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Bis(2-methoxyethyl)aminosulfur trifluoride
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Name

Bis(2-methoxyethyl)aminosulfur trifluoride

 EINECS 478-190-3
CAS No. 202289-38-1 Density 1.19 g/cm3
PSA 47.00000 LogP 1.95430
Solubility N/A Melting Point N/A
Formula C6H14F3NO2S Boiling Point 256.3 °C at 760 mmHg
Molecular Weight 221.244 Flash Point 108.8 °C
Transport Information N/A 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 Molecular Structure of 202289-38-1 (Bis(2-methoxyethyl)aminosulfur trifluoride) Hazard Symbols ToxicT, CorrosiveC, FlammableF
Synonyms

BAST;Deoxo-Fluor;Ethanamine,2-ethoxy-N-(2-ethoxyethyl)-N-(trifluorothio)-;

Article Data 2

Bis(2-methoxyethyl)aminosulfur trifluoride Synthetic route

221557-49-9

N-trimethylsilyl bis(2-methoxyethyl)amine

202289-38-1

(bis-(2-methoxyethyl)amino)sulfur trufluoride

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

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
ConditionsYield
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
ConditionsYield
In dichloromethane at 0 - 20℃;81%
202289-38-1

(bis-(2-methoxyethyl)amino)sulfur trufluoride

bis(2-methoxyethyl)aminodifluorosulfinium tetrafluoroborate

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
In tetrahydrofuran at 20℃;78%
202289-38-1

(bis-(2-methoxyethyl)amino)sulfur trufluoride

98-80-6

phenylboronic acid

C12H19NO3S

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

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: TToxic,CCorrosive,FFlammable
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 .  

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