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42292-18-2

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42292-18-2 Usage

General Description

3-Aminopropylbis(trimethylsiloxy)methylsilane, also known as APTMS, is a chemical compound with the molecular formula C11H29NOSi2. It belongs to the class of organosilicon compounds and contains a silicon atom bonded to three methyl groups, a trimethylsiloxy group, and an aminopropyl group. APTMS is commonly used as a coupling agent in the production of polymers, adhesives, and coatings, as well as a surface modifier for nanoparticles and inorganic materials. Its unique chemical structure allows it to improve the adhesion and compatibility between different materials, making it a valuable ingredient in various industrial applications. Additionally, APTMS has been studied for its potential use in biomedical and pharmaceutical fields due to its ability to modify surfaces and enhance the interaction between biomolecules and materials. Overall, APTMS is a versatile chemical with diverse applications in material science, industry, and medical research.

Check Digit Verification of cas no

The CAS Registry Mumber 42292-18-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,2,2,9 and 2 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 42292-18:
(7*4)+(6*2)+(5*2)+(4*9)+(3*2)+(2*1)+(1*8)=102
102 % 10 = 2
So 42292-18-2 is a valid CAS Registry Number.
InChI:InChI=1/C10H29NO2Si3/c1-14(2,3)12-16(7,10-8-9-11)13-15(4,5)6/h8-11H2,1-7H3

42292-18-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Aminopropylbis(trimethylsiloxy)methylsilane

1.2 Other means of identification

Product number -
Other names 1-amino-3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:42292-18-2 SDS

42292-18-2Synthetic route

3-(N-trimethylsilyl-3-aminopropyl)heptamethyltrisiloxane
63672-10-6

3-(N-trimethylsilyl-3-aminopropyl)heptamethyltrisiloxane

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

Conditions
ConditionsYield
In ethanol for 1h;95%
With water In isopropyl alcohol
Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

3-(diethoxy-methyl-silanyl)-propylamine
3179-76-8

3-(diethoxy-methyl-silanyl)-propylamine

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

Conditions
ConditionsYield
With tetramethyl ammoniumhydroxide at 100℃; for 2h; Reagent/catalyst; Temperature; Inert atmosphere;68%
Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

gamma-aminopropylmethyldimethoxysilane
3663-44-3

gamma-aminopropylmethyldimethoxysilane

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

Conditions
ConditionsYield
With tetramethyl ammoniumhydroxide at 90℃; for 2h; Inert atmosphere;52.9%
Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

3-(ethoxy-methoxymethyl-methyl-silanyl)-propylamine

3-(ethoxy-methoxymethyl-methyl-silanyl)-propylamine

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

Conditions
ConditionsYield
With [C5H5N+C18H38]*NTf2; oxygen at 22℃; under 750.075 Torr; Electrochemical reaction;32%
1,1,1,3,5,5,5-heptamethyltrisiloxan
1873-88-7

1,1,1,3,5,5,5-heptamethyltrisiloxan

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 54 percent / H2PtCl6*6H2O / tetrahydrofuran / 120 - 145 °C
2: 95 percent / ethanol / 1 h
View Scheme
Multi-step reaction with 2 steps
1: H2PtCl6*6H2O / propan-2-ol
2: H2O / propan-2-ol
View Scheme
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

2,4-dichloro-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine
207562-46-7

2,4-dichloro-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone at 0 - 20℃; for 1.5h; pH=3 - 6.5;95%
With sodium hydrogencarbonate In water; acetone at 0 - 20℃; for 1.5h; pH=3 - 6.5;95%
With sodium hydrogencarbonate In water; acetone at 0 - 20℃; pH=6.5;95%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

2,4-dichloro-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)-oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

2,4-dichloro-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)-oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

Conditions
ConditionsYield
With sodium carbonate In water; acetone at 0 - 10℃; for 1.5h; pH=3 - 6.5;95%
gloutaric dichloride
2873-74-7

gloutaric dichloride

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

N1,N5-bis(3-(trimethoxysilyl)propyl)glutaramide

N1,N5-bis(3-(trimethoxysilyl)propyl)glutaramide

Conditions
ConditionsYield
Stage #1: 3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine With triethylamine In toluene at 0℃; for 0.5h; Inert atmosphere;
Stage #2: gloutaric dichloride In toluene at 0 - 20℃; for 3.5h; Inert atmosphere;
92%
3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

Thioctic acid
1077-28-7, 62-46-4

Thioctic acid

5-(1,2-dithiolan-3-yl)-N-(3-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]-disiloxanyl}propyl)pentanamide
1026779-50-9

5-(1,2-dithiolan-3-yl)-N-(3-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]-disiloxanyl}propyl)pentanamide

Conditions
ConditionsYield
Stage #1: Thioctic acid With 1-chloro-1-(dimethylamino)-2-methyl-1-propene In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: 3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine With triethylamine In tetrahydrofuran for 20h;
80%
oxalyl dichloride
79-37-8

oxalyl dichloride

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

3-phenyl-N-(3-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl}propyl)-propanamide
1027627-90-2

3-phenyl-N-(3-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl}propyl)-propanamide

Conditions
ConditionsYield
With sodium chloride; N-ethyl-N,N-diisopropylamine In ethyl acetate; N,N-dimethyl-formamide; acetonitrile76%
cyanoacetic acid chloride
16130-58-8

cyanoacetic acid chloride

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

cyano-N-[3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl]acetamide
851974-02-2

cyano-N-[3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl]acetamide

Conditions
ConditionsYield
Stage #1: cyanoacetic acid chloride; 3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine; triethylamine In dichloromethane at 32℃; for 0.333333h; dropwise addition;
Stage #2: for 2h; Heating / reflux;
70%
oxalyl dichloride
79-37-8

oxalyl dichloride

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

N-(3-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl}propyl)benzamide
1027627-89-9

N-(3-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl}propyl)benzamide

Conditions
ConditionsYield
With sodium chloride; N-ethyl-N,N-diisopropylamine; benzoic acid In dichloromethane; ethyl acetate; N,N-dimethyl-formamide70%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

p-aminoethylbenzoate
94-09-7

p-aminoethylbenzoate

2,4-bis(ethyl 4’-diylaminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

2,4-bis(ethyl 4’-diylaminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

Conditions
ConditionsYield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; p-aminoethylbenzoate With potassium carbonate In water; butanone at 0 - 70℃; for 6h; Inert atmosphere;
Stage #2: 3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine With sodium carbonate In water; butanone at 70℃; for 4h;
70%
N,N-Dimethylacrylamide
2680-03-7

N,N-Dimethylacrylamide

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

C15H38N2O3Si3

C15H38N2O3Si3

Conditions
ConditionsYield
In ethanol at 20℃; for 96h;69%
3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

heptamethyl-3-<3-<(pentachlorocyclotriphosphazenyl)amino>propyl>trisiloxane

heptamethyl-3-<3-<(pentachlorocyclotriphosphazenyl)amino>propyl>trisiloxane

Conditions
ConditionsYield
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; triethylamine In benzene for 5h; Ambient temperature;52.6%
ethyl 3-{4-[4-chloro-6-(methoxyphenyl)[1,3,5]triazin-2-ylamino]phenyl}-2-cyanoacrylate

ethyl 3-{4-[4-chloro-6-(methoxyphenyl)[1,3,5]triazin-2-ylamino]phenyl}-2-cyanoacrylate

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

2-(ethyl 4'-ylamino-α-cyanocinnamate)-4-(4-methoxyphenyl)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

2-(ethyl 4'-ylamino-α-cyanocinnamate)-4-(4-methoxyphenyl)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

Conditions
ConditionsYield
In toluene at 90℃; for 2h;47%
butyl 4-{4-chloro-6-[4-(2-cyano-2-methanesulfonylvinyl)phenylaminol][1,3,5]triazin-2-ylamino}benzoate
803699-13-0

butyl 4-{4-chloro-6-[4-(2-cyano-2-methanesulfonylvinyl)phenylaminol][1,3,5]triazin-2-ylamino}benzoate

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

2-(4'-ylamino-2-methanesulfonylacrylonitrile)-4-(butyl 4'-ylaminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]-disiloxanyl]propyl-3-ylamino}-s-triazine
803699-11-8

2-(4'-ylamino-2-methanesulfonylacrylonitrile)-4-(butyl 4'-ylaminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]-disiloxanyl]propyl-3-ylamino}-s-triazine

Conditions
ConditionsYield
In toluene at 90℃; for 2h;26%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

4-methoxycarbonyl aniline
619-45-4

4-methoxycarbonyl aniline

2,4-bis(methyl 4'-aminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

2,4-bis(methyl 4'-aminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

Conditions
ConditionsYield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 4-methoxycarbonyl aniline With potassium carbonate In water; butanone at 0 - 70℃; for 7h; Inert atmosphere;
Stage #2: 3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine With sodium carbonate In water; butanone for 1h;
18%
C26H25ClN6O4

C26H25ClN6O4

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

2-(ethyl 4'-ylamino-α-cyanocinnamate)-4-(butyl 4'-ylaminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine
803699-07-2

2-(ethyl 4'-ylamino-α-cyanocinnamate)-4-(butyl 4'-ylaminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

Conditions
ConditionsYield
In toluene at 90℃; for 2h;12%
3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

ethyl chlorocarbonylacetate
36239-09-5

ethyl chlorocarbonylacetate

Ethyl N-[3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl]malonamide
851974-10-2

Ethyl N-[3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl]malonamide

Conditions
ConditionsYield
Stage #1: 3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine; ethyl chlorocarbonylacetate; triethylamine In dichloromethane at 10℃; for 0.5h; dropwise addition;
Stage #2: for 2h; Heating / reflux;
2-methylmalonyl dichloride
39619-07-3

2-methylmalonyl dichloride

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

Methyl N-[3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]-disiloxanyl]propyl]malonamate
209330-73-4

Methyl N-[3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]-disiloxanyl]propyl]malonamate

Conditions
ConditionsYield
With triethylamine In dichloromethane; water
3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

3-phenyl-N-(3-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl}propyl)-propanamide
1027627-90-2

3-phenyl-N-(3-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl}propyl)-propanamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile
3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

benzoyl chloride
98-88-4

benzoyl chloride

N-(3-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl}propyl)benzamide
1027627-89-9

N-(3-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl}propyl)benzamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane
3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

C16H39NO8Si3
164063-67-6

C16H39NO8Si3

Conditions
ConditionsYield
In methanol for 6h; Reflux;2.369 g
4-amino-benzoic acid butyl ester
94-25-7

4-amino-benzoic acid butyl ester

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

2-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl}-propan-1-amine

2-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl}-propan-1-amine

A

2,4-bis(n-butyl 4’-diylaminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

2,4-bis(n-butyl 4’-diylaminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

B

butyl 4-({4-{[4-(butoxycarbonyl)-phenyl]amino}-6-[(2-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl}-propyl)amino]-1,3,5-triazin-2-yl}amino)benzoate

butyl 4-({4-{[4-(butoxycarbonyl)-phenyl]amino}-6-[(2-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl}-propyl)amino]-1,3,5-triazin-2-yl}amino)benzoate

Conditions
ConditionsYield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine; 2-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl}-propan-1-amine With 2,6-dimethylpyridine In ethyl acetate at 0 - 20℃; for 2h;
Stage #2: 4-amino-benzoic acid butyl ester With pyridine In ethyl acetate at 70℃; for 3h; Overall yield = 60 %; Overall yield = 49 g;
3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

C64H94N12O11Si4

C64H94N12O11Si4

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydrogencarbonate / water; acetone / 1.5 h / 0 - 10 °C / pH 6.5
2: potassium carbonate / toluene / 1.33 h / Inert atmosphere; Reflux
3: hydrogenchloride / ethanol; water; isopropyl alcohol / 4 h
View Scheme
Multi-step reaction with 3 steps
1: sodium carbonate / water; acetone / 1.5 h / 0 - 10 °C / pH 3 - 6.5
2: potassium carbonate / toluene / 1.33 h / Reflux; Inert atmosphere
3: hydrogenchloride / ethanol; water; isopropyl alcohol / 4 h
View Scheme
Multi-step reaction with 3 steps
1: sodium hydrogencarbonate / water; acetone / 1.5 h / 0 - 10 °C / pH 3 - 6.5
2: potassium carbonate / toluene / 1.33 h / Inert atmosphere; Reflux
3: hydrogenchloride / ethanol; water; isopropyl alcohol / 4 h / 20 °C / pH 7
View Scheme
3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

2,4-bis(ethyl 4’-diylaminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

2,4-bis(ethyl 4’-diylaminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; acetone / 1.5 h / 0 - 10 °C / pH 6.5
2: toluene / 1.5 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: sodium carbonate / water; acetone / 1.5 h / 0 - 10 °C / pH 3 - 6.5
2: toluene / 1.5 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; acetone / 1.5 h / 0 - 10 °C / pH 3 - 6.5
2: toluene / 1.5 h / Reflux
View Scheme
3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

2,4-bis(n-butyl 4’-diylaminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

2,4-bis(n-butyl 4’-diylaminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; acetone / 1.5 h / 0 - 10 °C / pH 6.5
2: potassium carbonate / toluene / 1.33 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 2 steps
1: sodium carbonate / water; acetone / 1.5 h / 0 - 10 °C / pH 3 - 6.5
2: potassium carbonate / toluene / 1.33 h / Reflux; Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; acetone / 1.5 h / 0 - 10 °C / pH 3 - 6.5
2: potassium carbonate / toluene / 1.33 h / Inert atmosphere; Reflux
View Scheme
3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

2,4-bis(n-pentyl 4’-diylaminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

2,4-bis(n-pentyl 4’-diylaminobenzoate)-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; acetone / 1.5 h / 0 - 10 °C / pH 6.5
2: sodium hydrogencarbonate / toluene / 0.33 h / 115 °C / Microwave irradiation
View Scheme
Multi-step reaction with 2 steps
1.1: potassium carbonate / butanone; water / 6 h / 0 - 70 °C / Inert atmosphere
1.2: 4 h / 70 °C
2.1: potassium carbonate / butanone; water / 17.5 h / 0 - 70 °C / Inert atmosphere
2.2: 5 h / 70 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sodium carbonate / water; acetone / 1.5 h / 0 - 10 °C / pH 3 - 6.5
2.1: toluene / 1.5 h / Reflux
3.1: potassium carbonate / butanone; water / 17.5 h / 0 - 70 °C / Inert atmosphere
3.2: 5 h / 70 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; acetone / 1.5 h / 0 - 10 °C / pH 3 - 6.5
2: sodium hydrogencarbonate / toluene / 0.33 h / 115 °C / Microwave irradiation
View Scheme
3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine
42292-18-2

3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propylamine

2,4-bis[(1,1,3,3-tetramethylbutyl)-4’-diylaminobenzamide]-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

2,4-bis[(1,1,3,3-tetramethylbutyl)-4’-diylaminobenzamide]-6-{[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl-3-ylamino}-s-triazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; acetone / 1.5 h / 0 - 10 °C / pH 6.5
2: sodium hydrogencarbonate / toluene / 0.33 h / 115 °C / Microwave irradiation
View Scheme
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; acetone / 1.5 h / 0 - 10 °C / pH 3 - 6.5
2: sodium hydrogencarbonate / toluene / 0.33 h / 115 °C / Microwave irradiation
View Scheme

42292-18-2Relevant articles and documents

Thermodynamics properties of micellization of organosilicone modified gluconamide-type surfactant

Tao, Lei

, p. 9865 - 9868 (2013)

Thermodynamic properties of micellization of N-3-propylmethyltrisiloxane-N- glucosylamine in water over a temperature range of 298 to 313 K been studied with surface tension method. On the basis of these results, the thermodynamic parameters i.e., Gibbs energy (δG? m), enthalpy (δS? m) and entropy (δH? m) of micellization have been evaluated.

The effects of the organic groups attached at the silicone atoms of the organosilane-based gemini nonionic surfactants on their surface activities

Xing, Fenglan,Gao, Yueyue,Xu, Qun,Li, Xu,Wang, Liyan,Meng, Jie,Wang, Pinglang

, p. 739 - 745 (2014)

A novel trisiloxane gemini nonionic surfactant was synthesized by the reaction of 3-(diethoxy(methyl)silyl)propan-1-amine with hexamethyldisiloxane to get 3-(trisiloxane)propan-1-amine, which was further reacted with glutaroyl dichloride to form the surfactant molecule, N1,N5-bis(3- (trisiloxane)propyl)glutaramide (3). Some related compounds were also prepared, including N1,N5-bis (3-(trimethoxysilyl)propyl) glutaramide (1), and N1,N5-bis(3-(diethoxy(methyl)silyl) propyl)glutaramide (2). All prepared compounds were analyzed by IR, 1H-NMR and13C-NMR to confirm their structures. Their interfacial activities, including surface tension and wetting ability, were measured. These surface activities were compared each other and a discussion was carried out on how the organic groups attached on the silicone atoms affect their surface tension and wetting ability. To explain the superior surface activities of the molecules 3, a hypothesis was proposed about a cyclic hydrophobic core area that could be formed by the two hydrophobic chains and the linker of the gemini molecule due to the dispersion force (Van der Waals force) between the two trisiloxane moieties, which close the hydrophobic cycle inside the molecule.

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