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Trimethoxysilylpropanethiol
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Name

Trimethoxysilylpropanethiol

 EINECS 224-588-5
CAS No. 4420-74-0 Density 0.999 g/cm3
PSA 66.49000 LogP 1.18440
Solubility decomposes in water Melting Point <-50 °C
Formula C6H16O3SSi Boiling Point 198 °C at 760 mmHg
Molecular Weight 196.343 Flash Point 48.9 °C
Transport Information UN 3082 9/PG 3 Appearance white to light straw liquid clear liquid
Safety 24/25-36/37-61-57 Risk Codes 22-43-51/53
Molecular Structure Molecular Structure of 4420-74-0 (Trimethoxysilylpropanethiol) Hazard Symbols HarmfulXn, DangerousN
Synonyms

WD 80;Z 6062;3-mercaptopropyl trimethoxysilane;(3-Thiopropyl)trimethoxysilane;(g-Mercaptopropyl)trimethoxysilane;3-(Sulfanylpropyl)trimethoxysilane;3-(Trimethoxysilyl)-1-propanethiol;3-(Trimethoxysilyl)propanethiol;3-(Trimethoxysilyl)propyl mercaptan;3-MPTMS;3-Mercaptopropyltrimethoxylsilane;A 160 (coupling agent);A 189;AZ 6129;DynasylanMTMO;Dynasylan NTNS;GF 70;KBE 803;KBM 803P;KH 590;LS 1390;M 8500 (coupling agent);MPS-M;MPTMS;MPTS;NUCA 189;Prosil 196;SCA 903;SIM 6476.0;SiSiB PC 2300;Sila-Ace S 810;Silan GF 70;Silquest A 189;TSL 8380E;VP-Si 163;

Article Data 19

Trimethoxysilylpropanethiol Synthetic route

2530-87-2

3-Chloropropyltrimethoxysilan

4420-74-0

3-(trimethoxysilyl)-1-propanethiol

Conditions
ConditionsYield
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
51826-90-5

(3-bromopropyl) trimethoxysilane

4420-74-0

3-(trimethoxysilyl)-1-propanethiol

Conditions
ConditionsYield
89.4%
87.2%
870-23-5

prop-2-ene-1-thiol

2487-90-3

trimethoxysilane

4420-74-0

3-(trimethoxysilyl)-1-propanethiol

Conditions
ConditionsYield
Stage #1: prop-2-ene-1-thiol at 62 - 64℃; for 0.5h; Inert atmosphere;
Stage #2: trimethoxysilane In methanol at 72 - 75℃; for 2h; Solvent; Temperature;		88.2%
64456-54-8

S-[3-(trimethoxysilyl)propyl] ethanethioate

4420-74-0

3-(trimethoxysilyl)-1-propanethiol

Conditions
ConditionsYield
With sodium methylate In methanol at 65℃; for 12h;88%
With sodium methylate In methanol
sodium sulfide anhydride

sodium sulfide anhydride

2530-87-2

3-Chloropropyltrimethoxysilan

4420-74-0

3-(trimethoxysilyl)-1-propanethiol

Conditions
ConditionsYield
With hydrogen sulfide In methanol79.9%
2551-83-9

allyltrimethoxysilane

4420-74-0

3-(trimethoxysilyl)-1-propanethiol

Conditions
ConditionsYield
With hydrogen sulfide Irradiation;
2551-83-9

allyltrimethoxysilane

A

4420-74-0

3-(trimethoxysilyl)-1-propanethiol

B

35112-74-4

bis-(3-trimethoxysilylpropyl)-disulphide

C

29055-11-6

bis<3-(trimethoxysilyl)propyl> sulfide

Conditions
ConditionsYield
With hydrogen sulfide under 760 Torr; for 2.5h; Irradiation; Yield given;
67-56-1

methanol

C3H10SSi*TiO2

4420-74-0

3-(trimethoxysilyl)-1-propanethiol

Conditions
ConditionsYield
With hydrogenchloride In water for 1h;

N-(trimethoxysilylpropyl)isothiuronium chloride

4420-74-0

3-(trimethoxysilyl)-1-propanethiol

Conditions
ConditionsYield
With sodium methylate; ethylenediamine at 80 - 90℃;188 g
4420-74-0

3-(trimethoxysilyl)-1-propanethiol

251091-78-8

3,12-bis-(3,5-dimethylphenyl)carbamoyl-N-allyl-deoxycholan-24-amide

3,12-bis-(3,5-dimethylphenyl)carbamoyl-N-(3-trimethoxysilylpropylthio)propyl-deoxycholan-24-amide

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) for 20h; Addition; Heating;100%

Trimethoxysilylpropanethiol Chemical Properties

IUPAC Name: 3-Trimethoxysilylpropane-1-thiol
Synonyms of Trimethoxysilylpropanethiol (CAS NO.4420-74-0): (3-Mercaptopropyl)trimethoxysilane ; (gamma-mercaptopropyl)trimethoxysilane ; 3-(Trimethoxysilyl)propyl mercaptan ; Silane, 3-mercaptopropyltrimethoxy-
CAS NO: 4420-74-0
Molecular Formula: C6H16O3SSi
Molecular Weight: 196.34
Molecular Structure:
EINECS: 224-588-5
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 7
Polar Surface Area: 52.99 Å2
Index of Refraction: 1.439
Molar Refractivity: 51.69 cm3
Molar Volume: 196.4 cm3
Surface Tension: 25.3 dyne/cm
Density: 0.999 g/cm3
Flash Point: 48.9 °C
Enthalpy of Vaporization: 41.64 kJ/mol
Boiling Point: 198 °C at 760 mmHg
Vapour Pressure: 0.518 mmHg at 25°C 
Melting Point: <-50°C
Storage temp: 2-8°C
Water Solubility: decomposes
Sensitive: Air & Moisture Sensitive
Stability: Stable, but moisture sensitive - may decomposes on exposure to moist air. Incompatible with water, alcohols, strong oxidizing agents, strong acids.
Appearance: Water white to light straw liquid clear liquid 
Product Categories of Trimethoxysilylpropanethiol (CAS NO.4420-74-0): Industrial/Fine Chemicals;Mercapto;Chloroalkylsilanes, etc. (Silane Coupling Agents);Functional Materials;Si (Classes of Silicon Compounds);Silane Coupling Agents;Si-O Compounds;Trialkoxysilanes;Adhesion Promoters;Coupling Agents;Mecapto Silanes;Surface Modifiers

Trimethoxysilylpropanethiol Uses

 Trimethoxysilylpropanethiol (CAS NO.4420-74-0) is used in rubber, plastic, glass fibers, coatings, adhesives and sealants products.

Trimethoxysilylpropanethiol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 633mg/kg (633mg/kg)   Doklady Akademii Nauk SSSR. Proceedings of the Academy of Sciences of the USSR. For English translation, see DBIOAM and DKBSAS. Vol. 229, Pg. 1011, 1976.
rabbit LD50 skin 2140uL/kg (2.14mL/kg)   Journal of Toxicology, Cutaneous and Ocular Toxicology. Vol. 15, Pg. 261, 1996.
rat LD50 oral 730uL/kg (0.73mL/kg)   Journal of Toxicology, Cutaneous and Ocular Toxicology. Vol. 15, Pg. 261, 1996.

Trimethoxysilylpropanethiol Consensus Reports

Reported in EPA TSCA Inventory.

Trimethoxysilylpropanethiol Safety Profile

Safety Information about Trimethoxysilylpropanethiol (CAS NO.4420-74-0):
Hazard Codes: HarmfulXn,DangerousN
Risk Statements: 22-43-51/53
R22: Harmful if swallowed. 
R43: May cause sensitization by skin contact. 
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 24/25-36/37-61-57
S24/25: Avoid contact with skin and eyes. 
S36/37: Wear suitable protective clothing and gloves. 
S57: Use appropriate container to avoid environmental contamination. 
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 3082 9/PG 3
WGK Germany: 2
RTECS: TZ7800000
F: 1-10-13
TSCA: Yes
HazardClass: 9
PackingGroup: III
HS Code: 29310095
Moderately toxic by ingestion and intraperitoneal routes. Mildly toxic by skin contact. A skin irritant. When heated to decomposition it emits toxic fumes of SOx. See also MERCAPTANS and SILANE.

Trimethoxysilylpropanethiol Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Combustible liquid.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Use only in a chemical fume hood.
Storage: Keep away from heat and flame. Keep away from sources of ignition. Store in a cool, dry place. Store in a tightly closed container..

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