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4-Methoxybenzyl-2,2,2-trichloroacetimidate

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Synonym(s):
p-Methoxybenzyl trichloroacetimidate
Empirical Formula (Hill Notation):
C10H10Cl3NO2
CAS Number:
Molecular Weight:
282.55
MDL number:
PubChem Substance ID:
NACRES:
NA.22

impurities

Major impurity is Trichloroacetamide by GCMS.

Quality Level

refractive index

n20/D 1.5488

bp

135-137 °C/0.7 mmHg

density

1.361 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

COc1ccc(COC(=N)C(Cl)(Cl)Cl)cc1

InChI

1S/C10H10Cl3NO2/c1-15-8-4-2-7(3-5-8)6-16-9(14)10(11,12)13/h2-5,14H,6H2,1H3

InChI key

TYHGKLBJBHACOI-UHFFFAOYSA-N

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1 of 4

This Item
169986W210218209392
4-Methoxyphenylacetonitrile 97%

169986

4-Methoxyphenylacetonitrile

Anisyl propionate ≥98%, FG

W210218

Anisyl propionate

3-Methoxyphenylacetonitrile 99%

209392

3-Methoxyphenylacetonitrile

refractive index

n20/D 1.5488

refractive index

n20/D 1.531 (lit.)

refractive index

n20/D 1.508 (lit.)

refractive index

n20/D 1.532 (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

density

1.361 g/mL at 25 °C

density

1.085 g/mL at 25 °C (lit.)

density

1.07 g/mL at 25 °C (lit.)

density

1.054 g/mL at 25 °C (lit.)

bp

135-137 °C/0.7 mmHg

bp

286-287 °C (lit.)

bp

277 °C (lit.)

bp

164-165 °C/20 mmHg (lit.)

impurities

Major impurity is Trichloroacetamide by GCMS.

impurities

-

impurities

-

impurities

-

Application

4-Methoxybenzyl-2,2,2-trichloroacetimidate can be used as a reagent for the protection of alcohols as the p-methoxybenzyl ether. 1o, 2o, and 3o alcohols can be easily protected using this reagent with equal efficiency in the presence of a variety of different protective groups. This reagent is commonly used under acidic conditions therefore it offers an alternative method to the Williamson ether synthesis, which is typically used basic conditions to protect base-sensitive alcohols.

pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

230.0 °F

flash_point_c

> 110 °C


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Articles

Trichloroacetimidates are also commonly employed as alcohol alkylation reagents, particularly when existing functionality is not acid sensitive.

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