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| CAS No.: | 541-88-8 |
|---|---|
| Name: | Chloroacetic anhydride |
| Article Data: | 32 |
| Molecular Structure: | |
|
|
|
| Formula: | C4H4Cl2O3 |
| Molecular Weight: | 170.98 |
| 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; |
| EINECS: | 208-794-2 |
| Density: | 1.449 g/cm3 |
| Melting Point: | 51 °C |
| Boiling Point: | 203 °C at 760 mmHg |
| Flash Point: | 82.8 °C |
| Solubility: | soluble in ether and chloroform |
| Appearance: | brownish semi-transparent crystals |
| Hazard Symbols: |
 C,  T
|
| Risk Codes: | 34-36/37-43-25 |
| Safety: | 26-28-36/37/39-45-27 |
| Transport Information: | UN 3261 |
| PSA: | 43.37000 |
| LogP: | 0.53380 |
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| Conditions | Yield |
|---|---|
| In toluene at 40℃; for 3h; Solvent; Temperature; | 93% |
| Conditions | Yield |
|---|---|
| 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; |
| Conditions | Yield |
|---|---|
| at 70 - 80℃; |
| Conditions | Yield |
|---|---|
| bei der Destillation im Vakuum; |
| Conditions | Yield |
|---|---|
| With oxalyl dichloride; benzene | |
| With sulfuryl dichloride; ethyl acetate at 50℃; | |
| With phosgene; oxalic acid ester unter Kuehlung; |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| zeitlicher Verlauf der Reaktion bei Siedetemperatur; | |
| zeitlicher Verlauf bei Siedetemperatur; | |
| With potassium chloride |
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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%.
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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