Conditions | Yield |
---|---|
With tributyl borane; oxygen at 80℃; under 2280.15 Torr; for 11h; Reagent/catalyst; | 90% |
With oxygen; chlorine at 40 - 50℃; Irradiation.im UV-Licht; | |
With oxygen Irradiation.beim Behandeln des erhaltenen Gemisches aus Dichloracetylchlorid und Trichloraethylenoxyd mit wenig Dimethylamin oder anderen sekundaeren oder tertiaeren Aminen; |
ethylphenylphosphinous chloride
trichloroacetic acid
A
dichloroacethyl chloride
B
ethylphenylphosphinic chloride
Conditions | Yield |
---|---|
for 1h; Ambient temperature; argon atmosphere; | A 88% B 50% |
Ambient temperature; | A 88% B 50% |
diethylchlorophosphine
trichloroacetic acid
A
dichloroacethyl chloride
B
diethylphosphinic chloride
Conditions | Yield |
---|---|
for 1h; Ambient temperature; | A 87% B 60% |
ethyl ester of ethylphenylthiophosphinic acid
trichloroacetic acid
A
dichloroacethyl chloride
B
S-ethyl dichlorothiolacetate
C
ethylphenylphosphinic chloride
D
S-ethyl ethylphenylphosphinothioate
Conditions | Yield |
---|---|
for 1h; Ambient temperature; argon atmosphere; | A 64% B 60% C n/a D n/a |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 40℃; for 21h; | A 9% B 22% C 38% |
Conditions | Yield |
---|---|
Stage #1: dichloro-acetic acid With chloroform; oxygen; N,N-dimethyl-formamide at 30℃; for 3h; Irradiation; Stage #2: at 30℃; for 2h; | 7% |
With thionyl chloride | |
With zinc(II) chloride; phosphorus trichloride |
Conditions | Yield |
---|---|
With dichloromethane; chlorine at -50℃; |
Conditions | Yield |
---|---|
With chlorine in der Gasphase; |
Conditions | Yield |
---|---|
With anionenexchanger at 130℃; |
Conditions | Yield |
---|---|
With oxygen Umsetzung der bis 107grad siedenden Anteile des Reaktionsprodukts mit Metallchloriden wie SbCl5,FeCl3 oder AlCl3; |
Conditions | Yield |
---|---|
With sulfuric acid at 50 - 60℃; |
Conditions | Yield |
---|---|
With chlorine mit Hilfe von UV-Licht; | |
With acetyl-cyclohexanesulfonyl peroxide; chlorine |
(E)-1,2-dichloro-1-ethoxy-ethene
dichloroacethyl chloride
Conditions | Yield |
---|---|
With chlorine |
dichloro-acetic acid
Benzotrichlorid
A
dichloroacethyl chloride
B
benzoyl chloride
Conditions | Yield |
---|---|
With zinc(II) chloride at 120℃; | |
With zinc(II) chloride at 120℃; |
Conditions | Yield |
---|---|
With chlorine at -18℃; |
Conditions | Yield |
---|---|
With pyridine; chlorine at 75 - 80℃; |
Conditions | Yield |
---|---|
With quinoline; Pd-BaSO4; sulfur at 140℃; Reagens 4: Petroleum; |
Conditions | Yield |
---|---|
With air Irradiation.bei 26-taegiger UV-Bestrahlung; | |
With oxygen Irradiation.bei 26-taegiger UV-Bestrahlung; |
1,1,2,2-tetrachloroethane
A
dichloroacethyl chloride
B
1,1,1,2,2,3,3,4-octachloro-butane
C
oxalic acid
Conditions | Yield |
---|---|
bei 26-taegigem Bestrahlung mit UV-Licht unter Durchleiten von trockener Luft oder trockenem Sauerstoff.Irradiation; |
trichloroethylene epoxide
dichloroacethyl chloride
Conditions | Yield |
---|---|
diethylamine at 60℃; for 1h; sealed tube; Yield given; |
Conditions | Yield |
---|---|
at 130℃; for 2h; Product distribution; Kinetics; Thermodynamic data; sealed tube, var.catalysts, oth. temperature, E(activ.); | A 91 % Chromat. B 9 % Chromat. |
1,1,2,2-tetrachloroethylene
A
phosgene
B
dichloroacethyl chloride
C
dichloromethyl radical
D
Trichloroethenol
Conditions | Yield |
---|---|
With hydroxide In gas at 27.9℃; under 0.4 - 4.2 Torr; Product distribution; Thermodynamic data; Rate constant; other temperatures; A, E; |
trans-1,2-dichloroethylene
A
dichloroacethyl chloride
B
trichloroethylene epoxide
trans-1,2-Dichloroethylene epoxide
D
1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
With oxygen; chlorine In neat (no solvent) at 30℃; under 1050.08 Torr; for 56h; Irradiation; Yield given. Further byproducts given. Yields of byproduct given; |
trans-1,2-dichloroethylene
A
dichloroacethyl chloride
B
dichloromethyl 1,2,2-trichloroethyl ether
trans-1,2-Dichloroethylene epoxide
D
1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
With oxygen; chlorine In neat (no solvent) at 30℃; under 1050.08 Torr; for 56h; Irradiation; Yield given. Further byproducts given. Yields of byproduct given; |
trans-1,2-dichloroethylene
A
dichloroacethyl chloride
B
1,2,2,2-tetrachloroethyl 1,2,2-trichloroethyl ether
trans-1,2-Dichloroethylene epoxide
D
1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
With oxygen; chlorine In neat (no solvent) at 30℃; under 1050.08 Torr; for 56h; Irradiation; Yield given. Further byproducts given. Yields of byproduct given; |
trans-1,2-dichloroethylene
A
dichloroacethyl chloride
B
1,2,2-trichloroethyl dichloroacetate
trans-1,2-Dichloroethylene epoxide
D
1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
With oxygen; chlorine In neat (no solvent) at 30℃; under 1050.08 Torr; for 56h; Irradiation; Yield given. Further byproducts given. Yields of byproduct given; |
trans-1,2-dichloroethylene
A
dichloroacethyl chloride
B
meso-bis(1,2,2-trichloroethyl) ether
trans-1,2-Dichloroethylene epoxide
D
1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
With oxygen; chlorine In neat (no solvent) at 30℃; under 1050.08 Torr; for 56h; Irradiation; Yield given. Further byproducts given. Yields of byproduct given; |
trans-1,2-dichloroethylene
A
dichloroacethyl chloride
rac-bis(1,2,2-trichloroethyl) ether
trans-1,2-Dichloroethylene epoxide
D
1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
With oxygen; chlorine In neat (no solvent) at 30℃; under 1050.08 Torr; for 56h; Irradiation; Yield given. Further byproducts given. Yields of byproduct given; |
trans-1,2-dichloroethylene
A
dichloroacethyl chloride
B
pentachloroethane
C
2,2-dichloroacetaldehyde
D
meso-1,1,2,3,4,4-hexachloro-butane
E
dichloromethyl 1,2,2-trichloroethyl ether
F
1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
With oxygen; chlorine In neat (no solvent) at 30℃; under 1050.08 Torr; Mechanism; Rate constant; Product distribution; Irradiation; |
Trichloroethylene
A
dichloro-acetic acid
B
dichloroacethyl chloride
C
1,1,3,3,4,4,-hexachloro-1-butene
Conditions | Yield |
---|---|
In neat (no solvent) at 130℃; Product distribution; effect of the time and the temp.; |
dichloroacethyl chloride
diethyl 2-[(4-methoxyphenyl)amino]malonate
2-[(2,2-Dichloro-acetyl)-(4-methoxy-phenyl)-amino]-malonic acid diethyl ester
Conditions | Yield |
---|---|
In benzene for 2h; Heating; | 100% |
dichloroacethyl chloride
Isopropylphenyl(trimethylsilyl)phosphan
(Dichloracetyl)isopropylphenylphosphan
Conditions | Yield |
---|---|
In diethyl ether at -80℃; for 5h; | 100% |
dichloroacethyl chloride
Ethylphenyl(trimethylsilyl)phosphan
Conditions | Yield |
---|---|
In diethyl ether at -80℃; for 5h; | 100% |
dichloroacethyl chloride
Phenyl-n-propyl(trimethylsilyl)phosphan
Conditions | Yield |
---|---|
In diethyl ether at -80℃; for 5h; | 100% |
dichloroacethyl chloride
methyl (2E)-3-(2-aminophenyl)propenoate
(E)-Methyl 3-propenoate
Conditions | Yield |
---|---|
With triethylamine In diethyl ether for 0.166667h; Ambient temperature; | 100% |
dichloroacethyl chloride
(2-tert-Butyl-5-methylphenoxy)magnesium bromide
2-tert-Butyl-5-methylphenyl dichloroacetate
Conditions | Yield |
---|---|
In toluene for 5h; Ambient temperature; also aluminium phenolate; | 100% |
dichloroacethyl chloride
(-)-8-phenylmenthol
(1R,2S,5R)-(+)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl dichloroacetate
Conditions | Yield |
---|---|
at 100℃; | 100% |
dichloroacethyl chloride
9-hydroxyphenalenone sodium salt
9-dichloroacetoxyphenalenone
Conditions | Yield |
---|---|
In tetrahydrofuran for 24h; Ambient temperature; | 100% |
dichloroacethyl chloride
trimethylsilyldicyclohexylphosphane
Conditions | Yield |
---|---|
In diethyl ether at -25℃; | 100% |
dichloroacethyl chloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane | 100% |
dichloroacethyl chloride
2-(3-indole)-ethanol
2-(Indol-3'-yl)ethyl Dichloroacetate
Conditions | Yield |
---|---|
With pyridine In dichloromethane for 18h; kept in the dark; | 100% |
dichloroacethyl chloride
(2,2-Bis-phenylsulfanyl-vinyl)-((S)-1-phenyl-ethyl)-amine
Conditions | Yield |
---|---|
With N,N-diethylaniline In benzene Heating; | 100% |
dichloroacethyl chloride
ethyl 2-dichloroacetyl-3-diethylaminoacrylate
Conditions | Yield |
---|---|
With α-picoline In toluene at 0 - 20℃; for 1.5h; | 100% |
dichloroacethyl chloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane | 100% |
dichloroacethyl chloride
(E)-cyclooctene
9,9-Dichloro-10-oxo-trans-bicyclo<6.2.0>decane
Conditions | Yield |
---|---|
With triethylamine In hexane | 99% |
dichloroacethyl chloride
2-(trimethylsilyl)thiazole
2-(2,2-Dichloro-1-trimethylsilanyloxy-vinyl)-thiazole
Conditions | Yield |
---|---|
With triethylamine In hexane Ambient temperature; | 99% |
With triethylamine In hexane for 4h; | 80% |
dichloroacethyl chloride
4-[1-Diisopropylamino-meth-(E)-ylidene]-3,4-dihydro-2H-benzo[b]thiepin-5-one
3,3-Dichloro-4-diisopropylamino-3,4,5,6-tetrahydro-1-oxa-7-thia-dibenzo[a,c]cyclohepten-2-one
Conditions | Yield |
---|---|
With triethylamine In toluene for 0.5h; Ambient temperature; | 99% |
tert-butyl (S)-4-hydroxy-2-methylpent-2E-enoate
dichloroacethyl chloride
(E)-(S)-4-(2,2-Dichloro-acetoxy)-2-methyl-pent-2-enoic acid tert-butyl ester
Conditions | Yield |
---|---|
With pyridine; dmap In tetrahydrofuran for 2h; | 99% |
With pyridine; dmap In tetrahydrofuran at 25℃; for 2h; | 99% |
Conditions | Yield |
---|---|
With potassium fluoride; C30H22Cl4CrN4O2 at 80℃; for 2h; Reagent/catalyst; | 99% |
With hydrogen fluoride; fluorinated chromium III oxide at 200 - 250℃; for 0.00555556h; Product distribution / selectivity; Gas phase; | 53% |
dichloroacethyl chloride
Conditions | Yield |
---|---|
With sodium hydroxide In dichloromethane; water at -15 - -10℃; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With dmap In dichloromethane at 20℃; for 24h; | 99% |
dichloroacethyl chloride
ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate
Conditions | Yield |
---|---|
In acetonitrile at -15 - 60℃; | 98.8% |
Conditions | Yield |
---|---|
Stage #1: aniline With sodium hydrogencarbonate at 20℃; for 7h; Sonication; Stage #2: dichloroacethyl chloride In tetrahydrofuran at 60℃; for 8h; Microwave irradiation; | 98.6% |
With triethylamine In dichloromethane Cooling; | 86.2% |
With triethylamine In dichloromethane | 86% |
2-aminopyridine
dichloroacethyl chloride
2,2-dichloro-N-(pyridine-2-yl)acetamide
Conditions | Yield |
---|---|
for 1h; | 98% |
With pyridine | |
With benzene |
dichloroacethyl chloride
isopropylamine
N-Isopropyl-2,2-dichloroacetamide
Conditions | Yield |
---|---|
In dichloromethane | 98% |
With 1,2-dichloro-ethane at -20 - -10℃; |
Conditions | Yield |
---|---|
With 1,1,1,3,3-pentafluoro-2,3-dichloropropane at 60 - 80℃; for 9h; | 98% |
With triethylamine In dichloromethane Cooling; | 94.2% |
for 3h; Reflux; Alkaline conditions; | 82% |
dichloroacethyl chloride
2-isopropenylaniline
2,2-Dichloro-N-acetamide
Conditions | Yield |
---|---|
With triethylamine In diethyl ether for 0.166667h; Ambient temperature; | 98% |
dichloroacethyl chloride
Aluminum; 2-tert-butyl-4-methyl-phenolate
A
ω,ω-Dichloro-2-hydroxy-3-tert-butyl-5-methylacetophenone
B
2-tert-Butyl-4-methylphenyl dichloroacetate
Conditions | Yield |
---|---|
In toluene for 5h; Ambient temperature; | A 98% B 2% |
dichloroacethyl chloride
5-[1-Diphenylamino-meth-(E)-ylidene]-6,7-dihydro-5H-benzo[b]thiophen-4-one
3,3-Dichloro-4-diphenylamino-3,4,5,6-tetrahydro-thieno[2,3-h]chromen-2-one
Conditions | Yield |
---|---|
With triethylamine | 98% |
Molecular Structure of Dichloroacetyl chloride (CAS NO.79-36-7):
IUPAC Name: 2,2-Dichloroacetyl chloride
Canonical SMILES: C(C(=O)Cl)(Cl)Cl
InChI: InChI=1S/C2HCl3O/c3-1(4)2(5)6/h1H
InChIKey: FBCCMZVIWNDFMO-UHFFFAOYSA-N
Molecular Weight: 147.38774 [g/mol]
Molecular Formula: C2HCl3O
XLogP3-AA: 2.1
H-Bond Donor: 0
H-Bond Acceptor: 1
Appearance: colourless to light yellow fuming liquid
Melting Point: < 25 °C
EINECS: 201-199-9
Index of Refraction: 1.466
Molar Refractivity: 25.85 cm3
Molar Volume: 93.1 cm3
Surface Tension: 36.7 dyne/cm
Density: 1.581 g/cm3
Flash Point: 31.8 °C
Enthalpy of Vaporization: 34.63 kJ/mol
Boiling Point: 107.5 °C at 760 mmHg
Vapour Pressure: 27 mmHg at 25 °C
Water Solubility: MAY DECOMPOSE
Sensitive: Moisture Sensitive
Stability: Stable. Combustible. Incompatible with water, alcohols and oxidizing agents. Fumes in air.
Product Categories: Pharmaceutical Intermediates; Organics; Acid Halides; Carbonyl Compounds; Organic Building Blocks
Classification Code: Mutation data; Skin / Eye Irritant; Tumor data
Dichloroacetyl chloride (CAS NO.79-36-7) is used as organic synthesis and pesticides, pharmaceutical intermediates, sheep felt fulling finishing, bleaching, bleaching, preservation, sterilization, disinfection and so on.
1. | skn-rbt 2 mg/24H SEV | 85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,571. | ||
2. | eye-rbt 50 µg open SEV | AMIHBC AMA Archives of Industrial Hygiene and Occupational Medicine. 4 (1951),119. | ||
3. | orl-rat LD50:2460 mg/kg | AMIHBC AMA Archives of Industrial Hygiene and Occupational Medicine. 4 (1951),119. | ||
4. | ihl-rat LCLo:2000 ppm/4H | AMIHBC AMA Archives of Industrial Hygiene and Occupational Medicine. 4 (1951),119. | ||
5. | skn-rbt LD50:650 mg/kg | AMIHBC AMA Archives of Industrial Hygiene and Occupational Medicine. 4 (1951),119. |
Reported in EPA TSCA Inventory.
Questionable carcinogen with experimental tumorigenic data. Moderately toxic by ingestion, inhalation, and skin contact. Corrosive to the skin, eyes, and mucous membranes. Combustible when exposed to heat or flame. When heated to decomposition it emits toxic fumes of Cl−.
Safety Information of Dichloroacetyl chloride (CAS NO.79-36-7):
Hazard Codes: C,N
Risk Statements: 35-50
R35:Causes severe burns ;
R50:Very Toxic to aquatic organisms ;
Safety Statements: 9-26-45-61
S9:Keep container in a well-ventilated place ;
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice ;
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) ;
S61:Avoid release to the environment. Refer to special instructions safety data sheet ;
RIDADR: UN 1765 8/PG 2
WGK: Germany 2
RTECS: AO6650000
F: 19-21
Hazard Note: Corrosive/Moisture Sensitive
HazardClass: 8
PackingGroup: II
DOT Classification: 8; Label: Corrosive
Dichloroacetyl chloride (CAS NO.79-36-7), its Synonyms are 2,2-Dichloroacetyl chloride ; alpha,alpha-Dichloroacetyl chloride ; Chlorid kyseliny dichloroctove ; Chlorure de dichloracetyle ; Acetyl chloride, 2,2-dichloro- .
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