oxalic acid diethyl ester
A
oxalyl dichloride
B
chloroethane
C
1,2-diethoxy-tetrachloro-ethane
D
ethoxy-dichloro-acetyl chloride
E
Ethyl oxalyl chloride
Conditions | Yield |
---|---|
With phosphorus pentachloride; manganese(ll) chloride at 90℃; for 5h; Product distribution; other catalysts (CuCl2, ZnCl2, CdCl2, CrCl3, FeCl3, CoCl2, PdCl2) and temperatures (from 70 to 130 deg C); | A n/a B n/a C n/a D n/a E 83.7% |
Conditions | Yield |
---|---|
In formamide at 150℃; for 6h; | 82% |
tetrachloro-1,4-dioxin
A
oxalyl dichloride
B
2,3-epoxy-2,3,5,6-tetrachloro-2,3-dihydro-1.4-dioxin
Conditions | Yield |
---|---|
With oxygen at 28 - 40℃; under 500 - 600 Torr; | A n/a B 32% C n/a |
With oxygen at 28 - 40℃; under 500 - 600 Torr; | A n/a B 32% C n/a |
pyridine
bis(trichloromethyl) oxalate
chlorobenzene
A
phosgene
B
oxalyl dichloride
1,2-diethoxy-tetrachloro-ethane
A
oxalyl dichloride
B
chloroethane
C
ethoxy-dichloro-acetyl chloride
Conditions | Yield |
---|---|
at 165℃; |
bis(trichloromethyl) oxalate
oxalyl dichloride
Conditions | Yield |
---|---|
With pyridine; chlorobenzene |
Conditions | Yield |
---|---|
With phosphorus pentachloride; trichlorophosphate | |
With phosphorus pentachloride | |
With phosphorus pentachloride |
Conditions | Yield |
---|---|
With phosphorus pentachloride beim Erhitzen; |
Conditions | Yield |
---|---|
With pyridine; osmium(VIII) oxide 1) n-hexane, r.t., 2) 150 deg C; Yield given. Multistep reaction; |
phosphorus pentachloride
oxalic acid diethyl ester
oxalyl dichloride
oxalyl dichloride
Conditions | Yield |
---|---|
With pumice stone; chlorine at 200℃; under 147102 Torr; | |
With metal halide; chlorine at 200℃; under 147102 Torr; | |
With chlorine; pyrographite at 200℃; under 147102 Torr; |
Conditions | Yield |
---|---|
With pyrographite at 200℃; under 147102 Torr; | |
With pumice stone at 200℃; under 147102 Torr; | |
With metal halide at 200℃; under 147102 Torr; |
2,3-dichloro-5,6-difluoro-1,4-dioxin
A
oxalyl dichloride
B
Carbonyl fluoride
C
oxalyl difluoride
Conditions | Yield |
---|---|
With oxygen |
Trichloroethylene
A
dichloroacethyl chloride
B
oxalyl dichloride
C
chloral
D
1,1,2-trichloroethan-2-ol
Conditions | Yield |
---|---|
With BaY-coated optical fibers; oxygen Product distribution; Solid phase reaction; Oxidation; Irradiation; |
7-hydroxy-3H-phenoxazin-3-one sodium salt
levulinic acid
oxalyl dichloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane; water |
3-(tert-butoxycarbonylmethyl)bicyclo[1.1.1]pentane-1-carboxylic acid
oxalyl dichloride
oxalyl dichloride
Conditions | Yield |
---|---|
With triethylamine; trifluoroacetic acid In tetrahydrofuran; [(2)H6]acetone; n-heptane; dichloromethane |
Conditions | Yield |
---|---|
In diethyl ether for 0.416667h; | 100% |
In tetrahydrofuran at 0℃; | 93% |
In diethyl ether at -20℃; for 18h; | 93% |
Conditions | Yield |
---|---|
for 20h; Heating; | 100% |
for 16h; Heating; |
oxalyl dichloride
2,3-dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate
Chlorooxalyl-methyl-carbamic acid 2,2-dimethyl-2,3-dihydro-benzofuran-7-yl ester
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane at 80℃; | 100% |
oxalyl dichloride
4H-1,2,9,10-tetramethoxy-5,6-dihydrodibenzo[de,g]quinoline
isatine
Conditions | Yield |
---|---|
100% |
oxalyl dichloride
Ethyl isothiocyanate
2,2-Dichloro-3-ethyl-thiazolidine-4,5-dione
Conditions | Yield |
---|---|
Ambient temperature; | 100% |
oxalyl dichloride
methyl N-propylcarbamate
3-isopropyloxazolidine-2,4,5-trione
Conditions | Yield |
---|---|
for 48h; Ambient temperature; | 100% |
oxalyl dichloride
(-)-menthol
2-(((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)oxy)-2-oxoacetic acid
Conditions | Yield |
---|---|
Stage #1: oxalyl dichloride; (-)-menthol In diethyl ether at 0 - 23℃; for 1.5h; Inert atmosphere; Stage #2: With water In diethyl ether at 0 - 23℃; Inert atmosphere; | 100% |
1) CH2Cl2, room temperature, 2) hydrolysis; Multistep reaction; | |
In diethyl ether; dichloromethane at 0 - 20℃; for 18h; |
oxalyl dichloride
[2.2]Paracyclophan
<2.2>Paracyclophan-4-glyoxylsaeurechlorid
Conditions | Yield |
---|---|
With aluminium trichloride In dichloromethane at -10℃; for 0.166667h; | 100% |
With aluminum (III) chloride at -10 - 5℃; for 0.333333h; | 100% |
With aluminum (III) chloride In dichloromethane at -20 - -10℃; for 0.333333h; | |
With aluminum (III) chloride In dichloromethane at -5℃; | |
With aluminum (III) chloride at -10 - 5℃; for 0.333333h; |
oxalyl dichloride
4'-methoxy-2,6-dichloro-4-methoxydiphenylamine
N-(4-methoxyphenyl)-N-(2',6'-dichloro-4'-methoxyphenyl)oxaniloyl chloride
Conditions | Yield |
---|---|
In benzene for 2h; Ambient temperature; | 100% |
oxalyl dichloride
2,3-diamino-1,4-naphthoquinone
1,4-dihydro-benzo[g]quinoxaline-2,3,5,10-tetraone
Conditions | Yield |
---|---|
100% |
oxalyl dichloride
(difluoroamino)difluoroacetamidoxime
O-oxalylbis<(difluoroamino)difluoroacetamidoxime>
Conditions | Yield |
---|---|
In diethyl ether 1. -20 deg C, 0.5 h 2. 25 deg C, 0.5 h; | 100% |
oxalyl dichloride
2-[2-(3,4-Dimethoxy-phenyl)-ethylamino]-cyclohept-1-enecarboxylic acid ethyl ester
1-[2-(3,4-Dimethoxy-phenyl)-ethyl]-2,3-dioxo-2,3,4,5,6,7-hexahydro-1H-cyclohepta[b]pyrrole-3a-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
In benzene at 0℃; for 0.666667h; | 100% |
In benzene for 1h; |
oxalyl dichloride
8-[2-(3,4-Dimethoxy-phenyl)-ethylamino]-1,4-dioxa-spiro[4.5]dec-7-ene-7-carboxylic acid ethyl ester
C23H27NO8
Conditions | Yield |
---|---|
In benzene at 0℃; for 0.5h; | 100% |
The Oxalyl chloride, with the CAS registry number 79-37-8,is also known as Oxalyl dichloride; Ethanedioyl dichloride. It belongs to the product categories of Synthetic Organic Chemistry;Others;Oxidation;Synthetic Reagents;Agrochemicals. Its EINECS number is 201-200-2. This chemical's molecular formula is C2Cl2O2 and molecular weight is 126.93. What's more,Its systematic name is Oxalyl chloride.It is a colourless liquid with a pungent odour,Stable,incompatible with bases,alcohols,steel,oxidizing agents,alkali metals,moisture sensitive,reacts violently with water,liberating toxic gas.Oxalyl chloride can be prepared by treating oxalic acid with phosphorus pentachloride.
Physical properties about Oxalyl chloride are:
(1)ACD/LogP: 0.257; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.26; (4)ACD/LogD (pH 7.4): 0.26; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 32.89; (8)ACD/KOC (pH 7.4): 32.89; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.449; (13)Molar Refractivity: 21.072 cm3; (14)Molar Volume: 78.558 cm3; (15)Surface Tension: 40.9589996337891 dyne/cm; (16)Density: 1.616 g/cm3; (17)Flash Point: 4.532 °C; (18)Enthalpy of Vaporization: 30.568 kJ/mol; (19)Boiling Point: 63.5 °C at 760 mmHg; (20)Vapour Pressure: 170.671005249023 mmHg at 25°C;
You can still convert the following datas into molecular structure:
(1)SMILES:ClC(=O)C(Cl)=O;
(2)Std. InChI:InChI=1S/C2Cl2O2/c3-1(5)2(4)6;
(3)Std. InChIKey:CTSLXHKWHWQRSH-UHFFFAOYSA-N;
Uses of Oxalyl chloride:
Oxalyl chloride is a useful reagent in organic synthesis. It is mainly used in organic synthesis for the preparation of acid chlorides from the corresponding carboxylic acids. Oxalyl chloride tends to be a milder, more selective reagent. Oxalyl chloride reacts with aromatic compounds in the presence of aluminium chloride to give the corresponding acid chloride in a process known as a Friedel-Crafts acylation. The resulting acid chloride can be hydrolysed in water to form the corresponding carboxylic acid. The combination of DMSO, oxalyl chloride and triethylamine converts alcohols to the corresponding aldehydes and ketones via the process known as the Swern oxidation. Oxalyl chloride was reportedly used in the first syhthesis of dioxane tetraketone (C4O6), a novel oxide of carbon.
Safety Information of Oxalyl chloride:
(1)Reacts violently with water; (2)Harmful by inhalation; (3)Contact with water liberates toxic gas; (4)Causes burns; (5)Limited evidence of a carcinogenic effect; (6)Toxic by inhalation, in contact with skin and if swallowed; (7)Irritating to respiratory system; (8)Causes severe burns; (9)In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; (10)Wear suitable protective clothing, gloves and eye/face protection; (11)In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.); (12)Keep container dry; (13)Avoid contact with skin and eyes; (14)Do not breathe vapour; (15)Take off immediately all contaminated clothing.
The toxicity data of Oxalyl chloride as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LC50 | inhalation | 1840ppm/1H (1840ppm) | SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS LUNGS, THORAX, OR RESPIRATION: DYSPNEA | American Industrial Hygiene Association Journal. Vol. 56, Pg. 74, 1995. |
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