dimethyl 2-chloroethylphosphonate
2-chloroethylphosphonic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 110℃; for 9h; atmospheric pressure; | 93% |
With hydrogenchloride In water for 24h; Heating; Yield given; |
di(trimethylsilyl)-2-chloroethylphosphonate
2-chloroethylphosphonic acid
Conditions | Yield |
---|---|
With water at 20℃; for 1h; | 90% |
With water |
diisopropyl 2-chloroethylphosphonate
2-chloroethylphosphonic acid
Conditions | Yield |
---|---|
With hydrogenchloride for 24h; Heating; | 90% |
With hydrogenchloride In water at 130 - 140℃; Microwave irradiation; Sealed tube; | 84% |
With hydrogenchloride In water for 24h; Heating; | 80% |
diethyl 2-chloroethylphosphonate
2-chloroethylphosphonic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 110℃; for 12h; atmospheric pressure; | 88% |
With hydrogenchloride In water at 100℃; for 0.416667h; Microwave irradiation; Sealed tube; | 79% |
dipropyl 2-chloroethylphosphonate
2-chloroethylphosphonic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 120℃; under 3800 Torr; for 15h; | 80% |
dibutyl 2-chloroethylphosphonate
2-chloroethylphosphonic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 120℃; under 3800 Torr; for 16h; | 75% |
With hydrogenchloride In water for 24h; Heating; Yield given; |
2-chloroethylphosphonic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 120℃; under 3800 Torr; for 19h; | 73% |
bis(2-chloroethyl) 2-chloroethylphosphonate
2-chloroethylphosphonic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 100 - 110℃; | 10% |
With hydrogenchloride at 150 - 160℃; |
1,2-dichloro-ethane
2-chloroethylphosphonic acid
Conditions | Yield |
---|---|
(i) PCl3, AlCl3, (ii) diethyl phthalate, SO2, (iii) H2O; Multistep reaction; |
2-acetoxyethanephosphonic acid dimethyl ester
A
2-chloroethylphosphonic acid
B
β-Hydroxyethanphosphonsaeure
C
β-Acetoxyethanphosphonsaeure
Conditions | Yield |
---|---|
With hydrogenchloride In water at 100℃; for 11h; | A 3 % Spectr. B 77 % Spectr. C 18 % Spectr. |
With water at 160℃; for 6.5h; Product distribution; hydrolysis, reagent, temperature; | A 3 % Spectr. B 77 % Spectr. C 18 % Spectr. |
2-Acetoxyethanphosphonseauredichlorid
A
vinylphosphonic acid
B
2-chloroethylphosphonic acid
C
β-Hydroxyethanphosphonsaeure
D
β-Acetoxyethanphosphonsaeure
Conditions | Yield |
---|---|
With water at 30 - 35℃; for 24h; Product distribution; hydrolysis, temperature; | A 0.4 % Spectr. B 3.4 % Spectr. C 60 % Spectr. D 30 % Spectr. E 4.4 % Spectr. |
bis(2-chloroethyl) 2-chloroethylphosphonate
A
2-chloroethylphosphonic acid
Conditions | Yield |
---|---|
With hydrogenchloride In water for 24h; Heating; Yield given; |
hydrogenchloride
bis(2-chloroethyl) 2-chloroethylphosphonate
2-chloroethylphosphonic acid
Conditions | Yield |
---|---|
at 150 - 160℃; |
bis(2-chloroethyl) 2-chloroethylphosphonate
A
2-chloroethylphosphonic acid
B
β-Hydroxyethanphosphonsaeure
C
1,2-dichloro-ethane
D
2-chloro-ethanol
Conditions | Yield |
---|---|
With hydrogenchloride at 120℃; under 3800 Torr; for 16h; Product distribution; Further Variations:; Pressures; Temperatures; |
chloroethane
chloroethylene
diethyl 2-chloroethylphosphonate
Diethyl phosphonate
2-chloroethylphosphonic acid
dibutyl hydrogen phosphite
phosphonic Acid
chloroethylene
Phosphoric acid mono-n-butylester
A
2-chloroethylphosphonic acid
B
dibutyl 2-chloroethylphosphonate
C
2-chloroethylphosphonic acid monobutyl ether
Conditions | Yield |
---|---|
With di-tert-butyl peroxide at 125 - 130℃; for 14h; Product distribution / selectivity; |
dibutyl 2-chloroethylphosphonate
2-chloroethylphosphonic acid monobutyl ether
2-chloroethylphosphonic acid
Conditions | Yield |
---|---|
With hydrogenchloride; water at 120 - 125℃; for 2h; Product distribution / selectivity; |
bis(2-chloroethyl) 2-chloroethylphosphonate
A
2-chloroethylphosphonic acid
B
1,2-dichloro-ethane
Conditions | Yield |
---|---|
With hydrogenchloride at 150℃; under 3750.38 Torr; High pressure; |
Tris(2-chloroethyl) phosphate
2-chloroethylphosphonic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 150℃; for 80h; Large scale; |
(2-chloroethyl)phosphonic dichloride
2-chloroethylphosphonic acid
Conditions | Yield |
---|---|
With water at 80 - 85℃; for 1h; Large scale; | 103.5 kg |
2-chloroethylphosphonic acid
(2-iodoethyl)phosphonic acid
Conditions | Yield |
---|---|
With hydrogen iodide for 5h; Heating; | 88% |
With sodium iodide In acetone |
Conditions | Yield |
---|---|
With sodium hydroxide; potassium iodide at 20℃; for 172h; pH=8; Substitution; Acid hydrolysis; | 88% |
2-chloroethylphosphonic acid
ethylenediamine
[2-(2-amino-ethylamino)-ethyl]-phosphonic acid
Conditions | Yield |
---|---|
With sodium hydroxide; potassium iodide at 20℃; for 172h; pH=8; Substitution; Acid hydrolysis; | 86.5% |
2-chloroethylphosphonic acid
guanidine nitrate
2-Guanidinoethylphosphonic acid
Conditions | Yield |
---|---|
With sodium hydroxide; potassium iodide at 20℃; for 172h; pH=8; Substitution; Acid hydrolysis; | 85.2% |
2-chloroethylphosphonic acid
benzylamine
acide N-benzylamino-2 ethylphosphonique
Conditions | Yield |
---|---|
With sodium hydroxide; potassium iodide at 20℃; for 172h; pH=8; Substitution; Acid hydrolysis; | 84.5% |
propylamine
2-chloroethylphosphonic acid
acide N-propylamino-2 ethylphosphonique
Conditions | Yield |
---|---|
With sodium hydroxide; potassium iodide at 20℃; for 172h; pH=8; Substitution; Acid hydrolysis; | 79.9% |
2-chloroethylphosphonic acid
dimethyl amine
2-(dimethylamino)ethylphosphonate
Conditions | Yield |
---|---|
With sodium hydroxide; potassium iodide at 20℃; for 172h; pH=8; Substitution; Acid hydrolysis; | 79.3% |
2-chloroethylphosphonic acid
diethylamine
(2-diethylamino-ethyl)-phosphonic acid
Conditions | Yield |
---|---|
With sodium hydroxide; potassium iodide at 20℃; for 172h; pH=8; Substitution; Acid hydrolysis; | 79.2% |
2-chloroethylphosphonic acid
methylamine
2-(N-methylamino)ethylphosphonic acid
Conditions | Yield |
---|---|
With sodium hydroxide; potassium iodide at 20℃; for 172h; pH=8; Substitution; Acid hydrolysis; | 78.2% |
Conditions | Yield |
---|---|
Stage #1: 2-chloroethylphosphonic acid With dicyclohexyl-carbodiimide In dichloromethane for 0.25h; Inert atmosphere; Stage #2: (E)-14-iodotetradeca-13-en-3,5-diyn-1-ol In dichloromethane at 20℃; for 48h; Inert atmosphere; | 75% |
2-chloroethylphosphonic acid
methylamine hydrochloride
2-(N-methylamino)ethylphosphonic acid
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; | 72% |
cis-Mo(CO)4(PPh2Cl)2
2-chloroethylphosphonic acid
Mo(CO)4{(P(C6H5)2O)2P(O)CH2CH2Cl}
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran byproducts: (Et3NH)Cl; recrystn. from dichloromethane/hexanes mixtures; | 50.4% |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; | 50% |
2-chloroethylphosphonic acid
hexan-1-ol
(2-chloro-ethyl)-phosphonic acid dihexyl ester
Conditions | Yield |
---|---|
With triethylamine |
oxirane
2-chloroethylphosphonic acid
Di-O-β-hydroxyaethyl-β-chloraethylphosphonat
Conditions | Yield |
---|---|
In benzene |
2-chloroethylphosphonic acid
A
ethene
B
vinylphosphonic acid
C
β-Hydroxyethanphosphonsaeure
Conditions | Yield |
---|---|
With sodium hydroxide Mechanism; Product distribution; other 2-haloethylphosphonic acids or esters; var. aqueous and non-aqueous solvents, var. times, var. temp., var. pH; isotopic effect; |
IUPAC Name: 2-Chloroethylphosphonic acid
Synonyms of Ethephon (CAS NO.16672-87-0): 2-Chloroethylphosphonic acid ; Chlorethephon ; Acide chloro-2-ethyl-phosphonique ; Flordimex
CAS NO: 16672-87-0
Molecular Formula: C2H6ClO3P
Molecular Weight: 144.49
Molecular Structure:
EINECS: 240-718-3
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 2
Polar Surface Area: 45.34 Å2
Index of Refraction: 1.478
Molar Refractivity: 26.1 cm3
Molar Volume: 92 cm3
Surface Tension: 59.4 dyne/cm
Density: 1.568 g/cm3
Flash Point: 155.4 °C
Enthalpy of Vaporization: 63.34 kJ/mol
Boiling Point: 333.4 °C at 760 mmHg
Vapour Pressure: 2.62E-05 mmHg at 25°C
Melting Point: 70-72 °C(lit.)
Storage temp: 2-8°C
Sensitive: Hygroscopic
Appearance: white to beige powder
Product Categories of Ethephon (CAS NO.16672-87-0): Plant Regulator;Miscellaneous;PLANT GROWTH REGULATOR
Ethephon (CAS NO.16672-87-0) is often used on wheat, coffee, tobacco, cotton and rice in order to help the plant's fruit reach maturity more quickly. Besides, Ethephon is also used to make all bolls open simultaneously in order to enhance harvest efficiency.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | oral | 4200mg/kg (4200mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(8), Pg. 79, 1983. |
mammal (species unspecified) | LD50 | unreported | 4200mg/kg (4200mg/kg) | "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 384, 1971. | |
mouse | LD50 | intraperitoneal | > 1500mg/kg (1500mg/kg) | Journal of Agricultural and Food Chemistry. Vol. 39, Pg. 380, 1991. | |
mouse | LD50 | oral | 2850mg/kg (2850mg/kg) | Pharmazie. Vol. 32, Pg. 181, 1977. | |
quail | LD50 | oral | 1072mg/kg (1072mg/kg) | Pesticide Manual. Vol. 9, Pg. 341, 1991. | |
rabbit | LD50 | oral | 5gm/kg (5000mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(8), Pg. 79, 1983. |
rabbit | LD50 | skin | 5730mg/kg (5730mg/kg) | "Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976. | |
rat | LC50 | inhalation | 90mg/m3/4H (90mg/m3) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1120, 1986. | |
rat | LD50 | oral | 3400mg/kg (3400mg/kg) | Zhurnal Eksperimental'noi i Klinicheskoi Meditsiny. Journal of Experimental and Clinical Medicine. Vol. 20, Pg. 274, 1980. |
Safety Information about Ethephon (CAS NO.16672-87-0):
Hazard Codes: C
Risk Statements: 20/21-34-52/53
R20/21: Harmful by inhalation and in contact with skin.
R52/53: Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R34: Causes burns.
Safety Statements: 26-28-36/37/39-45-61
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S28: After contact with skin, wash immediately with plenty of soap-suds.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 2928 6.1/PG 2
WGK Germany: 2
RTECS: SZ7100000
HazardClass: 6.1
PackingGroup: II
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage: Store in a cool, dry place. Store in a tightly closed container. Keep under a nitrogen blanket.
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