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22128-62-7

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Basic Information
CAS No.: 22128-62-7
Name: Chloromethyl chloroformate
Article Data: 17
Molecular Structure:
Molecular Structure of 22128-62-7 (Chloromethyl chloroformate)
Formula: C2H2Cl2O2
Molecular Weight: 128.943
Synonyms: Formicacid, chloro-, chloromethyl ester (6CI,8CI);Chloroformic acid chloromethylester;Chloromethoxycarbonyl chloride;Chloromethyl carbonochloridate;UN2745;
EINECS: 244-793-3
Density: 1.468 g/cm3
Melting Point: <-20 °C
Boiling Point: 107.9 °C at 760 mmHg
Flash Point: 25.5 °C
Solubility: Slightly miscible with water.
Appearance: Colorless liquid
Hazard Symbols: ToxicT
Risk Codes: 23-34
Safety: 26-36/37/39-45
Transport Information: UN 2745 6.1/PG 2
PSA: 26.30000
LogP: 1.55810
Synthetic route
79-22-1

methyl chloroformate

A

22128-63-8

dichloromethoxycarbonyl chloride

B

22128-62-7

carbonochloridic acid, chloromethyl ester

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
at 25℃; Kinetics; Photochlorierung;
79-22-1

methyl chloroformate

22128-62-7

carbonochloridic acid, chloromethyl ester

Conditions
ConditionsYield
bei gemaessigter Chlorierung am Licht;
With chlorine Ambient temperature; Irradiation;
With sulfuryl dichloride; Perbenzoic acid Heating;
75-44-5

phosgene

50-00-0

formaldehyd

22128-62-7

carbonochloridic acid, chloromethyl ester

Conditions
ConditionsYield
benzyltri(n-butyl)ammonium chloride at 0 - 20℃; for 0.5h;
7782-50-5

chlorine

79-22-1

methyl chloroformate

22128-62-7

carbonochloridic acid, chloromethyl ester

Conditions
ConditionsYield
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
ConditionsYield
im diffusen Licht;
123-75-1

pyrrolidine

22128-62-7

carbonochloridic acid, chloromethyl ester

93765-67-4

N-(chloromethyloxycarbonyl)pyrrolidine

Conditions
ConditionsYield
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
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;100%
With triethylamine In dichloromethane at 0 - 5℃; for 4h;73%
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  • Chloromethyl chloroformate, 97% 22128-62-7

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    22128-62-7

    Chloromethyl chloroformate, 97% 22128-62-7

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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 %.

Chloromethyl chloroformate is used to produce carbonic acid chloromethyl ester 4-nitro-phenyl ester by reaction with 4-nitro-phenol.

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