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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/418/501/product-dating-information-06-25-mk.pdf
8.07066
Oxalyl chloride
for synthesis
Sinónimos:
Oxalyl chloride, Oxalic acid dichloride
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Acerca de este artículo
vapor pressure
200 hPa ( 20 °C)
Quality Segment
form
liquid
reaction suitability
reagent type: oxidant
bp
63-64 °C/1013 hPa
mp
-12 °C
transition temp
flash point >100 °C
density
1.48 g/cm3 at 20 °C
storage temp.
2-30°C
SMILES string
ClC(=O)C(=O)Cl
InChI
1S/C2Cl2O2/c3-1(5)2(4)6
InChI key
CTSLXHKWHWQRSH-UHFFFAOYSA-N
Application
- Mild deprotection of the N-tert-butyloxycarbonyl (N-Boc) group using oxalyl chloride: This study explores the mild deprotection capabilities of oxalyl chloride on N-Boc substrates, offering a potential method for sensitive chemical syntheses (N George, S Ofori, S Parkin, SG Awuah, 2020).
- Nickel-Catalyzed Highly Selective Reductive Carbonylation Using Oxalyl Chloride as the Carbonyl Source: Demonstrates the use of oxalyl chloride as an effective carbonyl source in nickel-catalyzed reductive carbonylation, highlighting its utility in organic synthesis (J Wang, Y Yin, X He, QL Duan, R Bai, HW Shi, 2023).
- A novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride: Introduces a novel esterification process utilizing oxalyl chloride and triphenylphosphine oxide, which improves reaction efficiency and product yield in organic chemistry (M Jia, L Jiang, F Niu, Y Zhang, 2018).
- Dimethyl sulfoxide/oxalyl chloride: A useful reagent for sulfenyletherification: Discusses the use of a dimethyl sulfoxide/oxalyl chloride mixture in sulfenyletherification reactions, providing insights into advanced synthesis techniques for sulfur-containing compounds (Y Gao, S Cheng, T Zhang, R Ding, Y Liu, 2018).
Analysis Note
Identity (IR): passes test
A slight precipitate of oxalic acid is normal and does not affect the specified quality of the product.
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Palabra de advertencia
Danger
Punto de inflamación (°F)
Not applicable
Punto de inflamación (°C)
Not applicable
Códigos de peligro
Indicaciones de precaución
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1 - Water-react. 1
supp_hazards
Clase de almacenamiento
4.3 - Hazardous materials which set free flammable gases upon contact with water
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How is shipping temperature determined? And how is it related to the product storage temperature?
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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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