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8.41799

Sigma-Aldrich

Calcium hypochlorite

for synthesis

Synonym(s):

Calcium hypochlorite

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About This Item

Linear Formula:
Ca(OCl)2
CAS Number:
7778-54-3
Molecular Weight:
142.98
MDL number:
MFCD00010900
UNSPSC Code:
12352302
EC Index Number:
231-908-7
NACRES:
NA.22

Quality Level

200

form

tablet

potency

850 mg/kg LD50, oral (Rat)
>2000 mg/kg LD50, skin (Rabbit)

mp

100 °C

density

2.35 g/cm3 at 20 °C

storage temp.

15-25°C

InChI

1S/Ca.2ClO/c;2*1-2/q+2;2*-1

InChI key

ZKQDCIXGCQPQNV-UHFFFAOYSA-N

Related Categories

General description

Calcium hypochlorite [Ca(OCl)2] is a stable oxidizing agent used for the conversion of ethers to esters; thioethers to sulfoxides; aldehydes to acids and alkenes to chlorohydrins. It is also used in the C-C bond cleavage and chlorination reactions.

Application

Calcium hypochlorite can be used as an oxidative agent:
  • In the epoxidation of various alkene derivatives.
  • To synthesize α-arylamino-α′-chloropropan-2-ones from various trifluoroacetyl-protected N-(2-chloroallyl)anilines via oxidative hydrolysis.
  • To convert 1o & 2o alcohols, α-hydroxyamides, and α-hydroxyesters to their corresponding aldehydes, ketones, α-ketoamides, and α-ketoesters in the presence of 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) as a catalyst.
  • To prepare dihydrotriazolediones and bis-dihydrotriazolediones by oxidation of urazoles and bis-urazoles.

Analysis Note

Assay (iodometric): 67.0 - 75.0 %
Identity: passes test

Signal Word

Danger

Hazard Statements

H272 - H302 - H314 - H400

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1 - Ox. Sol. 2 - Skin Corr. 1B

Supplementary Hazards

EUH031

Storage Class Code

5.1A - Strongly oxidizing hazardous materials

WGK

WGK 2

Certificates of Analysis (COA)

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Epoxidation of vinyl cyanides by calcium hypochlorite under catalyst-and solvent-free conditions
Mirhashemi F and Amrollahi MA
Tetrahedron Letters, 59(27), 2661-2663 (2018)
Simplified Procedure for TEMPO-Catalyzed Oxidation: Selective Oxidation of Alcohols, α-Hydroxy Esters, and Amides Using TEMPO and Calcium Hypochlorite
Reddy SR, et al.
Synthetic Communications, 42(23), 3493-3503 (2012)
Highly Efficient Synthesis of New α-Arylamino-α?-chloropropan-2-ones via Oxidative Hydrolysis of Vinyl Chlorides Promoted by Calcium Hypochlorite
Pace Vittorio, et al.
Advanced Synthesis & Catalysis, 351(18), 3199-3206 (2009)
Calcium hypochlorite as an efficient reagent for oxidation of urazoles under mild heterogeneous conditions
Zolfigol MA, et al.
Russ. J. Org. Chem., 40(6), 914-916 (2004)
Highly Efficient Synthesis of New α-Arylamino-α?-chloropropan-2-ones via Oxidative Hydrolysis of Vinyl Chlorides Promoted by Calcium Hypochlorite
Pace Vittorio, et al.
advanced synthesis and catalysis, 351(18), 3199-3206 (2009)
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