Conditions | Yield |
---|---|
With phosphorus trichloride In benzene at 20℃; for 2h; Condensation; | 96% |
With phosphorus trichloride at 20℃; for 2h; | 85.8% |
With phosphonic acid; toluene |
methyl phosphite
2-Ethylhexyl alcohol
bis(2-ethylhexyl)phosphite
Conditions | Yield |
---|---|
With sodium at 160℃; |
2-Ethylhexyl alcohol
phosphonic acid diethyl ester
bis(2-ethylhexyl)phosphite
Conditions | Yield |
---|---|
With sodium at 160℃; | |
With sodium hydride In mineral oil at 160℃; |
Conditions | Yield |
---|---|
Conditions | Yield |
---|---|
Stage #1: mono-2-ethyl-1-hexyl phosphite With phosphorus pentoxide at 54℃; for 3h; Inert atmosphere; Stage #2: 2-Ethylhexyl alcohol at 56℃; for 0.5h; Inert atmosphere; | 46.2 %Spectr. |
bis(2-ethylhexyl)phosphite
bis(2-ethylhexyl) phosphorochloridate
Conditions | Yield |
---|---|
With N-chloro-succinimide at -78 - 20℃; Inert atmosphere; neat (no solvent); | 97% |
With chlorine | |
With sulfuryl dichloride |
Conditions | Yield |
---|---|
Stage #1: benzophenone; bis(2-ethylhexyl)phosphite With calcium fluoride for 0.0833333h; Stage #2: With potassium hydroxide at 40 - 50℃; for 2.16667h; | 97% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 12h; Heating; | 95% |
Conditions | Yield |
---|---|
Stage #1: bis(2-ethylhexyl)phosphite; butanone With calcium fluoride for 0.0833333h; Stage #2: With potassium hydroxide at 40 - 50℃; for 2.16667h; | 92.5% |
Conditions | Yield |
---|---|
With tetrachloromethane In hexane Todd-Atherton reaction; | 88% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene at 80℃; for 12h; | 87% |
Conditions | Yield |
---|---|
With tetrachloromethane at 0 - 20℃; for 1.5h; Todd-Atherton reaction; | 87% |
bis(2-ethylhexyl)phosphite
N-butylamine
bis(2-ethylhexyl) butylphosphoramidate
Conditions | Yield |
---|---|
With tetrachloromethane In hexane Todd-Atherton reaction; | 86% |
Conditions | Yield |
---|---|
With tributylphosphine In acetonitrile at 20℃; for 1.16667h; stereoselective reaction; | 84% |
Conditions | Yield |
---|---|
In neat (no solvent) byproducts: cyclopentadiene; (N2); 140°C, 40 h; removal of cyclopentadiene by distn., stirring with MeOH, filtration, drying (reduced pressure), chromy. (SiO2; hexane, then MeOH), evapn., dissoln. (hexane), membrane filtration, evapn.; | 83% |
bis(2-ethylhexyl)phosphite
1-hexyl-3-methylimidazol-1-ium chloride
Conditions | Yield |
---|---|
With dihydrogen peroxide; sodium hydroxide In dichloromethane for 24h; | 82% |
bis(2-ethylhexyl)phosphite
2-Chloro-N,N-diethylacetamide
bis(2-ethyl-1-hexyl) (N,N-diethylcarbamoylmethyl)phosphonate
Conditions | Yield |
---|---|
With potassium hydroxide; potassium carbonate In benzene for 6h; Product distribution; Ambient temperature; other diarylphosphine oxides and dialkyl hydrogen phosphites, var. alkylating agents, var. reaction times, also in the presence 18-crown-6, and phase transfer catalysis; | 80% |
With potassium hydroxide; potassium carbonate In benzene for 6h; Ambient temperature; | 80% |
With sodium hydroxide; Aliquat 336 In dichloromethane at 20 - 25℃; for 5.5h; Yield given; |
(E)-2-decenol
bis(2-ethylhexyl)phosphite
(2E)-dec-2-en-1-yl bis(2-ethylhexyl) phosphate
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; sodium hydroxide In tetrachloromethane; dichloromethane; water at 0℃; for 35h; Inert atmosphere; | 80% |
bis(2-ethylhexyl)phosphite
tert-Butyl chloroacetate
[Bis-(2-ethyl-hexyloxy)-phosphoryl]-acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane at 0 - 5℃; for 5h; | 79% |
Reported in EPA TSCA Inventory.
Bis(2-ethylhexyl) phosphite, its CAS register number is 3658-48-8. And it is also named as Diisooctyl phosphite; Bis(2-ethylhexyl) phosphite; Di-2-ethylhexyl phosphite; Bis(2-ethyl-1-hexyl) phosphite; Bis(2-ethylhexyl) phosphonate; CID6327514; Phosphonic acid, bis(2-ethylhexyl) ester; Dioctyl (2-ethylhexyl) phosphite; Di-2-ethylhexylhydrogenphosphite and so on. Bis(2-ethylhexyl) hydrogen phosphite is colorless oily liquid and commonly used as fine chemical and pharmaceutical intermediate.
Physical properties about Bis(2-ethylhexyl) phosphite are: (1)ACD/LogP: 7.1; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 7.10; (4)ACD/LogD (pH 7.4): 7.09; (5)ACD/BCF (pH 5.5): 146371.10; (6)ACD/BCF (pH 7.4): 142135.90; (7)ACD/KOC (pH 5.5): 173365.70; (8)ACD/KOC (pH 7.4): 168349.40; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 15; (12)Flash Point: 192.825 °C; (13)Enthalpy of Vaporization: 70.832 kJ/mol; (14)Boiling Point: 395.225 °C at 760 mmHg
You can still convert the following datas into molecular structure:
(1)InChI=1S/C16H35O3P.C2H6/c1-5-9-11-15(7-3)13-18-20(17)19-14-16(8-4)12-10-6-2;1-2/h15-16,20H,5-14H2,1-4H3;1-2H3;
(2)InChIKey=RIUIJOAYLGPGSH-UHFFFAOYSA-N;
(3)SmilesC([C@@H](CCCC)CC)OP(OC[C@@H](CCCC)CC)=O.CC;
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | intraperitoneal | 700mg/kg (700mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | AMA Archives of Industrial Health. Vol. 18, Pg. 464, 1958. |
mouse | LD50 | intraperitoneal | 620mg/kg (620mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | AMA Archives of Industrial Health. Vol. 18, Pg. 464, 1958. |
rabbit | LD50 | intravenous | 100mg/kg (100mg/kg) | LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | AMA Archives of Industrial Health. Vol. 18, Pg. 464, 1958. |
rabbit | LD50 | skin | 4500mg/kg (4500mg/kg) | Albright & Wilson Inc. Vol. #OPB-3, Pg. 1984, | |
rat | LC50 | inhalation | > 20gm/m3 (20000mg/m3) | Albright & Wilson Inc. Vol. #OPB-3, Pg. 1984, | |
rat | LD50 | intraperitoneal | 1500mg/kg (1500mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | AMA Archives of Industrial Health. Vol. 18, Pg. 464, 1958. |
rat | LD50 | oral | 11900mg/kg (11900mg/kg) | Albright & Wilson Inc. Vol. #OPB-3, Pg. 1984, |
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