tert-Butylchlorodiphenylsilane supplier

Name
tert-Butylchlorodiphenylsilane
EINECS 261-282-0
CAS No. 58479-61-1
Article Data18
CAS DataBase
Density 1.04 g/cm³
Solubility reacts in water
Melting Point
Formula C₁₆H₁₉ClSi
Boiling Point 334.4 °C at 760 mmHg
Molecular Weight 274.865
Flash Point 143.3 °C
Transport Information UN 2987 8/PG 2
Appearance Colorless-light yellow to brown liquid
Safety 26-36/37/39-45-8
Risk Codes 14-34-37-29-20/21/22
Molecular Structure
Hazard Symbols Xi, C
Synonyms Benzene,1,1'-[chloro(1,1-dimethylethyl)silylene]bis-;Silane,chloro(1,1-dimethylethyl)diphenyl- (9CI);(1,1-Dimethylethyl)diphenylsilylchloride;(Chloro)(tert-butyl)diphenylsilane;Chloro(1,1-dimethylethyl)diphenylsilane;Chlorodiphenyl-tert-butylsilane;Diphenyl-tert-butylsilyl chloride;Silane, chloro(1,1-dimethylethyl)diphenyl-;
PSA 0.00000
LogP 3.78520

Synthetic route

: 594-19-4
tert.-butyl lithium

: 80-10-4
diphenylsilyl dichloride

: 58479-61-1
tert-butylchlorodiphenylsilane

Conditions

Conditions	Yield
In hexane for 4h; Reflux;	92%
In pentane for 12h;	65%

: 507-20-0
tertiary butyl chloride

: 80-10-4
diphenylsilyl dichloride

: 58479-61-1
tert-butylchlorodiphenylsilane

Conditions

Conditions	Yield
Stage #1: tertiary butyl chloride With magnesium In tetrahydrofuran at 60℃; for 2h; Stage #2: With lithium chloride; copper(I) bromide In tetrahydrofuran at 20℃; for 1h; Stage #3: diphenylsilyl dichloride In tetrahydrofuran at 50℃; for 6h; Reagent/catalyst; Temperature;	87%
With copper(l) cyanide; magnesium In tetrahydrofuran for 5h; Heating;	80%
With magnesium In tetrahydrofuran; hexane	75%

: 76358-47-9
tert-butyl(methoxy)diphenylsilane

: 58479-61-1
tert-butylchlorodiphenylsilane

Conditions

Conditions	Yield
With iron(III) chloride; acetyl chloride In 1,2-dichloro-ethane for 72h;	86%
With hydrogenchloride In water

: 80-10-4
diphenylsilyl dichloride

: 58479-61-1
tert-butylchlorodiphenylsilane

Conditions

Conditions	Yield
copper (II) acetylacetonate	85%

: 93547-88-7
t-butyl diphenylsilanol

: 58479-61-1
tert-butylchlorodiphenylsilane

Conditions

Conditions	Yield
With thionyl chloride In chloroform for 0.5h;	81%

: 6328-61-6
trimethylsilyldiphenylmethane

: 58479-61-1
tert-butylchlorodiphenylsilane

Conditions

Conditions	Yield
With SO2Cl2 In not given	74%
With SO2Cl2 In not given	74%

: 33729-92-9
tert-butyldiphenylsilane

: 58479-61-1
tert-butylchlorodiphenylsilane

Conditions

Conditions	Yield
With iron(III) chloride; acetyl chloride In dichloromethane for 24h;	69%
With sulfuryl dichloride
With dichloromethane; eosin y at 20℃; for 24h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation; Green chemistry;	99 %Spectr.

: 98-59-9
p-toluenesulfonyl chloride

: 158262-82-9
(1S,3S,5R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-bicyclo[3.1.0]hexan-3-ol

: 58479-61-1
tert-butylchlorodiphenylsilane

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane for 24h; Ambient temperature;	67%

: 17887-41-1
phenyl-tert-butyldichlorosilane

: 591-51-5
phenyllithium

: 58479-61-1
tert-butylchlorodiphenylsilane

Conditions

Conditions	Yield
Inert atmosphere;

: TBDPSOAc

: 58479-61-1
tert-butylchlorodiphenylsilane

Conditions

Conditions	Yield
With hydrogenchloride In water

: 10060-17-0
(diphenylmethyl)potassium

: 58479-61-1
tert-butylchlorodiphenylsilane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: not given 2: SO2Cl2 / not given View Scheme

: 2627-64-7
9-(2,3-anhydro-β-D-ribofuranosyl)adenine

: 58479-61-1
tert-butylchlorodiphenylsilane

: 125084-70-0
9-<2,3-anhydro-5-O-<(tert-butyl)diphenylsilyl>-β-D-ribofuranosyl>adenine

Conditions

Conditions	Yield
In pyridine at 20℃; for 12h;	100%
With pyridine	100%
In pyridine	98%

: 107-19-7
propargyl alcohol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 88159-06-2
tert-butyl(diphenyl)(2-propynyloxy)silane

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 5h;	100%
With 1H-imidazole In dichloromethane at 20℃; for 5h;	100%
With 1H-imidazole In dichloromethane for 16h;	100%

: 5077-67-8
1-Hydroxy-2-butanone

: 58479-61-1
tert-butylchlorodiphenylsilane

: 137618-97-4
1-(tert-butyldiphenylsiloxy)-2-butanone

Conditions

Conditions	Yield
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 0℃; for 10h;	100%
	92%

: 150-76-5
4-methoxy-phenol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 108534-55-0
tert-butyl-4-methoxyphenoxydiphenylsilane

Conditions

Conditions	Yield
With 1H-imidazole In acetonitrile for 0.166667h;	100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 10h; Inert atmosphere;	90%
With 1H-imidazole In acetonitrile for 0.166667h;

: 582-24-1
1-phenyl-2-hydroxyethanone

: 58479-61-1
tert-butylchlorodiphenylsilane

: 139167-15-0
2-(tert-butylphenylsilyloxy)acetophenone

Conditions

Conditions	Yield
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 0℃; for 10h;	100%
With 1H-imidazole; dmap In dichloromethane at 20℃; for 12h;	95%
With 1H-imidazole In dichloromethane
With 1H-imidazole In dichloromethane at 20℃; Inert atmosphere;
With triethylamine In dichloromethane at 0 - 10℃;

: 107-18-6
allyl alcohol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 136787-49-0
3-(tert-butyldiphenylsilyloxy)prop-1-ene

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 23℃; for 2h;	100%
With 1H-imidazole In dichloromethane at 0 - 20℃; for 8h;	100%
With ammonium nitrate In N,N-dimethyl-formamide for 0.25h;	99%

: 116-09-6
hydroxy-2-propanone

: 58479-61-1
tert-butylchlorodiphenylsilane

: 118171-02-1
1-(tert-butyldiphenylsilyloxy)-2-propanone

Conditions

Conditions	Yield
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 0℃; for 10h;	100%
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;	100%
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 0 - 25℃; for 18.25h; Inert atmosphere;	100%

: 58394-28-8
1,6-anhydro-3,4-dideoxy-β-D-erythro-hex-3-enopyranose

: 58479-61-1
tert-butylchlorodiphenylsilane

: 138963-09-4
1,6-anhydro-2-O-(tert-butyldiphenylsilyl)-3,4-dideoxy-β-D-erythro-hex-3-enopyranose

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 3h; Ambient temperature;	100%

: 39746-00-4
(1S,5R,6S,7R)-7-benzoyloxy-6-hydroxymethyl-2-oxabicyclo[3.3.0]octan-3-one

: 58479-61-1
tert-butylchlorodiphenylsilane

: 130386-85-5
(3aR,4S,5R,6aS)-5-benzoyloxy-4-[(t-butyldiphenylsiloxy)methyl]hexahydro-2H-cyclopenta[b]furan-2-one

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide	100%
With 1H-imidazole; dmap In dichloromethane	83%
With 1H-imidazole; dmap In dichloromethane

: 67814-68-0, 70266-87-4, 76249-50-8, 76249-51-9, 93451-15-1, 4099-88-1
2,3-O-isopropylidene-D-ribofuranose

: 58479-61-1
tert-butylchlorodiphenylsilane

: 96690-02-7
5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribofuranose

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; for 3h;	100%
With dmap; triethylamine In dichloromethane at 20℃; for 3h;	100%
With dmap; triethylamine In dichloromethane at 20℃; for 3h;	99%

: 821-09-0
n-Pent-4-enyl alcohol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 132047-92-8
tert-butyl(pent-4-en-1-yloxy)diphenylsilane

Conditions

Conditions	Yield
With 1H-imidazole; dmap In N,N-dimethyl-formamide for 19h; Ambient temperature;	100%
With 1H-imidazole; dmap In N,N-dimethyl-formamide for 19h; Ambient temperature;	100%
With dmap; triethylamine In dichloromethane at 0 - 20℃;	100%

: 72243-94-8
(1S,5R,6R,7R,15S)-7-(tetrahydro-2-pyranyloxy)-6-<(E)-3-hydroxy-1-octenyl>-2-oxabicyclo<3.3.0>octan-3-one

: 58479-61-1
tert-butylchlorodiphenylsilane

: 101249-03-0
3α,5α-dihydroxy-2β-<3α-((tert-butyldiphenylsilyl)oxy)-trans-1-octenyl>-1α-cyclopentaneacetic acid γ-lactone 3-(tetrahydropyranyl ether)

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 1.5h; Ambient temperature;	100%

: 110-63-4
Butane-1,4-diol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 130372-07-5
4-(tret-butyldiphenylsilyloxy)butan-1-ol

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 25℃;	100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;	100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 18℃; for 20h; Inert atmosphere;	100%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 556-82-1
3-methyl-2-buten-1-ol

: 188263-82-3
1-((tert-butyldiphenylsilyl)oxy)-3-methyl-2-butene

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃;	100%
With 1H-imidazole In dichloromethane at 0 - 20℃; for 0.5h;	98%
With dmap; triethylamine In dichloromethane for 2h; Ambient temperature;	82%

: 627-27-0
homoalylic alcohol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 135006-32-5
4-tert-butyldiphenylsilyloxy-1-butene

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 3h; Inert atmosphere;	100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	100%
With 1H-imidazole In N,N-dimethyl-formamide for 17h; Ambient temperature;	99%

: 6117-80-2
1,4-butenediol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 145365-08-8
(Z)-2,2,11,11-tetramethyl-3,3,10,10-tetraphenyl-4,9-dioxa-3,10-disiladodec-6-ene

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;	100%
With 1H-imidazole In dichloromethane at 0 - 20℃; for 2.83333h;	99%
With dmap; triethylamine In dichloromethane at 0 - 20℃;	97%

: 1573-66-6
hex-1-en-5-yn-3-ol

: 58479-61-1
tert-butylchlorodiphenylsilane

: tert-Butyl-diphenyl-(1-vinyl-but-3-ynyloxy)-silane

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide	100%

: 96-35-5
glycolic acid methyl ester

: 58479-61-1
tert-butylchlorodiphenylsilane

: 154698-92-7
methyl 2-((tert-butyl(diphenyl)silyl)oxy)acetate

Conditions

Conditions	Yield
With 1H-imidazole; dmap In N,N-dimethyl-formamide for 10h; Ambient temperature;	100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 3h;	99%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere;	98%

: 35042-52-5
(E)-2-penten-4-yn-1-ol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 81677-37-4
(E)-tert-butyl(pent-2-en-4-yn-1-yloxy)diphenylsilane

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 25℃;	100%
With 1H-imidazole In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;	88%
With 1H-imidazole In dichloromethane at 0℃; for 2h;	85%

: 80657-57-4
3-hydroxy-(2S)-methylpropionate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 95514-03-7
(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionic acid methyl ester

Conditions

Conditions	Yield
With Imd	100%
With N-ethyl-N,N-diisopropylamine In dichloromethane	100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃;	100%

: 687-47-8
(S)-Ethyl lactate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 102732-44-5
ethyl (S)-2-(tert-butyldiphenylsilyloxy)propanoate

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane at 20℃;	100%
With 1H-imidazole In dichloromethane at 20℃; for 1h;	100%
With 1H-imidazole In dichloromethane at 20℃; for 4.5h;	100%

: 106-25-2
Nerol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 139109-03-8
(Z)-1-[(tert-butyldiphenylsilyl)oxy]-3,7-dimethyl-2,6-octadiene

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 0.25h; Ambient temperature;	100%
With 1H-imidazole In N,N-dimethyl-formamide	99%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h;	98%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h;	98%
With 1H-imidazole In dichloromethane; N,N-dimethyl-formamide for 3h; Ambient temperature;	95%

: 106-24-1
Geraniol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 139109-03-8, 117638-12-7
tert-butyl ({[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy})diphenylsilane

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 0.25h; Ambient temperature;	100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 1h; Silylation;	100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 1h;	100%

: 99494-39-0
(S)-2-hydroxy-3-(methoxycarbonyl)propionamide

: 58479-61-1
tert-butylchlorodiphenylsilane

: (S)-2-(tert-butyldiphenylsiloxy)-3-(methoxycarbonyl)propionamide

Conditions

Conditions	Yield
With 1H-imidazole In tetrahydrofuran at 36℃; for 10h;	100%

: 59562-82-2
3,3-dimetylbutan-1,2-diol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 137618-93-0
1-(tert-Butyl-diphenyl-silanyloxy)-3,3-dimethyl-butan-2-ol

Conditions

Conditions	Yield
	100%

: 5390-04-5
pent-1-yn-5-ol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 91266-03-4
tert-butyl-pent-4-ynyloxy-diphenyl-silane

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide	100%
With 1H-imidazole In dichloromethane at 25℃;	100%
With 1H-imidazole In dichloromethane at 0℃; for 1h; Inert atmosphere;	100%

: 76334-36-6
3-bromobut-3-en-1-ol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 144543-35-1
((3-bromobut-3-en-1-yl)oxy)(tert-butyl)diphenylsilane

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane at 20℃; for 3h;	100%
With 1H-imidazole In N,N-dimethyl-formamide at 22℃; for 18h;	96%
With dmap; triethylamine In dichloromethane at 23℃; for 2h;	93%
With 1H-imidazole In dichloromethane at 0 - 20℃; for 10h; Inert atmosphere;	90%
With 1H-imidazole; dmap

: 822-66-2, 72137-22-5
3-cyclohexen-1-ol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 117918-43-1
4-<(tert-Butyldiphenylsilyl)oxy>cyclohexene

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 24h;	100%

: 74785-04-9
(2R*,3Z)-4-Iodo-3-buten-2-ol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 132205-06-2
(1Z,3R*)-3-(tert-Butyldiphenylsilyloxy)-1-iodo-1-butene

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at -10℃; for 40h;	100%

: 1676-81-9
N-benzyloxycarbonyl-L-serine methyl ester

: 58479-61-1
tert-butylchlorodiphenylsilane

: 135245-97-5
methyl (2S)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-2-[(phenylmethoxy)carbonylamino]propanoate

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 0.75h; Ambient temperature;	100%
With 1H-imidazole In N,N-dimethyl-formamide	90%
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 45℃; for 7h;	90%
With 1H-imidazole In dichloromethane at 0 - 20℃; for 8h; Inert atmosphere;	64%
With 1H-imidazole	61%

tert-Butylchlorodiphenylsilane Chemical Properties

The molecular structure of Tert-Butyldiphenylchlorosilane (CAS NO.58479-61-1):

Formula: C₁₆H₁₉ClSi
Molecular Weight: 274.84
EINECS: 261-282-0
Density: 1.057 g/mL at 25 °C(lit.)
Boiling Point: 90°C [at 0.01mmHg]
Refractive Index: 1.568
Flash Point: 115°C
Storage temp: Store at 5°C
Water Solubility: reacts
Sensitive: Moisture Sensitive
Appearance is Colorless-light yellow to brown liquid.
IUPAC Name: tert-butyl-chloro-diphenylsilane
Synonyms: EINECS 261-282-0 ; Benzene, 1,1'-(chloro(1,1-dimethylethyl)silylene)bis- ; Silane, chloro(1,1-dimethylethyl)diphenyl- ; tert-Butylchlorodiphenylsilane
Product Categories: FINE Chemical & INTERMEDIATES;Biochemistry;Monochlorosilanes;Nucleosides, Nucleotides & Related Reagents;Protecting Agents for Hydroxyl and Amino Groups;Protecting Agents, Phosphorylating Agents & Condensing Agents;Protection & Derivatization Reagents (for Synthesis);Reagents for Oligosaccharide Synthesis;Si (Classes of Silicon Compounds);Si-Cl Compounds;Silicon Compounds (for Synthesis);Synthetic Organic Chemistry;Blocking Agents;Phenyl Silanes;Protective Agents;Silylating Agents

tert-Butylchlorodiphenylsilane Uses

Tert-Butyldiphenylchlorosilane (CAS NO.58479-61-1) can be used as pharmaceutical intermediates and used in organic synthesis .

tert-Butylchlorodiphenylsilane Safety Profile

Hazard Codes: Corrosive C Irritant Xi
Risk Statements: 14-34-37-29-20/21/22
R14: Reacts violently with water
R34: Causes burns
R37: Irritating to the respiratory system
R29: Contact with water liberates toxic gas
R20/21/22 :Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 26-36/37/39-45-8
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
S8: Keep container dry
RIDADR: UN 2987 8/PG 2
WGK Germany: 3

Product Name

tert-Butylchlorodiphenylsilane

Synthetic route

tert-Butylchlorodiphenylsilane Chemical Properties

tert-Butylchlorodiphenylsilane Uses

tert-Butylchlorodiphenylsilane Safety Profile

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