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Merck
모든 사진(1)

주요 문서

221015

Sigma-Aldrich

Oxalyl chloride

ReagentPlus®, ≥99%

동의어(들):

Ethanedioyl dichloride

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About This Item

Linear Formula:
ClCOCOCl
CAS Number:
Molecular Weight:
126.93
Beilstein:
1361988
EC Number:
MDL number:
UNSPSC 코드:
12352106
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.4 (vs air)

Quality Level

vapor pressure

150 mmHg ( 20 °C)

제품 라인

ReagentPlus®

분석

≥99%

양식

liquid

반응 적합성

reagent type: oxidant

불순물

<10 ppb Heavy metals

색상

APHA: 0-150

refractive index

n20/D 1.429 (lit.)

bp

62-65 °C (lit.)

mp

−10-−8 °C (lit.)

density

1.5 g/mL at 20 °C (lit.)

작용기

acyl chloride

SMILES string

ClC(=O)C(Cl)=O

InChI

1S/C2Cl2O2/c3-1(5)2(4)6

InChI key

CTSLXHKWHWQRSH-UHFFFAOYSA-N

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일반 설명

Oxalyl chloride is a commonly used chlorinating reagent that can be prepared by the reaction of oxalic acid and phosphorus pentachloride.

애플리케이션

Oxalyl chloride may be used in the following processes:
  • Preparation of Mosher′s acid chloride by reacting with Mosher′s acid in the presence of DMF.
  • Activation of dimethyl sulfoxide for use in the oxidation of long-chain alcohols to carbonyls.
  • Activation of α-keto carboxylic acids and N-heterocyclic carboxylic acids for alkynylation to form ynediones and N-heterocyclic ynones, respectively.
Reactant involved in:
  • Synthesis of N-heterocyclic ynones and ynediones, used to activate carboxylic acids
  • Chlorination and halogenation
  • Three-component [3+2] cycloadditions
  • Reactions with organostannanes
  • Synthesis of cyclopentenones
  • Carbonylations, used as a carbonyl synthon
Suitable for the synthesis of acid chlorides used to produce liquid crystals.

포장

The 5g, 25g and 100g units sold in the US are packaged in ampules.

법적 정보

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

픽토그램

FlameSkull and crossbonesCorrosion

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - Water-react 1

보충제 위험성

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 1

Flash Point (°F)

51.8 °F - closed cup

Flash Point (°C)

11.0 °C - closed cup

개인 보호 장비

Faceshields, Gloves, Goggles


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

이미 열람한 고객

A simple method for the microscale preparation of Mosher's acid chloride.
Ward DE and Rhee CK.
Tetrahedron Letters, 32(49), 7165-7166 (1991)
Catalytic Syntheses of N-Heterocyclic Ynones and Ynediones by In Situ Activation of Carboxylic Acids with Oxalyl Chloride.
Boersch C, et al.
Angewandte Chemie (International Edition in English), 50(44), 10448-10452 (2011)
Oxidation of long-chain and related alcohols to carbonyls by dimethyl sulfoxide" activated" by oxalyl chloride.
Mancuso AJ, et al.
The Journal of Organic Chemistry, 43(12), 2480-2482 (1978)
Benoît Heurtaux et al.
The Journal of organic chemistry, 70(4), 1474-1477 (2005-02-12)
[reaction: see text] Several natural pulvinic acids were synthesized. Silyl ketene acetals derived from methyl arylacetates (4 equiv) reacted with oxalyl chloride at -78 degrees C, without the need of adding a catalyst. After treatment of the crude diketones with
Peter J Manley et al.
Organic letters, 4(18), 3127-3129 (2002-08-31)
[reaction: see text] A mild, practical, one-pot method for the generation of imidoyl chlorides and their subsequent in situ reaction with pyridine-1-oxides is described. The imidoyl chlorides were formed from the reaction of secondary amides with a stoichiometric amount of

Global Trade Item Number

SKUGTIN
221015-100G4061838776846
221015-10KG4061838161192
221015-25G4061838776853
221015-5G4061838776860

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