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Cas Database |
| Name |
Chloromethyl chloroformate |
EINECS | 244-793-3 |
| CAS No. | 22128-62-7 | Density | 1.468 g/cm3 |
| PSA | 26.30000 | LogP | 1.55810 |
| Solubility | Slightly miscible with water. | Melting Point |
<-20 °C |
| Formula | C2H2Cl2O2 | Boiling Point | 107.9 °C at 760 mmHg |
| Molecular Weight | 128.943 | Flash Point | 25.5 °C |
| Transport Information | UN 2745 6.1/PG 2 | Appearance | Colorless liquid |
| Safety | 26-36/37/39-45 | Risk Codes | 23-34 |
| Molecular Structure |
|
Hazard Symbols |
 T
|
| Synonyms |
Formicacid, chloro-, chloromethyl ester (6CI,8CI);Chloroformic acid chloromethylester;Chloromethoxycarbonyl chloride;Chloromethyl carbonochloridate;UN2745; |
Article Data | 17 |
Chloromethyl chloroformate Synthetic route
- 79-22-1
methyl chloroformate
A
- 22128-63-8
dichloromethoxycarbonyl chloride
B
- 22128-62-7
carbonochloridic acid, chloromethyl ester
| Conditions | Yield |
|---|---|
| With chlorine at 65 - 88℃; for 4h; Yields of byproduct given; | A n/a B 22% |
| With chlorine at 65 - 88℃; for 4h; Yield given. Yields of byproduct given; | |
| With 2,2'-azobis(isobutyronitrile); chlorine at 70℃; for 9.5h; | A 1.94 %Chromat. B 68.5 %Chromat. |
- 107-31-3
Methyl formate
- 22128-62-7
carbonochloridic acid, chloromethyl ester
| Conditions | Yield |
|---|---|
| bei gemaessigter Chlorierung am Licht; |
- 107-31-3
Methyl formate
A
- 22128-63-8
dichloromethoxycarbonyl chloride
B
- 22128-62-7
carbonochloridic acid, chloromethyl ester
C
- 503-38-8
trichloromethyl chloroformate
| Conditions | Yield |
|---|---|
| Bei der Chlorierung im Licht; | |
| With oxygen; chlorine at 22.85℃; Kinetics; Further Variations:; Reagents; |
- 56-23-5
tetrachloromethane
- 79-22-1
methyl chloroformate
- 22128-62-7
carbonochloridic acid, chloromethyl ester
| Conditions | Yield |
|---|---|
| at 25℃; Kinetics; Photochlorierung; |
- 79-22-1
methyl chloroformate
- 22128-62-7
carbonochloridic acid, chloromethyl ester
| Conditions | Yield |
|---|---|
| bei gemaessigter Chlorierung am Licht; | |
| With chlorine Ambient temperature; Irradiation; | |
| With sulfuryl dichloride; Perbenzoic acid Heating; |
| Conditions | Yield |
|---|---|
| benzyltri(n-butyl)ammonium chloride at 0 - 20℃; for 0.5h; |
| Conditions | Yield |
|---|---|
| at 23.5 - 27℃; durch UV-Licht (λ:435.8 nm) initiierten Reaktion in der Dampfphase; |
- 107-31-3
Methyl formate
- 7782-50-5
chlorine
A
- 22128-63-8
dichloromethoxycarbonyl chloride
B
- 22128-62-7
carbonochloridic acid, chloromethyl ester
| Conditions | Yield |
|---|---|
| im diffusen Licht; |
- 123-75-1
pyrrolidine
- 22128-62-7
carbonochloridic acid, chloromethyl ester
- 93765-67-4
N-(chloromethyloxycarbonyl)pyrrolidine
| Conditions | Yield |
|---|---|
| With pyridine In dichloromethane at 0 - 20℃; for 2h; Substitution; | 100% |
| With pyridine Yield given; |
- 22128-62-7
carbonochloridic acid, chloromethyl ester
- 100-61-8
N-methylaniline
- 186353-05-9
[N-methyl-N-phenyl]carbamic acid chloromethyl ester
| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; | 100% |
| With triethylamine In dichloromethane at 0 - 5℃; for 4h; | 73% |
Chloromethyl chloroformate Specification
The Chloromethyl chloroformate with CAS registry number of 22128-62-7 is also known as Carbonochloridic acid, chloromethyl ester. The IUPAC name is Chloromethyl carbonochloridate. It belongs to product categories of Acid HalidesDerivatization Reagents HPLC; Carbonyl ChloridesDerivatization Reagents HPLC; Carbonyl Compounds; Fluorescence; Halogenated; Organic Building Blocks. Its EINECS registry number is 244-793-3. In addition, the formula is C2H2Cl2O2 and the molecular weight is 128.94. This chemical is a colorless liquid that at low levels cause damage to health. What's more, it can be used as medicine and pesticide intermediate, and it should be stored at the temperature of 2-8 °C away from oxidants, water and alkali.
Physical properties about Chloromethyl chloroformate are: (1)ACD/LogP: 1.14; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.14; (4)ACD/LogD (pH 7.4): 1.14; (5)ACD/BCF (pH 5.5): 4.34; (6)ACD/BCF (pH 7.4): 4.34; (7)ACD/KOC (pH 5.5): 99.51; (8)ACD/KOC (pH 7.4): 99.51; (9)#H bond acceptors: 2; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.432; (12)Molar Refractivity: 22.78 cm3; (13)Molar Volume: 87.8 cm3; (14)Surface Tension: 34.8 dyne/cm; (15)Density: 1.468 g/cm3; (16)Flash Point: 25.5 °C; (17)Enthalpy of Vaporization: 34.68 kJ/mol; (18)Boiling Point: 107.9 °C at 760 mmHg; (19)Vapour Pressure: 26.5 mmHg at 25 °C.
Uses of Chloromethyl chloroformate: it is used to produce carbonic acid chloromethyl ester 4-nitro-phenyl ester by reaction with 4-nitro-phenol. The reaction occurs with reagent Et3N and solvent CH2Cl2 at the temperature of 5 °C for 100 minutes. The yield is about 88.2 %.
When you are using this chemical, please be cautious about it. As a chemical, it is toxic by inhalation and causes burns. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If accident happens or you feel unwell seek medical advice immediately.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: C(OC(=O)Cl)Cl
2. InChI: InChI=1S/C2H2Cl2O2/c3-1-6-2(4)5/h1H2
3. InChIKey: JYWJULGYGOLCGW-UHFFFAOYSA-N
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