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MilliporeSigma

142077

Sigma-Aldrich

2,2,2-Trichloroethyl chloroformate

98%

Synonym(s):

2,2,2-Trichloroethoxycarbonyl chloride

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25 G
$71.50
100 G
$192.00

About This Item

Linear Formula:
ClCOOCH2CCl3
CAS Number:
Molecular Weight:
211.86
Beilstein/REAXYS Number:
970619
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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vapor pressure

0.06 psi ( 20 °C)

Quality Level

assay

98%

form

liquid

refractive index

n20/D 1.471 (lit.)

bp

171-172 °C (lit.)

density

1.539 g/mL at 25 °C (lit.)

functional group

chloro

storage temp.

2-8°C

SMILES string

ClC(=O)OCC(Cl)(Cl)Cl

InChI

1S/C3H2Cl4O2/c4-2(8)9-1-3(5,6)7/h1H2

InChI key

LJCZNYWLQZZIOS-UHFFFAOYSA-N

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This Item
23258234435299693
assay

98%

assay

≥98.0% (NT)

assay

98%

assay

98%

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

refractive index

n20/D 1.471 (lit.)

refractive index

n20/D 1.471 (lit.)

refractive index

-

refractive index

n20/D 1.467 (lit.)

form

liquid

form

-

form

solid

form

liquid

density

1.539 g/mL at 25 °C (lit.)

density

1.539 g/mL at 25 °C (lit.)

density

-

density

1.143 g/mL at 25 °C (lit.)

bp

171-172 °C (lit.)

bp

171-172 °C (lit.)

bp

-

bp

166 °C/18 mmHg (lit.)

General description

2,2,2-Trichloroethyl chloroformate (TrocCl) serves as a versatile reagent used for selective acylation and dealkylation in organic synthesis. It is used in regio, chemo, and stereoselective synthesis.[1]

Application

  • 2,2,2-Trichloroethyl chloroformate was used as derivatizing reagent in gas chromatographic/mass spectrometric determination of a large range of amphetamine-related drugs and ephedrines in plasma, urine and hair samples[2].
  • It was used as starting reagent during the synthesis of 6-Nor-9,10-dihydrolysergic acid methyl ester[3].
  • It was used as reagent during N-demethylation of dextromethorphan[4].
  • It was used as protecting reagent for aliphatic and aromatic hydroxyl and amino groups[5].
Protecting reagent for aliphatic and aromatic hydroxyl and amino groups.[5]

pictograms

Skull and crossbonesCorrosion

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Inhalation - Eye Dam. 1 - Skin Corr. 1B

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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