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58698-89-8

Basic Information
CAS No.: 58698-89-8
Name: 3-isothiocyanatopropyltriethoxysilane
Article Data: 8
Molecular Structure:
Molecular Structure of 58698-89-8 (3-isothiocyanatopropyltriethoxysilane)
Formula: C10H21 N O3 S Si
Molecular Weight: 263.433
Synonyms: 3-(Triethoxysilyl)propylisothiocyanate; Isothiocyanopropyltriethoxysilane;Triethoxy(3-isothiocyanatopropyl)silane
Density: 1g/cm3
Boiling Point: 290.8°Cat760mmHg
Flash Point: 129.7°C
PSA: 72.14000
LogP: 2.52770
Synthetic route
75-15-0

carbon disulfide

919-30-2

3-aminopropyltriethoxysilane

58698-89-8

triethoxy (3‑isothiocyanatopropyl)silane

Conditions
ConditionsYield
Stage #1: carbon disulfide; 3-aminopropyltriethoxysilane In tetrahydrofuran at 0 - 5℃; for 3h; Addition;
Stage #2: With CYANAMID; triethylamine In tetrahydrofuran at 40℃; for 3h; Elimination;
95%
With sodium In ethanol for 5h; Heating;75%
Stage #1: carbon disulfide; 3-aminopropyltriethoxysilane In tetrahydrofuran at 0℃; for 3.33333h;
Stage #2: With triethylamine; N-Cyanoguanidine In tetrahydrofuran at 40℃; for 3h;
49%
Stage #1: carbon disulfide; 3-aminopropyltriethoxysilane In tetrahydrofuran at 0℃; for 3h;
Stage #2: With triethylamine; N-Cyanoguanidine In tetrahydrofuran at 40℃; for 3h;
49%
463-71-8

thiophosgene

919-30-2

3-aminopropyltriethoxysilane

58698-89-8

triethoxy (3‑isothiocyanatopropyl)silane

Conditions
ConditionsYield
Stage #1: 3-aminopropyltriethoxysilane With triethylamine In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere;
Stage #2: thiophosgene In tetrahydrofuran at 0℃; for 3h; Inert atmosphere;
57%

C10H23NO3S2Si

58698-89-8

triethoxy (3‑isothiocyanatopropyl)silane

Conditions
ConditionsYield
With 1,4-diamino-2,3-dichloroanthraquinone; triethylamine In tetrahydrofuran at 40℃; for 3h; Yield given;
919-30-2

3-aminopropyltriethoxysilane

1147550-11-5

ammonium thiocyanate

58698-89-8

triethoxy (3‑isothiocyanatopropyl)silane

Conditions
ConditionsYield
In toluene for 5h; Addition; Heating;
919-30-2

3-aminopropyltriethoxysilane

58698-89-8

triethoxy (3‑isothiocyanatopropyl)silane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrahydrofuran / 3 h / 0 - 5 °C
2: DCDA, Et3N / tetrahydrofuran / 3 h / 40 °C
View Scheme

N-{3-[diethoxy-iodosilyl]propyl}-N'-[3-(triethoxysilyl)propyl]thiourea

A

34708-08-2

3-triethoxysilylpropyl thiocyanate

B

58698-89-8

triethoxy (3‑isothiocyanatopropyl)silane

Conditions
ConditionsYield
Heating;A n/a
B 1.3 g
58698-89-8

triethoxy (3‑isothiocyanatopropyl)silane

106-50-3

1,4-phenylenediamine

198645-55-5

C6H4(NHC(S)NHCH2CH2CH2Si(OC2H5)3)2

Conditions
ConditionsYield
In ethanol for 2h; Heating;95%
58698-89-8

triethoxy (3‑isothiocyanatopropyl)silane

76521-35-2

N-<2-(acetylamino)-2-deoxy-3,4,6-triacetyl-β-D-glucopyranosyl>-N2-<(1,1-dimethylethoxy)carbonyl>-L-asparagine

128174-40-3

N4-(2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-N2-(tert-butoxycarbonyl)-L-asparagine 3-(triethoxysilyl)propylamide

Conditions
ConditionsYield
In chloroform for 48h; Ambient temperature;88%
35132-20-8

(R,R)-1,2-diphenylethylenediamine

58698-89-8

triethoxy (3‑isothiocyanatopropyl)silane

1‑((1R,2R)‑2‑amino‑1,2‑diphenylethyl)‑3‑(3‑(triethoxysilyl)propyl)thiourea

Conditions
ConditionsYield
In dichloromethane at 25℃; for 24h; Inert atmosphere;62%
29841-69-8

(S,S)-1,2-diphenyl-1,2-diaminoethane

58698-89-8

triethoxy (3‑isothiocyanatopropyl)silane

1‑((1S,2S)‑2‑amino‑1,2‑diphenylethyl)‑3‑(3‑(triethoxysilyl)propyl)thiourea

Conditions
ConditionsYield
In dichloromethane at 25℃; for 24h; Inert atmosphere;59%
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