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1-Isocyanato-3-trimethoxysilylpropane

HCID 84892
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Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
15396-00-6
Standard SMILES
CO[Si](CCCN=C=O)(OC)OC
InChIKey
FMGBDYLOANULLW-UHFFFAOYSA-N
Molecular formula
C7H15NO4Si
Average molar mass
205.28 g/mol
Monoisotopic mass
205.07703449

Names & identifiers

Preferred name
1-Isocyanato-3-trimethoxysilylpropane
IUPAC
3-isocyanatopropyl(trimethoxy)silane
English name
3-Isocyanatopropyltrimethoxysilane
Molecular formula
C7H15NO4Si
Molecular weight
205.28

Names & synonyms

15396-00-6(3-isocyanatopropyl)trimethoxysilane3-(Trimethoxysilyl)propyl isocyanateSilane, (3-isocyanatopropyl)trimethoxy-1-Isocyanato-3-trimethoxysilylpropaneEINECS 239-415-92LKG0E58XB3-isocyanopropyltrimethoxysilaneDTXSID2065882EC 239-415-9(.GAMMA.-ISOCYANATOPROPYL)TRIMETHOXYSILANEISOCYANIC ACID, 3-(TRIMETHOXYSILYL)PROPYL ESTER
Show more names
KH-901Isocyananto silaneGAMMA-ISOCYANOPROPYLTRIMETHOXYSILANECo-Formula CFS-006CFS-006Silquest A-Link 353-IsocyanatopropyL3-Isocyatopropyltrimethoxysilane-Isocyanatopropyltrimethoxysilane
RefChem:433326DTXCID7034965(GAMMA-ISOCYANATOPROPYL)TRIMETHOXYSILANE3-ISOCYANATOPROPYLTRIMETHOXYSILANE3-isocyanatopropyl(trimethoxy)silaneMFCD00015793isocyanatopropyltrimethoxysilanes10215

Database identifiers

CAS
15396-00-6
PubChem CID
84892
DTXSID
DTXSID2065882
UNII
2LKG0E58XB
EC Number
239-415-9
Nikkaji
J195.938G

Properties

Computed structural propertiesFilling in

Topological polar surface area
57.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
7
Heavy atoms
13
Formal charge
0
Complexity
169

Experimental & physicochemical properties

Physical DescriptionLiquid

Physicochemical properties

Melting point
0 °C · <0°C
Boiling point
95 · 95-98°C 10mm
Density
1 · 1,084 g/cm3
vapor pressure
0 · 0-12790Pa at 20-25℃
refractive index
1.421 · 1.421
Flash point
108 °C · 108°C
storage temp.
RT, stored under nitrogen
form
clear liquid
Specific Gravity
1.073 · 1.073
color
Colorless to Almost colorless
Viscosity
2.2 mm2/s · 2.2mm2/s
Water Solubility
1000 g/L · 1000g/L at 20℃
Hydrolytic Sensitivity
7 · 7: reacts slowly with moisture/water

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H302+H312 (20%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]

P233, P260, P261, P264, P270, P271, P272, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P320, P321, P330, P333+P317, P342+P316, P362+P364, P363, P403, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 235 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Silane, (3-isocyanatopropyl)trimethoxy-

Silane, (3-isocyanatopropyl)trimethoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Silane, (3-isocyanatopropyl)trimethoxy- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: 3-(trimethoxysilyl)propyl isocyanate (EC: 239-415-9)

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

tsca
TSCA listed
ridadr
2927
hs_code
29319090
risk_code
21/22-26-34-42
Signal word

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 75,000 - <500,000 lb
Industry UsesAdhesion/cohesion promoter
General Manufacturing Information · 2 items

Paint and Coating Manufacturing

Silane, (3-isocyanatopropyl)trimethoxy-: ACTIVE

Preparation methods · 1 item

PreparationPreparation method of 3-Isocyanatopropyltrimethoxysilane: Specifically includes the following steps: 1) Add 3-aminopropyltrimethoxysilane, dry urea, dimethyl sulfoxide, and a small amount of trimethyl orthoacetate to a reactor; 2) Heat the system to 65–95°C under stirring, and react under vacuum of -0.08–-0.09 MPa to remove ammonia for 6–10 hours until no obvious bubbles emerge from the reaction system, then stop vacuuming to obtain a mixture of ureapropylsilane and solvents; 3) Add a small amount of catalyst to the reaction system, and dilute 98% concentrated sulfuric acid with dimethyl sulfoxide at a mass ratio of 1:0.5–0.8 to obtain a mixed diluted solution. Slowly add this mixed diluted solution dropwise to the system while stirring, controlling the reaction temperature at 75–95°C and the dropwise addition time at 4–6 hours; 4) Stop adding the diluted mixture when the pH of the system drops to 6-7; then cool to below 50°C, seal and filter to remove the generated ammonium salt and other solids; obtain the filtrate, and separate the filtrate by vacuum distillation to obtain the 3-Isocyanatopropyltrimethoxysilane product.

Upstream & downstream products

Upstream raw materials

METHYL [3-(TRIMETHOXYSILYL)PROPYL]CARBAMATETris[3-(trimethoxysilyl)propyl] Isocyanurate

Related reactions

1 records
New reaction record
HRID 1422168 reaction equation
HRID 1422168As reactantuspto-grants-2000_06

Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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InChI
InChI=1S/C7H15NO4Si/c1-10-13(11-2,12-3)6-4-5-8-7-9/h4-6H2,1-3H3
InChIKey
FMGBDYLOANULLW-UHFFFAOYSA-N
SMILES
[Si](CCCN=C=O)(OC)(OC)OC
LogP
-4 · -4--0.82 at 20℃
CAS DataBase Reference
15396 · 15396-00-6(CAS DataBase Reference)
FDA UNII
2 LKG0E58XB · 2LKG0E58XB
EPA Substance Registry System
Silane, (3-isocyanatopropyl)trimethoxy- (15396-00-6)
Symbol(GHS)
5 · GHS05,GHS06,GHS07,GHS08
Signal word
Danger
Hazard statements
302 · H302+H312-H314-H317-H330-H334
Precautionary statements
260 · P260-P264-P270-P271-P272-P280-P284-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P403+P233-P405-P501
Risk Statements
21 · 21/22-26-34-42
Safety Statements
23 · 23-26-36/37/39-24/25
RIDADR
2927 · 2927
TSCA
TSCA listed
HazardClass
6.1 · 6.1/8
PackingGroup
II
HS Code
29319090 · 29319090
REACH Registrations
Active
Danger
Symbol(GHS)
GHS05,GHS06,GHS07,GHS08
safety_code
23-26-36/37/39-24/25
hazard_class
6.1/8
packing_group
II
Hazard statements
H302+H312-H314-H317-H330-H334
REACH Registrations
Active
Precautionary statements
P260-P264-P270-P271-P272-P280-P284-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P403+P233-P405-P501