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143502

Trimethylacetic anhydride

Name: Trimethylacetic anhydride
Brand: ALDRICH

99%

Synonym(s):

Pivalic anhydride, 2,2-Dimethylpropionic anhydride

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About This Item

Linear Formula:

[(CH₃)₃CCO]₂O

CAS Number:

1538-75-6

Molecular Weight:

186.25

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24848589

EC Number:

216-263-1

Beilstein/REAXYS Number:

386552

MDL number:

MFCD00008842

Assay:

99%

Form:

liquid

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Properties

Quality Level

200

assay

99%

form

liquid

refractive index

n20/D 1.409 (lit.)

bp

193 °C (lit.)

density

0.918 g/mL at 25 °C (lit.)

functional group

anhydride, ester

SMILES string

CC(C)(C)C(=O)OC(=O)C(C)(C)C

InChI

1S/C10H18O3/c1-9(2,3)7(11)13-8(12)10(4,5)6/h1-6H3

InChI key

PGZVFRAEAAXREB-UHFFFAOYSA-N

Description

Application

Trimethylacetic anhydride was used:

in solid-phase oligonucleotide synthesis
in kinetic resolution of racemic 2-hydroxy-γ-butyrolactones with diphenylacetic acid
as acylation and esterification reagent for anilines
as acylation and esterification reagent for phenols

Acylation and esterification reagent for anilines and phenols, respectively.

pictograms

GHS07

signalword

Warning

hcodes

H302,H315,H317,H319,H335

pcodes

P261 - P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

162.5 °F - closed cup

flash_point_c

72.5 °C - closed cup

ppe

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

Regulatory Information

危险化学品

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Pharmacological Research, 10, 68-68 (1993)

Structural Basis for Substrate Specificity in Adenosylcobalamin-dependent Isobutyryl-CoA Mutase and Related Acyl-CoA Mutases.

Marco Jost et al.

The Journal of biological chemistry, 290(45), 26882-26898 (2015-09-01)

Acyl-CoA mutases are a growing class of adenosylcobalamin-dependent radical enzymes that perform challenging carbon skeleton rearrangements in primary and secondary metabolism. Members of this class of enzymes must precisely control substrate positioning to prevent oxidative interception of radical intermediates during

The concept of superactive esters. Could peptide synthesis be improved by inventing superactive esters?

Z J Kamiński

International journal of peptide and protein research, 43(3), 312-319 (1994-03-01)

According to the concept presented, esters forming an amide (peptide) bond by the mechanism SN#DN or SN#*DN involving fast decay of the tetrahedral intermediate may behave as 'superactive acylating reagents'. These should render coupling involving less reactive substrates, i.e. sterically

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Global Trade Item Number

SKU	GTIN
UC148-10MG	04061832931661
UC148-5MG	04061837410154
143502-25G	04061838734891
143502-100G	04061838734884