:
237-496-5
MDL number:
MFCD00008481
PubChem Substance ID:
24855389
NACRES:
NA.22

Quality Level

200

Assay

97%

refractive index

n20/D 1.410 (lit.)

bp

164-166 °C (lit.)

density

0.941 g/mL at 25 °C (lit.)

SMILES string

CCCCC(OC)(OC)OC

InChI

1S/C8H18O3/c1-5-6-7-8(9-2,10-3)11-4/h5-7H2,1-4H3

InChI key

XUXVVQKJULMMKX-UHFFFAOYSA-N

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General description

Kinetics of unimolecular gas-phase elimination of trimethyl orthovalerate has been investigated.

Application

Trimethyl orthovalerate has been used in the preparation of:
  • various 9-O-acyl derivatives of N-acetyl- and N-glycoloyl-neuraminic acid
  • 2-methyl, 2-ethyl, 2-propyl and 2-butyl-3-benzimidazolyl-4(3H)-quinazolinones

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226 - H315 - H319

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

107.6 °F - closed cup

Flash Point(C)

42 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Edgar Marquez et al.
The journal of physical chemistry. A, 114(12), 4203-4209 (2010-03-10)
The rates of gas-phase elimination of trimethyl orthovalerate and trimethyl orthochloroacetate have been determined in a static system, and the reaction Pyrex vessels have been deactivated with the product of decomposition of allyl bromide. The reactions are unimolecular and follow
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.
A facile synthesis of new 3-(2-benzimidazolyl)-2-alkyl-4-(3H)-quinazolinones under microwave irradiation.
Hazarkhani H and Karimi B.
Tetrahedron, 59(26), 4757-4760 (2003)

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