Conditions | Yield |
---|---|
at 50 - 60℃; under 400 Torr; Large scale; | 99% |
With urea In hexane for 4h; Reflux; | 76% |
3-chloropropyltrichlorosilane
trimethyl orthoformate
3-Chloropropyltrimethoxysilan
Conditions | Yield |
---|---|
at 95 - 100℃; for 7h; Industrial scale; | 81% |
methanol
3-chloropropyltrichlorosilane
A
1,3-Bis-(3-chlorpropyl)-tetramethoxydisiloxan
B
3-Chloropropyltrimethoxysilan
trimethoxysilane
3-chloroprop-1-ene
B
3-chloropropyltrichlorosilane
C
chlorotrimethoxysilane
D
tetramethylorthosilicate
E
1-Chloropropane
F
n-propyltrimethoxysilane
G
3-Chloropropyltrimethoxysilan
Conditions | Yield |
---|---|
With toluene; ruthenium trichloride In methanol at 20 - 83℃; for 2h; Product distribution / selectivity; | |
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In dichloromethane at 20 - 83℃; for 2h; Product distribution / selectivity; | |
ruthenium trichloride In methanol at 75 - 169℃; for 18h; Product distribution / selectivity; Continuous operation; |
trimethoxysilane
3-chloroprop-1-ene
A
3-chloropropyltrichlorosilane
B
chlorotrimethoxysilane
C
tetramethylorthosilicate
D
1-Chloropropane
E
n-propyltrimethoxysilane
F
3-Chloropropyltrimethoxysilan
Conditions | Yield |
---|---|
With toluene; ruthenium trichloride In methanol at 20 - 83℃; for 2h; Product distribution / selectivity; | |
Stage #1: trimethoxysilane; ruthenium trichloride In methanol; toluene at 20 - 80℃; Heating / reflux; Stage #2: 3-chloroprop-1-ene at 78 - 83℃; for 2h; |
Conditions | Yield |
---|---|
With trichlorosilane; platinum In methanol |
Conditions | Yield |
---|---|
In 5,5-dimethyl-1,3-cyclohexadiene | |
(1,5-cyclooctadiene)(methoxy)iridium(I) dimer at -78 - 80℃; pressure tight tube; | 42.7 %Chromat. |
With rhodium(III) chloride hydrate; Diphenylmethane; tert-butyl peroxy-3,5,5-trimethylhexanoate In methanol at 75℃; Concentration; Reagent/catalyst; Time; Wavelength; Temperature; Inert atmosphere; | 94.66 %Chromat. |
tert-butyl methyl ether
3-chloropropyltrichlorosilane
3-Chloropropyltrimethoxysilan
Conditions | Yield |
---|---|
With bismuth(III) chloride at 0 - 20℃; Neat (no solvent); Inert atmosphere; | 92 %Spectr. |
trimethoxysilane
3-chloroprop-1-ene
A
tetramethylorthosilicate
B
3-Chloropropyltrimethoxysilan
Conditions | Yield |
---|---|
With di-tert-butyl peroxide In methanol Concentration; Reagent/catalyst; Temperature; | A 10.73 %Chromat. B 75.29 %Chromat. |
tert-butyl methyl ether
3-chloropropyltrichlorosilane
A
3-chloropropyltrichlorosilane
B
3-Chloropropyltrimethoxysilan
Conditions | Yield |
---|---|
With bismuth(III) chloride In acetonitrile at 20℃; for 6h; Schlenk technique; Inert atmosphere; |
Conditions | Yield |
---|---|
at 70℃; for 72h; Inert atmosphere; Schlenk technique; | 100% |
at 150℃; for 2h; Microwave irradiation; | 99% |
at 80℃; for 72h; Neat (no solvent); | 98% |
3-Chloropropyltrimethoxysilan
Conditions | Yield |
---|---|
In DMF (N,N-dimethyl-formamide) at 120℃; for 2h; | 100% |
Conditions | Yield |
---|---|
at 95℃; for 24h; | 99% |
3-Chloropropyltrimethoxysilan
Conditions | Yield |
---|---|
In toluene at 95℃; for 72h; Inert atmosphere; Schlenk technique; | 99% |
In toluene at 95℃; for 72h; | 99% |
Conditions | Yield |
---|---|
for 24h; Friedel-Crafts Alkylation; Reflux; | 99% |
Conditions | Yield |
---|---|
With aluminum (III) chloride for 24h; Friedel-Crafts Alkylation; Reflux; | 99% |
Conditions | Yield |
---|---|
Stage #1: 2-chloroethanamine hydrochloride With sodium hydroxide In water for 2h; Cooling with ice; Stage #2: 3-Chloropropyltrimethoxysilan In toluene at 100℃; for 24h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
Stage #1: 3-chloropropylamine hydrochloride With sodium hydroxide In water for 2h; Cooling with ice; Stage #2: 3-Chloropropyltrimethoxysilan In toluene at 100℃; for 24h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
at 80℃; for 72h; Inert atmosphere; | 98% |
pyridine
3-Chloropropyltrimethoxysilan
3-pyridiniumpropyltrimethoxysilane chloride
Conditions | Yield |
---|---|
at 95℃; for 24h; Inert atmosphere; | 98% |
N,N'-bis(salicylidene)diethylenetriamine
3-Chloropropyltrimethoxysilan
C24H35N3O5Si
Conditions | Yield |
---|---|
In toluene for 24h; Reflux; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
Stage #1: 1,8-diazabicyclo[5.4.0]undec-7-ene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 1h; Inert atmosphere; Stage #2: 3-Chloropropyltrimethoxysilan In tetrahydrofuran; hexane at 20℃; for 12h; Inert atmosphere; | 98% |
Stage #1: 1,8-diazabicyclo[5.4.0]undec-7-ene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 1h; Inert atmosphere; Stage #2: 3-Chloropropyltrimethoxysilan In tetrahydrofuran; hexane at 20℃; for 12h; Inert atmosphere; | 98% |
3-Chloropropyltrimethoxysilan
Conditions | Yield |
---|---|
In acetonitrile for 4h; Heating; | 97.5% |
In acetonitrile for 6h; Reflux; | 82% |
Conditions | Yield |
---|---|
at 120℃; for 8h; | 97% |
at 120℃; for 24h; Inert atmosphere; | 96% |
In toluene at 110℃; for 12h; | 70% |
Conditions | Yield |
---|---|
at 80℃; for 48h; Inert atmosphere; | 97% |
3-Chloropropyltrimethoxysilan
Conditions | Yield |
---|---|
In acetonitrile for 3.5h; Heating; | 97% |
In acetonitrile for 6h; Reflux; | 97% |
Conditions | Yield |
---|---|
Stage #1: 3(5)-amino-1,2,4-triazole With sodium methylate In methanol; N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 3-Chloropropyltrimethoxysilan In ethanol; N,N-dimethyl-formamide at 86 - 90℃; for 8h; | 96.4% |
3-Chloropropyltrimethoxysilan
3-iodopropyltrimethoxysilane
Conditions | Yield |
---|---|
With sodium iodide In acetone Inert atmosphere; Reflux; | 96% |
With sodium iodide In acetone for 24h; Inert atmosphere; Reflux; | 90% |
With sodium iodide In acetone Reflux; Inert atmosphere; | 90% |
3-Chloropropyltrimethoxysilan
1,3,5,7,9,11,14-heptaisobutyltricyclo[7.3.3.15,11]heptasiloxane-endo-3,7,14-triol
Conditions | Yield |
---|---|
lithium hydroxide In methanol; water; acetone at 55℃; for 18h; | 96% |
Conditions | Yield |
---|---|
for 24h; Darkness; Reflux; | 96% |
5-methylsulfanyl-2H-[1,2,4]triazol-3-ylamine
3-Chloropropyltrimethoxysilan
Conditions | Yield |
---|---|
Stage #1: 5-methylsulfanyl-2H-[1,2,4]triazol-3-ylamine With sodium methylate In methanol; N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: 3-Chloropropyltrimethoxysilan at 88 - 90℃; for 4h; | 95.7% |
methylmagnesium bromide
3-Chloropropyltrimethoxysilan
γ-chloropropyldimethylmethoxysilane
Conditions | Yield |
---|---|
In diethyl ether | 95% |
Conditions | Yield |
---|---|
at 190℃; for 0.5h; | 95% |
3-Chloropropyltrimethoxysilan
(3-azidopropyl)trimethoxysilane
Conditions | Yield |
---|---|
With sodium azide In N,N-dimethyl-formamide at 100℃; Inert atmosphere; | 95% |
With sodium azide; tetrabutylammomium bromide In acetonitrile for 20h; Inert atmosphere; Reflux; | 94% |
With sodium azide; cetyltrimethylammonim bromide at 140℃; for 3h; Inert atmosphere; | 90% |
Conditions | Yield |
---|---|
In water at 80℃; for 72h; | 95% |
at 90℃; for 60h; Autoclave; Inert atmosphere; | 90% |
Conditions | Yield |
---|---|
With 10H-phenothiazine; 2,6-di-tert-butyl-4-methyl-phenol; tetrabutylammomium bromide; ethylene diamine tetraacetic acid tetrasodium salt In methanol; water at 105℃; for 0.166667h; Concentration; Temperature; Large scale; | 95% |
N-(2,4,6-trimethylphenyl)imidazole
3-Chloropropyltrimethoxysilan
1-(2,4,6-trimethylphenyl)-3-[3-(trimethoxysilyl)propyl]imidazolium iodide
Conditions | Yield |
---|---|
With potassium iodide In 1,2-dimethoxyethane at 85℃; for 60h; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
With sodium sulfide; tetrabutyl-ammonium chloride; water In toluene at 88 - 92℃; for 4h; | 93.5% |
With N-octylpyridinium tetrafluoroborate; sodium hydrogen sulfide; triphenylethylphosphonium bromide In water at 48 - 120℃; for 3.5h; Reagent/catalyst; Inert atmosphere; | 93.32% |
With hydrogen sulfide; sodium In methanol | |
With hydrogen sulfide; ammonia In methanol | |
Multi-step reaction with 2 steps 1: dodecyltrimethylphosphonium bromide / methanol / 130 - 140 °C 2: ethylenediamine; sodium methylate / 80 - 90 °C View Scheme |
The 3-(Trimethoxysilyl)propyl chloride is an organic compound with the formula C6H15ClO3Si. The IUPAC name of this chemical is 3-chloropropyl(trimethoxy)silane. With the CAS registry number 2530-87-2, it is also named as Silane, (3-chloropropyl)trimethoxy-. The product's categories are Industrial/Fine Chemicals; Chloro; Organics; Chloroal kylsilanes, etc. (Silane Coupling Agents); Functional Materials; Si (Classes of Silicon Compounds); Silane Coupling Agents; Si-O Compounds; Trialkoxysilanes; Alkoxy Silanes; Alpha Silanes; Silane series; Organometallic Reagents; Organosilicon. Besides, it is colorless transparent liquid, which should be stored in a closed cool and dry place.
Physical properties about 3-(Trimethoxysilyl)propyl chloride are: (1)ACD/LogP: 1.12; (2)ACD/LogD (pH 5.5): 1.12; (3)ACD/LogD (pH 7.4): 1.12; (4)ACD/BCF (pH 5.5): 4.21; (5)ACD/BCF (pH 7.4): 4.21; (6)ACD/KOC (pH 5.5): 97.3; (7)ACD/KOC (pH 7.4): 97.3; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 6; (10)Polar Surface Area: 27.69 Å2; (11)Index of Refraction: 1.416; (12)Molar Refractivity: 48.64 cm3; (13)Molar Volume: 193.7 cm3; (14)Polarizability: 19.28×10-24cm3; (15)Surface Tension: 23.6 dyne/cm; (16)Density: 1.025 g/cm3; (17)Flash Point: 47.5 °C; (18)Enthalpy of Vaporization: 41.41 kJ/mol; (19)Boiling Point: 195.5 °C at 760 mmHg; (20)Vapour Pressure: 0.585 mmHg at 25°C.
Uses of 3-(Trimethoxysilyl)propyl chloride: it can be used to produce 3-iodopropyltrimethoxysilane. It will need reagent NaI.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: ClCCC[Si](OC)(OC)OC
(2)InChI: InChI=1/C6H15ClO3Si/c1-8-11(9-2,10-3)6-4-5-7/h4-6H2,1-3H3
(3)InChIKey: OXYZDRAJMHGSMW-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C6H15ClO3Si/c1-8-11(9-2,10-3)6-4-5-7/h4-6H2,1-3H3
(5)Std. InChIKey: OXYZDRAJMHGSMW-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rabbit | LD50 | skin | 2830uL/kg (2.83mL/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | National Technical Information Service. Vol. OTS0555731, |
rat | LD50 | oral | 6170uL/kg (6.17mL/kg) | Journal of Toxicology, Cutaneous and Ocular Toxicology. Vol. 15, Pg. 261, 1996. |
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