Bis(2-methoxyethyl)aminosulfur trifluoride supplier

Name
Bis(2-methoxyethyl)aminosulfur trifluoride
EINECS 478-190-3
CAS No. 202289-38-1
Article Data2
CAS DataBase
Density 1.19 g/cm³
Solubility
Melting Point
Formula C₆H₁₄F₃NO₂S
Boiling Point 256.3 °C at 760 mmHg
Molecular Weight 221.244
Flash Point 108.8 °C
Transport Information
Appearance Dark yellow-orange liquid
Safety 23-26-36/37/39-43-45-8-62-46-25-16
Risk Codes 14-23/25-29-35-67-65-63-48/20-25-11
Molecular Structure
Hazard Symbols T, C, F
Synonyms BAST;Deoxo-Fluor;Ethanamine,2-ethoxy-N-(2-ethoxyethyl)-N-(trifluorothio)-;
PSA 47.00000
LogP 1.95430

Synthetic route

: 221557-49-9
N-trimethylsilyl bis(2-methoxyethyl)amine

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

Conditions

Conditions	Yield
With sulfur tetrafluoride In diethyl ether at -30℃;	70%
In diethyl ether at -30 - 0℃; for 3h; Substitution;	2.6 g

: 111-95-5
Bis-(2-methoxyethyl)amine

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-BuLi / hexane / -78 - 0 °C 1.2: hexane / 0.5 h / 0 °C 2.1: 2.6 g / diethyl ether / 3 h / -30 - 0 °C View Scheme

: 527-72-0
2-thiophenylcarboxylic acid

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: thiophene-2-carboxylic acid bis(2-methoxyethyl)amide

Conditions

Conditions	Yield
Stage #1: 2-thiophenylcarboxylic acid; (bis-(2-methoxyethyl)amino)sulfur trufluoride With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; Stage #2: With diisopropylamine In dichloromethane at 20℃; for 22h;	89%

: 611-73-4
Benzoylformic acid

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

A: N,N-bis(2-methoxyethyl)-2-oxo-2-phenylacetamide

B: 2,2-difluoro-N,N-bis-(2-methoxy-ethyl)-2-phenyl-acetamide

Conditions

Conditions	Yield
In dichloromethane at 25℃; for 1h;	A 87% B n/a
In dichloromethane at 25℃; for 36h;	A n/a B 84%

...Expand

: methyl 4-(((N-(3-chlorophenyl)-1-(3-hydroxycyclobutyl)piperidine)-4-sulfonamido)methyl)benzoate

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: methyl 4-(((N-(3-chlorophenyl)-1-(3-fluorocyclobutyl)piperidine)-4-sulfonamido)methyl)benzoate

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 18h; Reflux;	81.2%

: 849928-30-9
(±)-tert-butyl 4-oxo-2-phenylpiperidine-1-carboxylate

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 1257300-29-0
tert-butyl 4,4-difluoro-2-phenylpiperidine-1-carboxylate

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃;	81%

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: bis(2-methoxyethyl)aminodifluorosulfinium tetrafluoroborate

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In diethyl ether at 5 - 20℃; Inert atmosphere;	78%

: 109-63-7
boron trifluoride diethyl etherate

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: bis(2-methoxyethyl)aminodifluorosulfinium tetrafluoroborate

Conditions

Conditions	Yield
In diethyl ether at 5℃; for 2h; Inert atmosphere; Cooling with ice bath;	78%

: 6742-25-2
1-oxoindane-2-carboxylic acid ethyl ester

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: C18H25F2NO5S

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃;	78%

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 98-80-6
phenylboronic acid

: C12H19NO3S

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 0.0833333h; Schlenk technique;	74%

: 21908-08-7
ethyl 2-formylpyridine-4-carboxylate

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 1192539-75-5
2-difluoromethylisonicotinic acid ethyl ester

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 5h;	73.8%

: methyl-6-(((N-(3-chlorophenyl)-1-(3-hydroxycyclobutyl)piperidine)-4-sulfonamido)methyl)nicotinate

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: C23H27ClFN3O4S

Conditions

Conditions	Yield
In dichloromethane for 18h; Reflux;	72.1%

: 1401726-77-9
5-cyano-2-formyl-1H-indole-1-carboxylic acid tert-butyl ester

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 1401726-78-0
5-cyano-2-difluoromethyl-1H-indole-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
In dichloromethane at 0 - 25℃; Inert atmosphere;	72%

: ethyl 4-(3-bromobenzoyl)-5-formyl-3-methyl-1H-pyrrole-2-carboxylate

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: ethyl 4-(3-bromobenzoyl)-5-(difluoromethyl)-3-methyl-1H-pyrrole-2-carboxylate

Conditions

Conditions	Yield
In dichloromethane for 8h; Inert atmosphere;	68.1%

: 65-85-0
benzoic acid

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: N,N-bis(2-methoxyethyl)benzamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 8h;	67%

: 24424-99-5
di-tert-butyl dicarbonate

: 5-azido-2-(2-methyl-4-nitro-pyrazol-3-yl)oxepan-4-ol

: 144-55-8
sodium hydrogencarbonate

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: tert-butyl N-(5-fluoro-2-(2-methyl-4-nitro-pyrazol-3-yl)oxepan-4-yl)carbamate

Conditions

Conditions	Yield
With triphenylphosphine In tetrahydrofuran; water	66%

...Expand

: 1,1-DIFLUORO-(trans-4-PROPYLCYCLOHEXYL)-1H-NAPHTHALENE-2-ONE

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 319906-32-6
1,1,2,2-tetrafluoro-6-(trans-4-propylcyclohexyl)-1,2-dihydronaphthalene

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; methanol	65%
With sodium hydrogencarbonate In tetrahydrofuran; methanol	65%
With sodium hydrogencarbonate In tetrahydrofuran; methanol	65%
With sodium hydrogencarbonate In tetrahydrofuran; methanol	65%

: 1447943-17-0
ethyl 2-(hydroxymethyl)tetrahydro-2H-pyran-2-carboxylate

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 1447943-18-1
ethyl 2-(fluoromethyl)tetrahydro-2H-pyran-2-carboxylate

Conditions

Conditions	Yield
In ethyl acetate at 0 - 70℃;	63%

: 611-09-6
5-nitroisatin

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 197067-34-8
3,3-difluoro-5-nitro-2,3-dihydroindol-2-one

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 12h;	62.8%
In dichloromethane at 25℃; for 12h;	62.8%

: 428-75-1
bis(gem-diol) 1,1,1,5,5,5-hexafluoropentane-2,2,4,4-tetraol

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 1,1,1,5,5,5-hexafluoro-4-bis(2-methoxyethyl)amino-pent-3-en-2-one

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 4h;	60%

: 24424-99-5
di-tert-butyl dicarbonate

: 4-azido-7-(2-methyl-4-nitro-pyrazol-3-yl)oxepan-3-one

: 144-55-8
sodium hydrogencarbonate

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: tert-butyl N-[3,3-difluoro-7-(2-methyl-4-nitro-pyrazol-3-yl)oxepan-4-yl]carbamate

Conditions

Conditions	Yield
With triphenylphosphine In tetrahydrofuran; water	59%

...Expand

: 80904-75-2
4-hydroxymethyl-5H-furan-2-one

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 916069-77-7
4-fluoromethyl-5H-furan-2-one

Conditions

Conditions	Yield
In ethanol; dichloromethane; water at -10 - 20℃; for 2.83333h;	58%

: 1338718-19-6
benzyl 4-azido-5-oxoazepane-1-carboxylate

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 1338718-21-0
benzyl 5-azido-4,4-difluoroazepane-1-carboxylate

Conditions

Conditions	Yield
In tetrahydrofuran; dichloromethane at 20℃; for 18h;	56%

: ethyl (S)-3-hydroxy-2-[(Z)-octadec-9-enamido]propanoate

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: ethyl (S)-(Z)-heptadec-8-en-yl-4,5-dihydrooxazole-4-carboxylate

Conditions

Conditions	Yield
Stage #1: ethyl (S)-3-hydroxy-2-[(Z)-octadec-9-enamido]propanoate With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.5h; Inert atmosphere; Stage #2: (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane at 0 - 20℃; for 16h;	56%

: tert-butyl 4-(3-chlorophenyl)-3-oxopiperidine-1-carboxylate

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: tert-butyl 4-(3-(ethoxycarbonyl)phenyl)-3,3-difluoropiperidine-1-carboxylate

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 1.33333h;	55.3%

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 254892-91-6
3-(4-bromophenyl)cyclobutanone

: 1236357-60-0
1-bromo-4-(3,3-difluorocyclobutyl)benzene

Conditions

Conditions	Yield
Stage #1: (bis-(2-methoxyethyl)amino)sulfur trufluoride; 3-(4-bromophenyl)cyclobutanone With boron trifluoride diethyl etherate In dichloromethane; toluene at 0 - 20℃; Stage #2: With sodium hydroxide In dichloromethane; water; toluene for 0.5h;	54%

: 139042-59-4
1-(6-bromopyridin-3-yl)ethanone

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 2-bromo-5-(1,1-difluoroethyl)pyridine

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate for 168h; Inert atmosphere; Molecular sieve;	54%

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 6-chloroimidazo[1,2-b]pyridazine-3-carbaldehyde

: 6-chloro-3-(difluoromethyl)imidazo[1,2-b]pyridazine

Conditions

Conditions	Yield
In ethanol; dichloromethane at 20℃;	50%

: (7-((3aR,4R,6R,6aR)-6-((1R)-(3,4-difluorophenyl)((tetrahydro-2H-pyran-2-yl)oxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)methanol

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 7-((3aR,4R,6R,6aR)-6-((1R)-(3,4-difluorophenyl)((tetrahydro-2H-pyran-2-yl)oxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-4-(fluoromethyl)-7H-pyrrolo[2,3-d]pyrimidine

Conditions

Conditions	Yield
In dichloromethane at -70 - 25℃; for 2h;	50%

: 1349829-39-5
(2S,5R)-2,2,2-trichloroethyl 2-(hydroxymethyl)-5-phenylmorpholine-4-carboxylate

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 1349829-40-8
(2S,5R)-2,2,2-trichloroethyl 2-(fluoromethyl)-5-phenylmorpholine-4-carboxylate

Conditions

Conditions	Yield
Stage #1: (2S,5R)-2,2,2-trichloroethyl 2-(hydroxymethyl)-5-phenylmorpholine-4-carboxylate; (bis-(2-methoxyethyl)amino)sulfur trufluoride In 1,2-dichloro-ethane; toluene at 0 - 20℃; Stage #2: With sodium hydroxide In dichloromethane; water	46%

: 70932-48-8
(3aS,5R,5aS,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-carbaldehyde

: 202289-38-1
(bis-(2-methoxyethyl)amino)sulfur trufluoride

: 70932-51-3
(3aS,5R,5aS,8aR,8bS)-5-(difluoromethyl)-2,2,7,7-tetramethyltetrahydro-3aH-bis-[1,3]-dioxolo-[4,5-b:4',5'-d]-pyran

Conditions

Conditions	Yield
In ethanol; dichloromethane at 37℃; for 72h; Sealed tube;	46%

Bis(2-methoxyethyl)aminosulfur trifluoride Chemical Properties

Product Name: Bis(2-methoxyethyl)aminosulfur trifluoride (CAS NO.202289-38-1)

Molecular Formula: C₆H₁₄F₃NO₂S
Molecular Weight: 221.24g/mol
Mol File: 202289-38-1.mol
Appearance: Dark yellow-orange liquid
Boiling point: 256.3 °C at 760 mmHg
Storage Temperature: 2-8°C
Flash Point: 108.8 °C
Density: 1.19 g/cm³
Index of Refraction: 1.392
Molar Refractivity: 44.21 cm³
Molar Volume: 185.6 cm³
Surface Tension: 24.6 dyne/cm
Enthalpy of Vaporization: 49.38 kJ/mol
Vapour Pressure: 0.0155 mmHg at 25°C
XLogP3-AA: 2.5
H-Bond Donor: 0
H-Bond Acceptor: 6
Structure Descriptors of Bis(2-methoxyethyl)aminosulfur trifluoride (CAS NO.202289-38-1):
IUPAC Name: 2-methoxy-N-(2-methoxyethyl)-N-(trifluoro-λ4-sulfanyl)ethanamine
Canonical SMILES: COCCN(CCOC)S(F)(F)F
InChI: InChI=1S/C6H14F3NO2S/c1-11-5-3-10(4-6-12-2)13(7,8)9/h3-6H2,1-2H3
InChIKey: APOYTRAZFJURPB-UHFFFAOYSA-N
Product Categories: Fluorinating Reagents; Nucleophilic Fluorinating Reagents; Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds; Synthetic Organic Chemistry

Bis(2-methoxyethyl)aminosulfur trifluoride Safety Profile

Safety Information of Bis(2-methoxyethyl)aminosulfur trifluoride (CAS NO.202289-38-1):
Hazard Codes: T Toxic ,C Corrosive ,F Flammable
Risk Statements: 14-23/25-29-35-67-65-63-48/20-25-11
R14 :Reacts violently with water.
R23/25:Toxic by inhalation and if swallowed.
R29:Contact with water liberates toxic gas.
R35:Causes severe burns.
R67:Vapours may cause drowsiness and dizziness.
R65:Harmful: may cause lung damage if swallowed.
R48:Danger of serious damage to health by prolonged exposure.
R20:Harmful by inhalation.
R25 :Toxic if swallowed.
R11:Highly flammable.
Safety Statements: 23-26-36/37/39-43-45-8-62-46-25-16
S23:Do not breathe vapour.
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.
S43:In case of fire use ... (there follows the type of fire-fighting equipment to be used.)
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S8:Keep container dry.
S62:If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label.
S46:If swallowed, seek medical advice immediately and show this container or label.
S25:Avoid contact with eyes.
S16:Keep away from sources of ignition.
RIDADR: UN REST
WGK Germany: 3
F: 10-21
Hazard Note: Toxic/Corrosive
HazardClass: KEEP COLD, CORROSIVE

Bis(2-methoxyethyl)aminosulfur trifluoride Specification

Bis(2-methoxyethyl)aminosulfur trifluoride , its CAS NO. is 202289-38-1, the synonyms are Sulfur, trifluoro(2-methoxy-N-(2-methoxyethyl)ethanaminato-kappaN)-, (T-4)- ; Deoxo-Fluor .

Product Name

Bis(2-methoxyethyl)aminosulfur trifluoride

Synthetic route

Bis(2-methoxyethyl)aminosulfur trifluoride Chemical Properties

Bis(2-methoxyethyl)aminosulfur trifluoride Safety Profile

Bis(2-methoxyethyl)aminosulfur trifluoride Specification

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