2530-87-2

Basic information

• Product Name: 3-Chloropropyltrimethoxysilane
• Synonyms: (3-chloropropyl)trimethoxy-silan;3-Chloropropyltrimethyoxysilane;A 143;a143;CC3300;Chloropropyltrimethoxysilane;cps-m;delta-chloropropyltrimethoxysilane
• CAS NO: 2530-87-2
• Molecular Formula: C₆H₁₅ClO₃Si
• Molecular Weight: 198.72
• EINECS: 219-787-9
• Product Categories: Industrial/Fine Chemicals;Chloro;Organics;Chloroalkylsilanes, 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;organosilicon compounds;API Intermediate;silane
• Mol File: 2530-87-2.mol
• Article Data: 15

Chemical Properties

• Melting Point: -50°C
• Boiling Point: 195 °C750 mm Hg(lit.)
• Flash Point: 136 °F
• Appearance: Clear colorless to slightly yellow/Liquid
• Density: 1.09 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.585mmHg at 25°C
• Refractive Index: n20/D 1.419(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: Miscible with organic solvents.
• PKA: 10[at 20 ℃]
• Explosive Limit: 5.5-44%(V)
• Water Solubility: Hydrolyzes in water.
• Sensitive: Moisture Sensitive
• Stability: Stable, but air and moisture sensitive. Incompatible with water, moisture, strong oxidizing agents, air. Store under an inert an
• BRN: 969627
• CAS DataBase Reference: 3-Chloropropyltrimethoxysilane(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloropropyltrimethoxysilane(2530-87-2)
• EPA Substance Registry System: 3-Chloropropyltrimethoxysilane(2530-87-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 1
• RTECS: VV2680000
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 2530-87-2(Hazardous Substances Data)

Usage

Chemical Properties

Colorless transparent liquid

Uses

Different sources of media describe the Uses of 2530-87-2 differently. You can refer to the following data:
1. (3-Chloropropyl)trimethoxysilane is a good coupling agent for epoxy resins to glass in laminates.
2. (3-Chloropropyl)trimethoxysilane may be used in the synthesis of octakis(3-chloropropyl)octasilsesquioxane.{35}

General Description

(3-Chloropropyl)trimethoxysilane (CPTMS) is an organo-silane which forms a self-assembled monolayer (SAMs) that facilitates the surface modification of different bio-and nano- materials.

Hazard

A poison by ingestion and skin contact.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C6H15ClO3Si/c1-8-11(9-2,10-3)6-4-5-7/h4-6H2,1-3H3

Synthetic route

methanol (67-56-1) + 3-chloropropyltrichlorosilane (2550-06-3) → 3-Chloropropyltrimethoxysilan (2530-87-2)

Conditions	Yield
at 50 - 60℃; under 400 Torr; Large scale;	99%
With urea In hexane for 4h; Reflux;	76%

3-chloropropyltrichlorosilane (2550-06-3) + trimethyl orthoformate (149-73-5) → 3-Chloropropyltrimethoxysilan (2530-87-2)

Conditions	Yield
at 95 - 100℃; for 7h; Industrial scale;	81%

methanol (67-56-1) + 3-chloropropyltrichlorosilane (2550-06-3) → 1,3-Bis-(3-chlorpropyl)-tetramethoxydisiloxan (18132-73-5) + 3-Chloropropyltrimethoxysilan (2530-87-2)

trimethoxysilane (2487-90-3) + 3-chloroprop-1-ene (107-05-1) → bis(trimethoxysilyl)propane + 3-chloropropyltrichlorosilane (253586-30-0) + chlorotrimethoxysilane (4668-00-2) + tetramethylorthosilicate (681-84-5) + 1-Chloropropane (540-54-5) + n-propyltrimethoxysilane (1067-25-0) + 3-Chloropropyltrimethoxysilan (2530-87-2)

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;

...Expand

trimethoxysilane (2487-90-3) + 3-chloroprop-1-ene (107-05-1) → 3-chloropropyltrichlorosilane (253586-30-0) + chlorotrimethoxysilane (4668-00-2) + tetramethylorthosilicate (681-84-5) + 1-Chloropropane (540-54-5) + n-propyltrimethoxysilane (1067-25-0) + 3-Chloropropyltrimethoxysilan (2530-87-2)

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;

3-chloroprop-1-ene (107-05-1) → 3-Chloropropyltrimethoxysilan (2530-87-2)

Conditions	Yield
With trichlorosilane; platinum In methanol

trimethoxysilane (2487-90-3) + 3-chloroprop-1-ene (107-05-1) → 3-Chloropropyltrimethoxysilan (2530-87-2)

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 (1634-04-4) + 3-chloropropyltrichlorosilane (2550-06-3) → 3-Chloropropyltrimethoxysilan (2530-87-2)

Conditions	Yield
With bismuth(III) chloride at 0 - 20℃; Neat (no solvent); Inert atmosphere;	92 %Spectr.

trimethoxysilane (2487-90-3) + 3-chloroprop-1-ene (107-05-1) → tetramethylorthosilicate (681-84-5) + 3-Chloropropyltrimethoxysilan (2530-87-2)

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 (1634-04-4) + 3-chloropropyltrichlorosilane (2550-06-3) → 3-chloropropyltrichlorosilane (253586-30-0) + 3-Chloropropyltrimethoxysilan (2530-87-2)

Conditions	Yield
With bismuth(III) chloride In acetonitrile at 20℃; for 6h; Schlenk technique; Inert atmosphere;

1-methyl-1H-imidazole (616-47-7) + 3-Chloropropyltrimethoxysilan (2530-87-2) → 3-methyl-1-(trimethoxysilylpropyl)imidazolium chloride

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%

potassium 9-anthracene carboxylate + 3-Chloropropyltrimethoxysilan (2530-87-2) → 9-anthracenecarboxylic acid (trimethoxysilyl) propyl ester

Conditions	Yield
In DMF (N,N-dimethyl-formamide) at 120℃; for 2h;	100%

picoline (108-89-4) + 3-Chloropropyltrimethoxysilan (2530-87-2) → 1-(3-trimethoxysilylpropyl)-4-methylpyridinium chloride

Conditions	Yield
at 95℃; for 24h;	99%

2-methyl-1-{4-[2-(2-(prop-1-enyl)phenoxy)propoxy]butyl}-1H-imidazole + 3-Chloropropyltrimethoxysilan (2530-87-2) → 2-methyl-1-{4-[2-(2-(prop-1-enyl)phenoxy)propoxy]butyl}-3-[3-(trimethoxysilyl)propyl]-1H-imidazolium chloride

Conditions	Yield
In toluene at 95℃; for 72h; Inert atmosphere; Schlenk technique;	99%
In toluene at 95℃; for 72h;	99%

p-cresol (106-44-5) + 3-Chloropropyltrimethoxysilan (2530-87-2) → 3-(2-hydroxy-5-methylphenyl)-propyltrimethoxysilane

Conditions	Yield
for 24h; Friedel-Crafts Alkylation; Reflux;	99%

thiophene (188290-36-0) + 3-Chloropropyltrimethoxysilan (2530-87-2) → 3-thienyl-propyltrimethoxysilane

Conditions	Yield
With aluminum (III) chloride for 24h; Friedel-Crafts Alkylation; Reflux;	99%

2-chloroethanamine hydrochloride (870-24-6) + 3-Chloropropyltrimethoxysilan (2530-87-2) → C8H20ClNO3Si

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%

3-chloropropylamine hydrochloride (6276-54-6) + 3-Chloropropyltrimethoxysilan (2530-87-2) → C9H22ClNO3Si

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%

2-(dimethylamino)ethyl methacrylate (2867-47-2) + 3-Chloropropyltrimethoxysilan (2530-87-2) → C14H30NO5Si(1+)

Conditions	Yield
at 80℃; for 72h; Inert atmosphere;	98%

pyridine (110-86-1) + 3-Chloropropyltrimethoxysilan (2530-87-2) → 3-pyridiniumpropyltrimethoxysilane chloride (53662-10-5)

Conditions	Yield
at 95℃; for 24h; Inert atmosphere;	98%

N,N'-bis(salicylidene)diethylenetriamine (2851-60-7) + 3-Chloropropyltrimethoxysilan (2530-87-2) → C24H35N3O5Si (1202398-95-5)

Conditions	Yield
In toluene for 24h; Reflux; Inert atmosphere;	98%

1,8-diazabicyclo[5.4.0]undec-7-ene (6674-22-2) + 3-Chloropropyltrimethoxysilan (2530-87-2) → 10-(3-(trimethoxysilyl)propyl)-2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine

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%

N-(3-(dimethylamino)propyl)benzenesulfonamide + 3-Chloropropyltrimethoxysilan (2530-87-2) → N,N-dimethyl-3-(phenylsulfonamido)-N-(3-(trimethoxysilyl)propyl)propan-1-aminium chloride

Conditions	Yield
In acetonitrile for 4h; Heating;	97.5%
In acetonitrile for 6h; Reflux;	82%

1-Butylimidazole (4316-42-1) + 3-Chloropropyltrimethoxysilan (2530-87-2) → 1-butyl-3-[3-(trimethoxysilyl)propyl]-1H-imidazol-3-ium chloride

Conditions	Yield
at 120℃; for 8h;	97%
at 120℃; for 24h; Inert atmosphere;	96%
In toluene at 110℃; for 12h;	70%

1-benzylimidazole (4238-71-5) + 3-Chloropropyltrimethoxysilan (2530-87-2) → 1-benzyl-3-(trimethoxysilylpropyl)imidazol-3-ium chloride

Conditions	Yield
at 80℃; for 48h; Inert atmosphere;	97%

N-(3-(dimethylamino)propyl)-4-methylbenzenesulfonamide + 3-Chloropropyltrimethoxysilan (2530-87-2) → N,N-dimethyl-3-(4-methylphenylsulfonamido)-N-(3-(trimethoxysilyl)propyl)propan-1-aminium chloride

Conditions	Yield
In acetonitrile for 3.5h; Heating;	97%
In acetonitrile for 6h; Reflux;	97%

3(5)-amino-1,2,4-triazole (61-82-5) + 3-Chloropropyltrimethoxysilan (2530-87-2) → 3-amino-1-(3-(trimethoxysilyl)propyl)-1,2,4-triazole

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 (2530-87-2) → 3-iodopropyltrimethoxysilane (14867-28-8)

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%

octa(isobutylsilsesquioxane) + 3-Chloropropyltrimethoxysilan (2530-87-2) → 1,3,5,7,9,11,14-heptaisobutyltricyclo[7.3.3.15,11]heptasiloxane-endo-3,7,14-triol (307531-92-6)

Conditions	Yield
lithium hydroxide In methanol; water; acetone at 55℃; for 18h;	96%

4,4'-bipyridine (553-26-4) + 3-Chloropropyltrimethoxysilan (2530-87-2) → C22H38N2O6Si2(2+)*2Cl(1-)

Conditions	Yield
for 24h; Darkness; Reflux;	96%

5-methylsulfanyl-2H-[1,2,4]triazol-3-ylamine (45534-08-5) + 3-Chloropropyltrimethoxysilan (2530-87-2) → 5-amino-3-methylthio-1-(3-(trimethoxysilyl)propyl)-1,2,4-triazole

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 (75-16-1) + 3-Chloropropyltrimethoxysilan (2530-87-2) → γ-chloropropyldimethylmethoxysilane (18171-14-7)

Conditions	Yield
In diethyl ether	95%

lithium methanolate (865-34-9) + 3-Chloropropyltrimethoxysilan (2530-87-2) → (3-methoxypropyl)trimethoxysilane

Conditions	Yield
at 190℃; for 0.5h;	95%

3-Chloropropyltrimethoxysilan (2530-87-2) → (3-azidopropyl)trimethoxysilane (76788-88-0)

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%

1-vinylimidazole (1072-63-5) + 3-Chloropropyltrimethoxysilan (2530-87-2) → 1-vinyl-3-(3-trimethoxysilylpropyl)imidazolium chloride

Conditions	Yield
In water at 80℃; for 72h;	95%
at 90℃; for 60h; Autoclave; Inert atmosphere;	90%

potassium sorbate (24634-61-5) + 3-Chloropropyltrimethoxysilan (2530-87-2) → C12H22O5Si

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 (25364-44-7) + 3-Chloropropyltrimethoxysilan (2530-87-2) → 1-(2,4,6-trimethylphenyl)-3-[3-(trimethoxysilyl)propyl]imidazolium iodide (1174062-52-2)

Conditions	Yield
With potassium iodide In 1,2-dimethoxyethane at 85℃; for 60h; Inert atmosphere;	94%

3-Chloropropyltrimethoxysilan (2530-87-2) → 3-(trimethoxysilyl)-1-propanethiol (4420-74-0)

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

Upstream product

• 107-05-1 3-chloroprop-1-ene 
• 2487-90-3 trimethoxysilane 
• 67-56-1 methanol 
• 2550-06-3 3-chloropropyltrichlorosilane 
• 1634-04-4 tert-butyl methyl ether 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 67-56-1 methanol 
• 102816-90-0 (3-chloropropyl)dimethoxy(phenyl)silane 
• 2530-85-0 [3-(methacryloyloxy)propyl]trimethoxysilane 
• 73003-82-4 m-succinimidophenoxypropyl trimethoxysilane 
• 71550-66-8 3-(m-aminophenoxy)propyltrimethoxysilane 
• 55648-29-8 3(p-aminophenoxy)propyl Trimethoxysilane 
• 79252-83-8 3[o-(2-propenyl)phenoxy]propyl trimethoxysilane 
• 70851-51-3 1-[3-(trimethoxysilyl)propyl]imidazole 
• 25147-91-5 N¹-(3-(trimethoxysilyl)propyl)propane-1,3-diamine 
• 3068-76-6 N-phenyl-N-(3-trimethoxysilylpropyl)amine 
• 14867-28-8 3-iodopropyltrimethoxysilane 
• 29055-11-6 bis<3-(trimethoxysilyl)propyl> sulfide 
• 35112-74-4 bis-(3-trimethoxysilylpropyl)-disulphide 
• 4420-74-0 3-(trimethoxysilyl)-1-propanethiol 

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