β-chlorovinyl(methyl)dichlorosilane
A
Methyltrichlorosilane
B
1,1-dichloroethane
C
chloroethylene
Conditions | Yield |
---|---|
With hydrogenchloride; iron(III) chloride at 25 - 31℃; for 4h; Product distribution; Further Variations:; Temperatures; reaction time, reagent concentration; Addition; elimination; | A n/a B n/a C n/a D 89% |
Conditions | Yield |
---|---|
With chlorotrifluoromethane; hydrogen iodide Product distribution; Mechanism; Irradiation; var. pressure; labeling (38)Cl; | A 0.76% B 78% |
1,1,1-trichloroethane
A
(Z)-2-Butene
B
1,1-dichloroethane
C
ethane
D
ethene
Conditions | Yield |
---|---|
With Tris buffer; iron; sodium chloride pH=7.5; Kinetics; Product distribution; Further Variations:; Reagents; Dehalogenation; dimerization; | A n/a B 67% C n/a D n/a |
Conditions | Yield |
---|---|
With Tris buffer; sodium chloride; zinc pH=7.5; Kinetics; Dehalogenation; | A 25.8% B n/a |
ethylenebis(chloroformate)
A
1,1-dichloroethane
B
Vinyl chloroformate
C
carbonochloridic acid 1-chloro-ethyl ester
D
2-Chloroethyl chloroformate
Conditions | Yield |
---|---|
at 460℃; Produkt 5: 1.2-Dichlor-aethan.Pyrolysis; |
Conditions | Yield |
---|---|
bei der thermischen und photochemischen Chlorierung; | |
With chlorine at 400℃; |
Conditions | Yield |
---|---|
With chlorine; pyrographite at 100 - 300℃; | |
With chlorine; pyrographite at 100 - 300℃; | |
With chlorine; pyrographite at 100 - 300℃; |
Conditions | Yield |
---|---|
With chlorine | |
Chlorierung im Lichte; | |
With chlorine; pyrographite at 250 - 400℃; | |
With chlorine | |
With water Chlorierung; |
Conditions | Yield |
---|---|
With sulfur dioxide; chlorine unter Belichtung; Nebenprod.2:1,2-Dichlor-aethan; |
Conditions | Yield |
---|---|
at 0℃; Einfluss des Loesungsmittels auf die Photochlorierung; | |
With chlorine In chlorobenzene Mechanism; Kinetics; other solvent; object of study: solvents effects vs. the reaction selectivity; | |
With chlorine In gas at 8 - 94℃; Kinetics; Thermodynamic data; Mechanism; ΔE(excit); |
Conditions | Yield |
---|---|
With hydrogenchloride; aluminium trichloride at 125℃; | |
With hydrogenchloride; aluminium trichloride; 1,2-dichloro-ethane | |
With hydrogenchloride; aluminium trichloride at 10 - 50℃; unter Druck; |
carbonochloridic acid 1-chloro-ethyl ester
1,1-dichloroethane
Conditions | Yield |
---|---|
With aluminium trichloride |
Conditions | Yield |
---|---|
With phosphorus pentachloride | |
With tungsten(VI) chloride In dichloromethane at 20℃; for 168h; Sealed tube; |
Conditions | Yield |
---|---|
With aluminium trichloride at 350 - 500℃; im Eisenrohr; und Leiten des entstandenen Gemisches von Vinylchlorid und HCl ueber AlCl3 bei ca. 125grad; | |
With aluminium trichloride at 375℃; und Leiten des entstandenen Gemisches von Vinylchllorid und HCl ueber AlCl3 bei ca. 125grad; |
Conditions | Yield |
---|---|
With hydrogenchloride; silica gel; mercury dichloride at 75 - 175℃; | |
With hydrogenchloride; silica gel; zinc(II) chloride at 75 - 175℃; |
1-Heptene
1,1,1-trichloroethane
A
1,1-dichloroethane
B
2,2-dichlorononane
Conditions | Yield |
---|---|
With triethylsilane; bithionol at 130 - 140℃; for 5h; | A 12.4 % Chromat. B 32.2 % Chromat. C 8.7 % Chromat. |
With triethylsilane; bithionol at 130 - 140℃; | A 12.4 % Chromat. B 32.2 % Chromat. C 8.7 % Chromat. |
ethene
A
1,1-dichloroethane
B
chloroethylene
C
1,2-dichloro-ethane
D
benzene
Conditions | Yield |
---|---|
aluminum oxide; hydrogen tetrachloropalladate; copper dichloride at 24.9 - 499.9℃; under 757.6 Torr; for 0.5h; Product distribution; other salts and supports as catalysts; |
Conditions | Yield |
---|---|
With chlorine Mechanism; Irradiation; var. temperature, concns. of Cl2, O2, laser fluence; |
Conditions | Yield |
---|---|
copper and nickel chlorides at 170℃; Equilibrium constant; Thermodynamic data; 200 - 250 deg C, ΔH(excit.), ΔS(excit).; |
(1,1-dichloroethyl)trimethylsilane
A
1,1-dichloroethane
B
1,1-dichloro-1-deuterio-ethane
Conditions | Yield |
---|---|
With methanol; deuteromethanol; sodium methylate at 21℃; Product distribution; value of product isotope effect; |
α-chloroethyl radical
1,1-dichloroethane
Conditions | Yield |
---|---|
With chlorine at 24.9℃; under 700 Torr; Rate constant; Irradiation; var. bath gas (He) density; |
α,α-dichloroethyl radical
1,1-dichloroethane
Conditions | Yield |
---|---|
With hydrogen bromide at 183.9℃; Kinetics; Rate constant; ΔH-, ΔS-changes; |
Conditions | Yield |
---|---|
With iron sulfide In water at 25℃; pH=8.3; Kinetics; Dehalogenation; |
phosphorus pentachloride
paracetaldehyde
1,1-dichloroethane
4-Ethyl-5,8-dimethylthiochroman-6-carboxylic acid-1,1,dioxide
1,1-dichloroethane
4-penten-3-one
2,5-dimethylthiophenol
(2,5-dimethylphenyl)-3-oxopentylsulfide
Conditions | Yield |
---|---|
With triethylamine | 100% |
1-methyl-pyrrolidin-2-one
2-chloro-6-nitrobenzonitrile
1,1-dichloroethane
2,6-dichloro-benzonitrile
Conditions | Yield |
---|---|
With lithium carbonate; aluminium trichloride | 98% |
1,1-dichloroethane
1-Methylene-2-<(tetrahydropyran-2-yloxy)methyl>dispiro<2.0.2.1>heptane
1-Chloro-1-methyl-9-<(tetrahydropyran-2-yloxy)methyl>trispiro<2.0.0.2.1.1>nonane
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether; pentane at -40 - -35℃; | 97% |
Conditions | Yield |
---|---|
With hydrogen fluoride; chromium(III) oxide at 200℃; under 1500.15 Torr; for 10 - 200h; Product distribution / selectivity; Molecular sieve MS-13X; | 96.2% |
With hydrogen fluoride; chromium(III) oxide at 200℃; under 1500.15 Torr; for 3 - 100h; Product distribution / selectivity; | 62% |
With hydrogen fluoride; antimonypentachloride at 50℃; im Autoklaven; |
thiophosgene
1,1-dichloroethane
methyl 2-methoxy 4-isothiocyanato 5-bromo benzoate
Conditions | Yield |
---|---|
With calcium carbonate In water; Petroleum ether | 96% |
thiophosgene
1,1-dichloroethane
methyl 4-amino-5-chloro-2-methoxybenzoate
methyl 2-methoxy 4-isothiocyanato 5-chloro benzoate
Conditions | Yield |
---|---|
With calcium carbonate In water; Petroleum ether | 95.8% |
1,1-dichloroethane
<2-(Methoxymethyl)ethylidene>spiropentane
1-Chloro-1-methyl-2-(methoxymethyl)dispiro<2.0.2.1>heptane
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether; pentane at -40 - -35℃; | 95.5% |
3-carboxy-1,1-dimethylindane
1,1-dichloroethane
Conditions | Yield |
---|---|
sulfuric acid In methanol | 95% |
1,1-dichloroethane
4-chloro-3-ethylphenol
2,4-dichloro-3-ethyl-6-nitrophenol
Conditions | Yield |
---|---|
With hydrogenchloride; chlorosulfonic acid; aqueous nitric acid; dihydrogen peroxide | 95% |
With hydrogenchloride; chlorosulfonic acid; aqueous nitric acid; dihydrogen peroxide | 94% |
With hydrogenchloride; chlorosulfonic acid; dihydrogen peroxide In aqueous nitric acid | 92% |
1,1-dichloroethane
2-(phenoxymethyl)benzoic acid
O-ethylhydroxylamine hydrochloride
Conditions | Yield |
---|---|
With pyridine; thionyl chloride; triphenylphosphine In tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile | 93.2% |
2-(3-butenyloxy)tetrahydropyran
1,1-dichloroethane
2-[2-(1-chloro-1-methylcycloprop-2-yl)ethoxy]tetrahydro-2H-pyran
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether; hexane at 25℃; for 12h; | 93% |
With n-butyllithium In diethyl ether at -35℃; | 76% |
With n-butyllithium In diethyl ether; hexane at 20℃; for 12h; | 61% |
Conditions | Yield |
---|---|
With chlorine at 25℃; for 0.05h; Irradiation; | A 92.6% B 4.8% |
Chlorierung im Licht; | |
With chlorine In chlorobenzene at 20℃; Product distribution; Irradiation; var. conc., presence of chloroethane; |
1,1-dichloroethane
Conditions | Yield |
---|---|
Stage #1: 1,1-dichloroethane With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran; diethyl ether; hexane at -100℃; for 0.5h; Metallation; Stage #2: methyl 2-(t-butyldiphenylsiloxy)propanoate In diethyl ether at -78℃; for 0.75h; Alkylation; | 92% |
1,1-dichloroethane
Conditions | Yield |
---|---|
With sodium hydroxide; bromine In methanol; water | 92% |
titanium(IV) isopropylate
1,1-dichloroethane
Diethyl tartrate
phytol
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; sodium hydroxide In CHCl3 -benzene; diethyl ether; dichloromethane | 91.3% |
1,1-dichloroethane
Methyl (2R,3R,5R,6S)-2,6-dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanoate
(4R,5R,7R,8S)-4,8-bis(benzyloxy)-5,9-bis(t-butyldimethylsiloxy)-2-chloro-7-(4-methoxybenzyloxy)-6,6-dimethylnonan-3-one
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran; diethyl ether; hexane at -100 - -78℃; for 1h; | 91% |
Stage #1: 1,1-dichloroethane With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran; diethyl ether; hexane at -100℃; for 0.5h; Metallation; Stage #2: Methyl (2R,3R,5R,6S)-2,6-dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanoate In diethyl ether at -78℃; for 0.75h; Alkylation; | 91% |
benzoic acid methyl ester
1,1-dichloroethane
2,2-dichloro-1-phenylpropan-1-one
Conditions | Yield |
---|---|
Stage #1: 1,1-dichloroethane With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran; diethyl ether; hexane at -100℃; for 0.5h; Metallation; Stage #2: benzoic acid methyl ester In diethyl ether at -78℃; for 0.75h; Alkylation; | 91% |
1-methyl-piperazine
9,10-dihydrodibenzazepine
1,1-dichloroethane
N-methylpiperazinomethyl-2 dihydro-10,11 5H dibenzoazepine
Conditions | Yield |
---|---|
With sodium chloride; acetic acid; paraformaldehyde | 91% |
1,1-dichloroethane
1-methoxy-2,3-dihydro-1H-inden-2-ol
methanesulfonyl chloride
Conditions | Yield |
---|---|
With sodium carbonate; triethylamine In chloroform; water | 90.5% |
2-(prop-2-en-1-yloxy)oxane
1,1-dichloroethane
1-Chloro-1-methyl-2-(tetrahydropyranyloxymethyl)cyclopropane
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether; pentane -35 - -40 deg C -> rt; | 90% |
1,4-dioxaspiro[4.4]non-6-ene
1,1-dichloroethane
6-methyl-6-chlorobicyclo<3.1.0>hex-2-one ethylene ketal
Conditions | Yield |
---|---|
With n-butyllithium In hexane; pentane at -40 - -30℃; for 0.666667h; | 90% |
With n-butyllithium In hexane; pentane at -40 - -30℃; | 45% |
1,1-dichloroethane
7-<2-(Tetrahydropyran-2-yloxy)ethylidene>dispiro<2.0.2.1>heptane
1-Chloro-1-methyl-2-<(tetrahydropyran-2-yloxy)methyl>trispiro<2.0.2.0.2.0>nonane
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether; pentane at -40 - -35℃; | 90% |
With n-butyllithium |
2,4-dimethyl-1H-pyrrole
1,1-dichloroethane
3,5-dimethylpyrrole-2-carbaldehyde
Conditions | Yield |
---|---|
In N-methyl-acetamide; water | 90% |
Conditions | Yield |
---|---|
With sodium hydroxide In water | 89% |
1,1-dichloroethane
adamantane
nitrogen(II) oxide
1-nitroadamantane
Conditions | Yield |
---|---|
In acetonitrile | 88% |
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid | 88% |
With acetic acid | 88% |
hexadecylamine
1,1-dichloroethane
N-hexadecyl-4-chloro-3-nitrobenzenesulfonamide
Conditions | Yield |
---|---|
With triethylamine In methanol | 88% |
1,1-dichloroethane
O,S-diethyl-dithiophosphoric acid
8-Cyano-4-methyl-5,6,7,8-tetrahydroquinoline
4-Methyl-5,6,7,8-tetrahydroquinoline-8-thiocarboxamide
Conditions | Yield |
---|---|
With hydrogenchloride | 88% |
dilithium dicarbonyl(η5-cyclopentadienyl)(diphenylphosphido)molybdate(1-)
1,1-dichloroethane
2,2-dicarbonyl-2-(η5-cyclopentadienyl)-3-methyl-1,1-diphenyl-1-phospha-2-molybdacyclopropane
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: LiCl; (Ar or N2); to soln. of Mo complex was added dropwise CH3CHCl2 at 0°C within 2 h, mixt. was slowly warmed up to room temp. and solvent was removed in vac.; residue was extd. three times with diethylether/hexane (1:5), exts. were chromd. (Al2O3, diethylether/hexane 1:5); elem. anal.; | 88% |
Chemical Name: 1,1-Dichloroethane
IUPAC NAME: 1,1-Dichloroethane
CAS No.: 75-34-3
EINECS: 200-863-5
RTECS: KI0175000
Molecular Formula: C2H4Cl2
Molecular Weight: 98.96 g/mol
Density: 1.168 g/cm3
Boiling Point: 57.3 °C at 760 mmHg
Following is the structure of 1,1-Dichloroethane (75-34-3):
Product Categories about 1,1-Dichloroethane (75-34-3) are Refrigerants ; Organics ; Analytical Chemistry ; Standard Solution Of Volatile Organic Compounds For Water & Soil Analysis ; Standard Solutions (Voc) ; Alpha Sort ; D ; Dalphabetic ; Dia - Dic ; Volatiles/ Semivolatiles
The chemical synonymous of 1,1-Dichloroethane (75-34-3) are [srp]Alphaalphadichloroethane ; 1,1-Dichloorethaan ; 1,1-Dichloraethan ; 1,1-Dichloro-ethan ; 1,1-Dichloroethanesinglecomponent*standardfor ; 1,1-Dicloroetano ; 1,1-Ethylenedichloride
1. | orl-mus TDLo:185 g/kg/78W-I:ETA,TER | NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-66 ,1978. | ||
2. | orl-mus TD:1300 g/kg/78W-I:ETA,TER | NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-66 ,1978. | ||
3. | orl-rat LD50:725 mg/kg | HYSAAV Hygiene and Sanitation: English Translation of Gigiena Sanitariya. 32 (1967),349. | ||
4. | ihl-rat LCLo:16,000 ppm/4H | JIDHAN Journal of Industrial Hygiene. 31 (1949),343. |
NCI Carcinogenesis Bioassay (gavage); Inadequate Studies: mouse, rat NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-66 ,1978. . Reported in EPA TSCA Inventory.
Hazard Note: Flammable/Irritant
Hazard Codes:
Xn: Harmful
Xi: Irritant
F: Flammable
T: Toxic
Risk Statements about 1,1-Dichloroethane (75-34-3):
R11 Highly flammable.
R22 Harmful if swallowed.
R36/37: Irritating to eyes and respiratory system.
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed.
R52/53: Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements about 1,1-Dichloroethane (75-34-3):
S7 Keep container tightly closed.
S16 Keep away from sources of ignition.
S23 Do not breathe vapour.
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 Wear suitable protective clothing.
S45 In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37: Wear suitable protective clothing and gloves.
Moderately toxic by ingestion. Experimental teratogenic effects. Questionable carcinogen with experimental tumorigenic data. Liver damage reported in experimental animals. A very dangerous fire hazard and moderate explosion hazard when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fire, use alcohol foam, water, foam, CO2, dry chemical. When heated to decomposition it emits highly toxic fumes of phosgene and Cl−.
Analytical Methods:
For occupational chemical analysis use NIOSH: Hydrocarbons, Halogenated, 1003.
OSHA PEL: TWA 100 ppm
ACGIH TLV: TWA 100 ppm; Not Classifiable as a Human Carcinogen
DFG MAK: 100 ppm (410 mg/m3)
NIOSH REL: (1,1-Dichloroethane) Handle with caution
DOT Classification: 3; Label: Flammable Liquid
For occupational chemical analysis use NIOSH: Hydrocarbons, Halogenated, 1003.
1,1-Dichloroethane (75-34-3) is a colorless oily liquid with a chloroform-like odor. It is a chlorinated hydrocarbon and it is not easily soluble in water, but miscible with most organic solvents. It is mainly used as a feedstock in chemical synthesis, chiefly of 1,1,1-trichloroethane. and it is also used as a solvent for plastics, oils and fats, as a degreaser, as a fumigant in insecticide sprays, in halon fire extinguishers, and in cementing of rubber. It is used in manufacturing of high-vacuum resistant rubber and for extraction of temperature-sensitive substances.
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