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CAS No.: | 5089-70-3 |
---|---|
Name: | 3-Chloropropyltriethoxysilane |
Article Data: | 28 |
Molecular Structure: | |
Formula: | C9H21ClO3Si |
Molecular Weight: | 240.802 |
Synonyms: | (3-Chloropropyl)triethoxysilane;(g-Chloropropyl)triethoxysilane;3-(Triethoxysilyl)-1-chloropropane;3-(Triethoxysilyl)propyl chloride;KH 230;NSC 252156;Si 223;Si 230;Triethoxy(g-chloropropyl)silane;g-Chloropropylltriethoxysilane;3-chloropropyl-triethoxy-silane; |
EINECS: | 225-805-6 |
Density: | 0.989 g/cm3 |
Boiling Point: | 230.8 °C at 760 mmHg |
Flash Point: | 78.8 °C |
Solubility: | 113-1000000mg/L at 20℃ |
Appearance: | colorless transparent liquid |
Hazard Symbols: | Xi |
Risk Codes: | 10-36/37/38 |
Safety: | 16-26-36 |
Transport Information: | UN 1993 3/PG 3 |
PSA: | 27.69000 |
LogP: | 2.66370 |
Conditions | Yield |
---|---|
With Ru-B/γ-Al2O3 at 115℃; for 1h; Temperature; Inert atmosphere; | 99.44% |
With dihydrogen hexachloroplatinate; Triethoxyvinylsilane; isopropyl alcohol at 50 - 80℃; for 4h; Product distribution; Mechanism; influence unsaturated Si-comp. on rate of hydrosilylation; effect of other additives; | 22.7 % Chromat. |
bis(1,5-cyclooctadiene)diiridium(I) dichloride at -78 - 40℃; for 2h; Product distribution / selectivity; Inert atmosphere; pressure tight tube; | 21.8 %Chromat. |
With di-tert-butyl peroxide In methanol at 80 - 91℃; for 4h; | 65 %Chromat. |
Conditions | Yield |
---|---|
at 80 - 90℃; under 600 Torr; Large scale; | 99% |
With tin(IV) chloride; cyclohexene for 1h; Ambient temperature; | 94.5% |
In dichloromethane for 3h; Heating; | 92% |
Conditions | Yield |
---|---|
In para-xylene | 83% |
Conditions | Yield |
---|---|
With hydrogenchloride; chlorobis(cyclooctene)rhodium(I) dimer In 1,4-dioxane; chloroform at 20℃; for 2h; | 100 % Chromat. |
hydrogenchloride; chlorobis(cyclooctene)rhodium(I) dimer In 1,4-dioxane; chloroform for 2h; Product distribution / selectivity; |
Triethoxysilane
3-chloroprop-1-ene
A
tetraethoxy orthosilicate
B
(3-chloropropyl)-diethoxy-chlorosilane
C
chlorotriethoxysilane
D
propyltriethoxysilane
E
(3-chloropropyl)triethoxysilane
Conditions | Yield |
---|---|
Stage #1: Triethoxysilane; ruthenium trichloride at 20 - 120℃; Under N2 atmosphere; Stage #2: 3-chloroprop-1-ene at 70 - 120℃; for 1h; Product distribution / selectivity; Under N2 atmosphere; | |
chloro(1,5-cyclooctadiene)iridium(I) dimer at 20 - 70℃; for 18h; Product distribution / selectivity; Under N2 atmosphere; | |
ruthenium trichloride at 25℃; for 18h; Product distribution / selectivity; Under N2 atmosphere; |
bis(3-triethoxysilylpropyl) tetrasulfide
n-octanoic acid chloride
A
3-(octanoylsulfanyl)-1-propyltriethoxysilane
B
octanoic acid ethyl ester
C
(3-chloropropyl)triethoxysilane
D
3-Mercaptopropyltriethoxysilane
E
bis-[γ-(triethoxysilyl)propyl]sulfide
F
4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
G
4,4,14,14-tetraethoxy-3,15-dioxa-8,9,10-trithia-4,14-disilaheptadecane
Conditions | Yield |
---|---|
Stage #1: bis(3-triethoxysilylpropyl) tetrasulfide With sodium In Solvent 140 at 110℃; for 0.75h; Stage #2: n-octanoic acid chloride In Solvent 140 at 45 - 104℃; for 1h; Stage #3: With water In toluene at 45℃; Product distribution / selectivity; |
3-Mercaptopropyltriethoxysilane
n-octanoic acid chloride
A
3-(octanoylsulfanyl)-1-propyltriethoxysilane
B
octanoic acid ethyl ester
C
(3-chloropropyl)triethoxysilane
D
bis-[γ-(triethoxysilyl)propyl]sulfide
Conditions | Yield |
---|---|
Stage #1: 3-Mercaptopropyltriethoxysilane With sodium In toluene at 105℃; for 0.5 - 1.36667h; Stage #2: n-octanoic acid chloride In toluene at 20 - 62℃; for 1 - 1.58333h; Stage #3: With water In toluene at 32 - 50℃; Product distribution / selectivity; |
4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
n-octanoic acid chloride
A
3-(octanoylsulfanyl)-1-propyltriethoxysilane
B
octanoic acid ethyl ester
C
(3-chloropropyl)triethoxysilane
D
3-Mercaptopropyltriethoxysilane
E
bis-[γ-(triethoxysilyl)propyl]sulfide
F
4,4,14,14-tetraethoxy-3,15-dioxa-8,9,10-trithia-4,14-disilaheptadecane
Conditions | Yield |
---|---|
Stage #1: 4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane With sodium In toluene at 110℃; for 0.75 - 1.15h; Stage #2: n-octanoic acid chloride In toluene at 45 - 60℃; for 1 - 2h; Stage #3: With water In toluene at 45℃; Product distribution / selectivity; |
Triethoxysilane
3-chloroprop-1-ene
A
chlorotriethoxysilane
B
propyltriethoxysilane
C
(3-chloropropyl)triethoxysilane
Conditions | Yield |
---|---|
bis(1,5-cyclooctadiene)diiridium(I) dichloride at -78 - 60℃; for 1h; Product distribution / selectivity; Inert atmosphere; pressure tight tube; | A 33.2 %Chromat. B 5.7 %Chromat. C 34.8 %Chromat. |
Triethoxysilane
3-chloroprop-1-ene
A
chlorotriethoxysilane
B
(3-chloropropyl)triethoxysilane
Conditions | Yield |
---|---|
bis(1,5-cyclooctadiene)diiridium(I) dichloride at -78 - 30℃; for 2h; Product distribution / selectivity; Inert atmosphere; pressure tight tube; | A 16.2 %Chromat. B 48.8 %Chromat. |
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 40 - 60℃; for 16h; Overall yield = 32 %Spectr.; |
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The 3-Chloropropyltriethoxysilane, with the CAS registry number 5089-70-3, is also known as Triethoxy(gamma-chloropropyl)silane. It belongs to the product categories of Industrial/Fine Chemicals; Chloro; Chloroalkylsilanes, etc. (Silane Coupling Agents); Functional Materials; Si (Classes of Silicon Compounds); Silane Coupling Agents; Si-O Compounds; Trialkoxysilanes; Alkoxy Silanes; Silane series; Organometallic Reagents; Organosilicon. Its EINECS registry number is 225-805-6. Its IUPAC name is called 3-chloropropyl(triethoxy)silane. The product which is colorless transparent liquid should be sealed and stored in dark, cool and dry place. What's more, it can be used for making silicone and silane coupling agent. Meanwhile, its own can also be used as a coupling agent of epoxy composite materials.
Physical properties of 3-Chloropropyltriethoxysilane: (1)ACD/LogP: 2.72; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.72; (4)ACD/LogD (pH 7.4): 2.72; (5)ACD/BCF (pH 5.5): 68.43; (6)ACD/BCF (pH 7.4): 68.43; (7)ACD/KOC (pH 5.5): 716.63; (8)ACD/KOC (pH 7.4): 716.63; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 9; (12)Index of Refraction: 1.427; (13)Molar Refractivity: 62.54 cm3; (14)Molar Volume: 243.3 cm3; (15)Surface Tension: 25.5 dyne/cm; (16)Density: 0.989 g/cm3; (17)Flash Point: 78.8 °C; (18)Enthalpy of Vaporization: 44.85 kJ/mol; (19)Boiling Point: 230.8 °C at 760 mmHg; (20)Vapour Pressure: 0.0978 mmHg at 25°C.
Preparation: this chemical can be prepared by allyl chloride and dichloro-silane which will conduct the addition reaction, and they will conduct alcoholysis reaction with ethanol. At last, you can obtaine γ-chloropropyl triethoxysilane.
Uses of 3-Chloropropyltriethoxysilane: it can be used to produce Triethoxy-(3-iodopropyl)-silan by heating. This reaction is will need reagent NaI and solvent acetone with reaction time of 24 hours. The yield is about 58%.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is flammable. In addition, it is irritating to eyes, respiratory system and skin. You should keep away from sources of ignition - No smoking. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCO[Si](CCCCl)(OCC)OCC
(2)InChI: InChI=1S/C9H21ClO3Si/c1-4-11-14(12-5-2,13-6-3)9-7-8-10/h4-9H2,1-3H3
(3)InChIKey: KSCAZPYHLGGNPZ-UHFFFAOYSA-N