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3-Isocyanatopropyltriethoxysilane

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Name

3-Isocyanatopropyltriethoxysilane

EINECS 246-467-6
CAS No. 24801-88-5 Density 0.98 g/cm3
PSA 57.12000 LogP 1.76070
Solubility Hydrolyzes in water. Melting Point <0oC
Formula C10H21NO4Si Boiling Point 263 °C at 760 mmHg
Molecular Weight 247.367 Flash Point 112.9 °C
Transport Information UN 3390 6.1/PG 1 Appearance colorless to yellow liquid
Safety 23-26-28-36/37/39-45 Risk Codes 21/22-26-34-42
Molecular Structure Molecular Structure of 24801-88-5 (3-Isocyanatopropyltriethoxysilane) Hazard Symbols VeryT+
Synonyms

Isocyanicacid, 3-(triethoxysilyl)propyl ester (8CI);(3-Isocyanatopropyl)triethoxysilane;1-(Triethoxysilyl)-3-isocyanatopropane;3-(Triethoxysilyl)propyl isocyanate;A-Link 25;Dynasylan A 1310;KBE 9007;KBM 9007;NUC-A 1310;SilquestA 1310;Silquest A-Link 25;UCT7840KG;Y 9030;YH 9030;

Article Data 7

3-Isocyanatopropyltriethoxysilane Synthetic route

590-28-3

potassium cyanate

5089-70-3

(3-chloropropyl)triethoxysilane

24801-88-5

3-(triethoxypropyl) isocyanate

Conditions
ConditionsYield
at 100℃; for 12h; Temperature; Inert atmosphere; Ionic liquid;99.5%
998-30-1

Triethoxysilane

1476-23-9

allylisocyanate

24801-88-5

3-(triethoxypropyl) isocyanate

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex at 40 - 85℃; for 4.5h;95.7%
17945-05-0

N-(3-triethoxysilylpropyl)-O-ethylcarbamate

24801-88-5

3-(triethoxypropyl) isocyanate

Conditions
ConditionsYield
at 220℃; under 37.5038 Torr;92%
With di(n-butyl)tin oxide at 150℃; for 6h; Kinetics; Catalytic behavior; Reagent/catalyst; Temperature;60%
With dibutyltin dilaurate In ethanol at 200℃;
5089-70-3

(3-chloropropyl)triethoxysilane

24801-88-5

3-(triethoxypropyl) isocyanate

Conditions
ConditionsYield
Stage #1: (3-chloropropyl)triethoxysilane; urea With ammonium chloride at 130℃; for 3h; Inert atmosphere;
Stage #2: With manganese octanoate at 200℃; for 2h; Reagent/catalyst; Temperature; Inert atmosphere;
71%
919-30-2

3-aminopropyltriethoxysilane

24801-88-5

3-(triethoxypropyl) isocyanate

Conditions
ConditionsYield
In N,N-dimethyl-aniline; toluene
With pyridine In diethyl ether
Multi-step reaction with 2 steps
1: sodium ethanolate / ethanol / 6 h / 80 °C / Inert atmosphere
2: dibutyltin dilaurate / ethanol / 200 °C
View Scheme
60261-46-3

(2S)-2-[(diphenylphosphino)methyl]pyrrolidine

24801-88-5

3-(triethoxypropyl) isocyanate

163809-05-0

(S)-1-(3-triethoxysilylpropyl)aminocarbonyl-2-diphenylphosphinomethylpyrrolidine

Conditions
ConditionsYield
In dichloromethane for 8h; Ambient temperature;100%
24801-88-5

3-(triethoxypropyl) isocyanate

128018-18-8

L-proline tert-butylamide

163809-03-8

(S)-1-(3-triethoxysilylpropyl)aminocarbonyl-2-t-butylaminocarbonylpyrrolidine

Conditions
ConditionsYield
In dichloromethane Ambient temperature;100%
24801-88-5

3-(triethoxypropyl) isocyanate

197911-06-1

(2S,4S)-4-amino-1-benzyloxycarbonyl-2-tert-butylaminocarbonylpyrrolidine

(2S,4S)-1-benzyloxycarbonyl-2-tert-butylaminocarbonyl-4-(3-triethoxysilylpropylaminocarbonylamino)pyrrolidine

Conditions
ConditionsYield
In dichloromethane at 20℃; for 18h;100%
24801-88-5

3-(triethoxypropyl) isocyanate

199342-45-5

1-amino-4,5-bis(dimethylamino)naphthalene

4-[(triethoxysilyl)propylaminocarbonylamino]-1,8-bis(dimethylamino)naphthalene

Conditions
ConditionsYield
In dichloromethane for 2h;100%
1468-95-7

9-hydroxymethylanthracene

24801-88-5

3-(triethoxypropyl) isocyanate

C25H33NO5Si

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide100%
at 100℃; for 5h; Schlenk technique; Inert atmosphere;57%
With triethylamine In tetrahydrofuran for 24h; Heating;

3-Isocyanatopropyltriethoxysilane Consensus Reports

Reported in EPA TSCA Inventory.

3-Isocyanatopropyltriethoxysilane Specification

The 3-Isocyanatopropyltriethoxysilane, with its CAS registry number 24801-88-5, has the IUPAC name of triethoxy(3-isocyanatopropyl)silane. For being a kind of colorless clear liquid, it is sensitive to moisture, with the product categories including Adhesion Promoters; Coupling Agents; Isocyanate Silanes; Surface Modifiers.

The physical properties of this chemical are as below: (1)ACD/LogP: 2.87; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.87; (4)ACD/LogD (pH 7.4): 2.87; (5)ACD/BCF (pH 5.5): 89.15; (6)ACD/BCF (pH 7.4): 89.15; (7)ACD/KOC (pH 5.5): 866; (8)ACD/KOC (pH 7.4): 866; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 10; (12)Polar Surface Area: 57.12; (13)Index of Refraction: 1.432; (14)Molar Refractivity: 65.28 cm3; (15)Molar Volume: 251.6 cm3; (16)Polarizability: 25.88×10-24 cm3; (17)Surface Tension: 27.1 dyne/cm; (18)Density: 0.98 g/cm3; (19)Flash Point: 112.9 °C; (20)Enthalpy of Vaporization: 50.08 kJ/mol; (21)Boiling Point: 263 °C at 760 mmHg; (22)Vapour Pressure: 0.0106 mmHg at 25°C; (23)Exact Mass: 247.123985; (24)MonoIsotopic Mass: 247.123985; (25)Topological Polar Surface Area: 57.1; (26)Heavy Atom Count: 16; (27)Complexity: 202.

Use of this chemical: 3-Isocyanatopropyltriethoxysilane could react with 5-fluoro-1H-pyrimidine-2,4-dione to produce 1-(g-triethoxysilyl)propylcarbamoyl-5-fluorouracil. This reaction could happen in the presence of the solvent of dimethylformamide, and it needs the reaction time of 2 hours and the reaction temp. of 90 - 100 ℃.

When you are dealing with this chemical, you should be very careful. For being a kind of very toxic chemical, it may at very low levels cause damage to health. This chemical will be very dangerous to our body if in contact with skin and if swallowed or by inhalation and it will cause burns and then may cause sensitisation by inhalation.

Therefore, you should take different measures to deal with different cases. The first important thing is to wear suitable protective clothing, gloves and eye/face protection. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice, and if in case of accident or if you feel unwell seek medical advice immediately (show the label where possible). And wash immediately with plenty of ... (to be specified by the manufacturer) after contacting with skin. What's more, do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer).

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: CCO[Si](CCCN=C=O)(OCC)OCC
(2)InChI: InChI=1S/C10H21NO4Si/c1-4-13-16(14-5-2,15-6-3)9-7-8-11-10-12/h4-9H2,1-3H3
(3)InChIKey: FRGPKMWIYVTFIQ-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 1260uL/kg (1.26mL/kg) BEHAVIORAL: IRRITABILITY

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
National Technical Information Service. Vol. OTS0555451,
rat LC50 inhalation 360mg/m3/4H (360mg/m3) SENSE ORGANS AND SPECIAL SENSES: CONJUNCTIVE IRRITATION: EYE

LUNGS, THORAX, OR RESPIRATION: "FIBROSIS, FOCAL (PNEUMOCONIOSIS)"

BLOOD: HEMORRHAGE
National Technical Information Service. Vol. OTS0555451,
rat LD50 oral 707uL/kg (0.707mL/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: OTHER CHANGES
National Technical Information Service. Vol. OTS0555451,

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