Chloromethyl chloroformate supplier

Name
Chloromethyl chloroformate
EINECS 244-793-3
CAS No. 22128-62-7
Article Data17
CAS DataBase
Density 1.468 g/cm³
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;
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

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

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

Conditions	Yield
Bei der Chlorierung im Licht;
With oxygen; chlorine at 22.85℃; Kinetics; Further Variations:; Reagents;

...Expand

: 56-23-5
tetrachloromethane

: 79-22-1
methyl chloroformate

: 22128-62-7
carbonochloridic acid, chloromethyl ester

Conditions

Conditions	Yield
at 25℃; Kinetics; Photochlorierung;

: 79-22-1
methyl chloroformate

: 22128-62-7
carbonochloridic acid, chloromethyl ester

Conditions

Conditions	Yield
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

Conditions	Yield
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

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

Conditions	Yield
im diffusen Licht;

...Expand

: 123-75-1
pyrrolidine

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 93765-67-4
N-(chloromethyloxycarbonyl)pyrrolidine

Conditions

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

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	100%
With triethylamine In dichloromethane at 0 - 5℃; for 4h;	73%

: 44897-15-6
sarcosine diethylamide

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 934548-22-8
N-(chloromethyloxycarbonyl)sarcosine diethylamide

Conditions

Conditions	Yield
In dichloromethane at -10 - 20℃;	100%

: 3-R-(N-Boc-prop-2-ynylamino)-indan-5-ol

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: carbonic acid chloromethyl ester 3-R-(N-Boc-prop-2-ynylamino)-indan-5-yl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 2h;	100%

: tert-butyl 3-hydroxypropyl (2E)-but-2-enedioate

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: tert-butyl 3-{[(chloromethoxy)carbonyl]oxy}propyl (2E)-but-2-enedioate

Conditions

Conditions	Yield
With pyridine at 0 - 20℃; for 0.75h;	100%

: 6-fluoro-1-methyl-4-oxo-7-(((1r,4r)-4-((((3-oxo-4-((2-(trimethylsilyl)ethoxy)methyl)-3,4-dihydro-2H-pyrazino[2,3-b][1,4]oxazin-6-yl)methyl)amino)methyl)cyclohexyl)amino)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 7-(((1r,4r)-4-((((chloromethoxy)carbonyl)((3-oxo-4-((2-(trimethylsilyl)ethoxy)methyl)-3,4-dihydro-2H-pyrazino[2,3-b][1,4]oxazin-6-yl)methyl)amino)methyl)cyclohexyl)amino)-6-fluoro-1-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane; water at 20℃; for 2h;	100%

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 108-98-5
thiophenol

: 133217-39-7
Thiocarbonic acid O-chloromethyl ester S-phenyl ester

Conditions

Conditions	Yield
With triethylamine In diethyl ether 1) 0 to 5 deg C, 30 min, 2) RT, 16h;	99%

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 158991-23-2
PD 154075

: 247017-85-2
3-[(R)-2-(Benzofuran-2-ylmethoxycarbonylamino)-2-((S)-1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid chloromethyl ester

Conditions

Conditions	Yield
Stage #1: PD 154075 With potassium hexamethylsilazane In tetrahydrofuran at -78℃; Metallation; Stage #2: carbonochloridic acid, chloromethyl ester In tetrahydrofuran at -78℃; Acylation;	99%

: 112-35-6
triethylene glucol monomethyl ether

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 209551-63-3
chloromethyl (2-(2-(2-methoxyethoxy)ethoxy)ethyl) carbonate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; for 22h; Inert atmosphere;	99%
With pyridine In dichloromethane at 0 - 20℃;	99%
With pyridine In dichloromethane
With pyridine In dichloromethane at 20℃;
With pyridine In dichloromethane at -78℃; for 3h;

: 110-91-8
morpholine

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 93765-68-5
chloromethyl morpholine-4-carboxylate

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 0.5h;	99%
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1.58333h;

: 22128-62-7
carbonochloridic acid, chloromethyl ester

Triton X-100: Triton X-100

Triton X-100 chloromethyl carbonate: Triton X-100 chloromethyl carbonate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 2h; Inert atmosphere;	99%

: 2-(4-fluoro-2-(methyl-d3)phenoxy)-N-(2-oxo-1,2-dihydropyridin-4-yl)-4-(trifluoromethyl)benzamide

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: N-[1-(chloromethyl)-2-oxo-1,2-dihydropyridin-4-yl]-2-[4-fluoro-2-(methyl-d3)phenoxy]-4-(trifluoromethyl)benzamide

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In 1,2-dichloro-ethane; N,N-dimethyl-formamide at 60℃; for 1.08333h;	99%

: 107-03-9
1-thiopropane

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: O-(chloromethyl) S-propyl carbonothioate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tert-butyl methyl ether at 5 - 20℃;	99%
With N-ethyl-N,N-diisopropylamine In tert-butyl methyl ether at 5 - 20℃;	29 g

: 32399-12-5
2-(N-methylamino)-3-hydroxymethylpyridine

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: chloromethyl (3-(hydroxymethyl)pyridin-2-yl)(methyl)carbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 5℃; for 0.0833333h;	99%
With N-ethyl-N,N-diisopropylamine In dichloromethane at -10℃; for 1h;

: 1557084-43-1
3-(2-chloro-4-morpholinopyrido[3,2-d]pyrimidin-7-yl)aniline

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 1557084-82-8
chloromethyl (3-(2-chloro-4-morpholinopyrido[3,2-d]pyrimidin-7-yl)phenyl)carbamate

Conditions

Conditions	Yield
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In chloroform at 20℃; Cooling with ice;	98.4%

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 67-63-0
isopropyl alcohol

: 35180-01-9
chloromethyl isopropyl carbonate

Conditions

Conditions	Yield
With triethylamine at 0℃;	98%
With pyridine In diethyl ether; isopropyl alcohol at 10℃; for 18h; Cooling;	95%
With pyridine In diethyl ether at 0 - 20℃;	92%

: 111-87-5
octanol

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 920967-14-2
chloromethyl-1-octyl carbonate

Conditions

Conditions	Yield
With pyridine In dichloromethane	98%
With N-ethyl-N,N-diisopropylamine In dichloromethane
With triethylamine In dichloromethane at 0 - 20℃; for 21h;

: (S)-3,4-difluoro-N-(((1-methoxypropan-2-yl)amino)((6-(trifluoromethyl)-1H-indazol-3-yl)amino)methylene)benzamide

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: (S)-chloromethyl 3-(2-(3,4-difluorobenzoyl)-3-(1-methoxypropan-2-yl)guanidino)-6-(trifluoromethyl)-1H-indazole-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -40 - 20℃; for 0.333333h;	98%

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 109-89-7
diethylamine

: 133217-92-2
chloromethyl N,N-diethyl carbamate

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 0.5h;	97%
In hexane at -10 - -5℃; for 2.25h;	92%
With triethylamine In diethyl ether 1) 0 to 5 deg C, 30 min, 2) RT, 16h;	71%

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 111-27-3
hexan-1-ol

: 663597-51-1
chloromethyl hexyl carbonate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 25℃;	97%
With pyridine In dichloromethane at 0 - 20℃; for 20h;	63%

: 90-15-3
α-naphthol

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 132905-86-3
Carbonic acid chloromethyl ester naphthalen-1-yl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 5℃; for 1.66667h;	96%

: 4-(3,3-dimethylbutanamido)-3,5-difluoro-N-(thiazol-2-yl)benzamide

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 913841-86-8
N-[3-chloromethyl-3H-thiazol-2-(E/Z)ylidene]-4-(3,3-dimethylbutyrylamino)-3,5-difluorobenzamide

Conditions

Conditions	Yield
Stage #1: 4-(3,3-dimethylbutyrylamino)-3,5-difluoro-N-thiazol-2-ylbenzamide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Stage #2: carbonochloridic acid, chloromethyl ester In N,N-dimethyl-formamide; mineral oil at 0 - 20℃;	96%
Stage #1: 4-(3,3-dimethylbutyrylamino)-3,5-difluoro-N-thiazol-2-ylbenzamide With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1.5h; Stage #2: carbonochloridic acid, chloromethyl ester In N,N-dimethyl-formamide at 20℃;	86%

: 87184-99-4
4-(tert-butyldimethylsiloxy)-1-butanol

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 4-((tert-butyldimethylsilyl)oxy)butyl (chloromethyl) carbonate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0℃; for 2h;	96%

: 100-02-7
4-nitro-phenol

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 50780-50-2
4-chloromethoxycarbonyloxy-1-nitrobenzene

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 1h;	95%
With 4-methyl-morpholine In dichloromethane at 0 - 25℃;	94%
With TEA Ambient temperature;	90%

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: N-[4-(aminomethyl)benzoyl]alanine benzyl ester

: 502158-15-8
(S)-2-[4-(Chloromethoxycarbonylamino-methyl)-benzoylamino]-propionic acid benzyl ester

Conditions

Conditions	Yield
With TEA In dichloromethane at 0℃;	95%

: 2462-34-2
L-valine benzyl ester hydrochloride

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: (S)-2-chloromethoxycarbonylamino-3-methyl-butyric acid benzyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 0.5h;	95%

: 177339-15-0
3-[(1-dimethylamino-2-methyl)prop-2-yl]phenol

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 177339-27-4
3-[(1-dimethylamino-2-methyl)prop-2-yl]phenyl chloromethyl carbonate

Conditions

Conditions	Yield
With sodium hydrogencarbonate; triethylamine In dichloromethane	95%

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 160738-57-8, 112811-59-3
gatifloxacin

: 925684-58-8
7-(4-(2-chloromethoxycarbonyl)-3-methylpiperazin-1-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinlone-3-carboxylic acid

Conditions

Conditions	Yield
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In dichloromethane for 4h; Inert atmosphere;	95%
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In dichloromethane at 0℃; for 4h;	95%

: 66085-59-4
nimodipin

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: C23H27ClN2O9

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran for 0.5h; Inert atmosphere; Cooling with ice;	95%
Stage #1: nimodipin With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Cooling with ice; Stage #2: carbonochloridic acid, chloromethyl ester In tetrahydrofuran at 20℃;	94.84%

: 74844-91-0
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: C13H20ClNO7

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; for 1.5h; Inert atmosphere;	95%

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 %.

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

Product Name

Chloromethyl chloroformate

Synthetic route

Chloromethyl chloroformate Specification

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