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Chloracetic anhydride

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Name

Chloracetic anhydride

EINECS 208-794-2
CAS No. 541-88-8 Density 1.449 g/cm3
PSA 43.37000 LogP 0.53380
Solubility soluble in ether and chloroform Melting Point 51 °C
Formula C4H4Cl2O3 Boiling Point 203 °C at 760 mmHg
Molecular Weight 170.98 Flash Point 82.8 °C
Transport Information UN 3261 Appearance brownish semi-transparent crystals
Safety 26-28-36/37/39-45-27 Risk Codes 34-36/37-43-25
Molecular Structure Molecular Structure of 541-88-8 (Chloroacetic anhydride) Hazard Symbols CorrosiveC, ToxicT
Synonyms

Aceticacid, chloro-, anhydride (6CI,7CI,8CI,9CI);2-Chloroacetic anhydride;Chloracetic anhydride;Chloroacetic acid anhydride;Chloroacetic anhydride;Chloroacetyl anhydride;NSC 71207;a,a'-Dichloroacetic anhydride;

Article Data 32

Chloracetic anhydride Synthetic route

3926-62-3

sodium monochloroacetic acid

79-04-9

chloroacetyl chloride

541-88-8

Chloroacetic anhydride

Conditions
ConditionsYield
In toluene at 40℃; for 3h; Solvent; Temperature;93%
79-11-8

chloroacetic acid

541-88-8

Chloroacetic anhydride

Conditions
ConditionsYield
With PEG-1000; sulfated zirconia at 40℃; for 1.5h; neat (no solvent);91%
With 1,4-dioxane; hydrogenchloride; hydrogen cyanide
With phosphorus pentaoxide bei der Destillation im Vakuum;
674-82-8

4-methyleneoxetan-2-one

79-11-8

chloroacetic acid

541-88-8

Chloroacetic anhydride

Conditions
ConditionsYield
at 70 - 80℃;
919-24-4

tetrakis(chloroacetoxy)silane

541-88-8

Chloroacetic anhydride

Conditions
ConditionsYield
bei der Destillation im Vakuum;
3926-62-3

sodium monochloroacetic acid

541-88-8

Chloroacetic anhydride

Conditions
ConditionsYield
With oxalyl dichloride; benzene
With sulfuryl dichloride; ethyl acetate at 50℃;
With phosgene; oxalic acid ester unter Kuehlung;
108-24-7

acetic anhydride

79-11-8

chloroacetic acid

541-88-8

Chloroacetic anhydride

Conditions
ConditionsYield
With magnesium(II) perchlorate
108-24-7

acetic anhydride

79-11-8

chloroacetic acid

A

4015-58-1

monochloroacetic acid anhydride

B

541-88-8

Chloroacetic anhydride

64-19-7

acetic acid

79-04-9

chloroacetyl chloride

A

108-24-7

acetic anhydride

B

75-36-5

acetyl chloride

C

79-11-8

chloroacetic acid

D

541-88-8

Chloroacetic anhydride

Conditions
ConditionsYield
at 100℃; Fraktionierung des Reaktionsprodukts;
at 100℃; so erhaelt man bei der Fraktionierung des Reaktionsprodukt unter gewoehnlichem Druck;
4015-58-1

monochloroacetic acid anhydride

79-11-8

chloroacetic acid

A

64-19-7

acetic acid

B

541-88-8

Chloroacetic anhydride

79-11-8

chloroacetic acid

79-04-9

chloroacetyl chloride

541-88-8

Chloroacetic anhydride

Conditions
ConditionsYield
zeitlicher Verlauf der Reaktion bei Siedetemperatur;
zeitlicher Verlauf bei Siedetemperatur;
With potassium chloride

Chloracetic anhydride Specification

The IUPAC name of Chloracetic anhydride is (2-chloroacetyl) 2-chloroacetate. With the CAS registry number 541-88-8, it is also named as Acetic acid, chloro-, anhydride. The product's category is Pharmaceutical Intermediates. It is brownish semi-transparent crystals which is soluble in ether and chloroform. Additionally, this chemical should be sealed in the container and stored in the cool and dry place. Keep away from acids and food chemicals.

The other characteristics of this product can be summarized as: (1)# of Rule of 5 Violations: 0; (2)#H bond acceptors: 3; (3)#H bond donors: 0; (4)#Freely Rotating Bonds: 4; (5)Polar Surface Area: 43.37 Å2; (6)Index of Refraction: 1.456; (7)Molar Refractivity: 32.08 cm3; (8)Molar Volume: 117.9 cm3; (9)Polarizability: 12.71×10-24 cm3; (10)Surface Tension: 40.7 dyne/cm; (11)Enthalpy of Vaporization: 43.92 kJ/mol; (12)Boiling Point: 203 °C at 760 mmHg; (13)Vapour Pressure: 0.284 mmHg at 25°C; (14)Rotatable Bond Count: 4; (15)Exact Mass: 169.953749; (16)MonoIsotopic Mass: 169.953749; (17)Topological Polar Surface Area: 43.4; (18)Heavy Atom Count: 9; (19)Complexity: 109.

Uses ofChloracetic anhydride: It is used as intermediate. It also can react with 6-amino-2-methyl-3H-pyrimidin-4-one to get 2-chloro-N-(2-methyl-6-oxo-1,6-dihydro-pyrimidin-4-yl)-acetamide. This reaction needs solvent CHCl3 by heating. The reaction time is 26 hours. The yield is 82%.

When you are using this chemical, please be cautious about it as the following:
It is not only toxic if swallowed, but also irritating to eyes, skin and respiratory system.. Besides, it can cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After contact with skin, wash immediately with plenty of soap-suds. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure. 
1. SMILES:ClCC(=O)OC(=O)CCl
2. InChI:InChI=1/C4H4Cl2O3/c5-1-3(7)9-4(8)2-6/h1-2H2
3. InChIKey:PNVPNXKRAUBJGW-UHFFFAOYAI

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