Conditions | Yield |
---|---|
With sodium tetrahydroborate; sodium hydroxide In ethanol; water at 10 - 20℃; for 0.5h; pH=Ca. 9; | 86.6% |
Conditions | Yield |
---|---|
Stage #1: perfluorosuccinic difluoride With sodium tetrahydroborate In isopropyl alcohol at 5 - 80℃; for 3h; Stage #2: With sulfuric acid In isopropyl alcohol at 35℃; for 1h; | 53% |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; diethyl ether |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether Heating; |
2,2,3,3-tetrafluorobutane-1,4-diol diacetate
2,2,3,3-tetrafluorobutane-1,4-diol
Conditions | Yield |
---|---|
With sulfuric acid Product distribution / selectivity; Reflux; | 64 %Chromat. |
2,2,3,3-tetrafluorobutane-1,4-diol
trifluoromethylsulfonic anhydride
trifluoro-methanesulfonic Acid 2,2,3,3-tetrafluoro-4-(trifluoro-methanesulfonyloxy)-butyl Ester
Conditions | Yield |
---|---|
Stage #1: 2,2,3,3-tetrafluorobutane-1,4-diol With pyridine In dichloromethane at 0℃; for 0.166667h; Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at 20℃; for 12h; | 100% |
Stage #1: 2,2,3,3-tetrafluorobutane-1,4-diol With pyridine In dichloromethane at 20℃; Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at 20℃; | 95% |
Stage #1: 2,2,3,3-tetrafluorobutane-1,4-diol With pyridine In dichloromethane for 0.25h; Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at 20℃; for 13h; | 92% |
2,2,3,3-tetrafluorobutane-1,4-diol
p-toluenesulfonyl chloride
2,2,3,3-tetrafluorobutane-1,4-diyl bis(4-methylbenzenesulfonate)
Conditions | Yield |
---|---|
With pyridine at 55℃; for 24h; | 96% |
With pyridine at 0 - 55℃; for 24h; | 94% |
With pyridine at 0 - 55℃; for 24h; | 94% |
With pyridine at 55℃; for 24h; | 94% |
With pyridine at 0 - 55℃; for 24h; | 94% |
Conditions | Yield |
---|---|
Stage #1: 2,2,3,3-tetrafluorobutane-1,4-diol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Stage #2: propargyl bromide In tetrahydrofuran; mineral oil at 0 - 20℃; | 94% |
2,2,3,3-tetrafluorobutane-1,4-diol
benzyl bromide
mono-O-benzyl-2,2,3,3-tetrafluorobutane-1,4-diol
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 16h; Inert atmosphere; Reflux; | 93% |
With potassium carbonate In acetone for 12h; Heating; | 90% |
isocyanate de chlorosulfonyle
2,2,3,3-tetrafluorobutane-1,4-diol
2,2,3,3-tetrafluorobutane-1,4-diyl dicarbamate
Conditions | Yield |
---|---|
In acetonitrile at 20℃; | 89% |
2,2,3,3-tetrafluorobutane-1,4-diol
2,2-ethylenedioxy-4,4,6,6-tetrachlorocyclotriphosphazatriene
1,1-(ethane-1',2'-dioxy)-3,3-(2',2',3',3'-tetrafluorobutane-1',4'-dioxy)-5,5-dichlorocyclotriphosphazene
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 24h; Inert atmosphere; Cooling with ice; | 85% |
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; caesium carbonate In toluene at 85℃; for 16h; Inert atmosphere; | 85% |
iodo(trimethylsilyl)methane
2,2,3,3-tetrafluorobutane-1,4-diol
2,2,3,3-tetrafluoro-4-((trimethylsilyl)methoxy)butanol
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 18h; Reflux; | 83% |
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; potassium hydroxide In 1,2-dimethoxyethane at 85℃; for 16h; | 81.2% |
With tetrabutylammomium bromide; potassium hydroxide In 1,2-dimethoxyethane at 85℃; for 16h; | 81.2% |
2,2,3,3-tetrafluorobutane-1,4-diol
pentafluorophenyl isocyanate
2,2,3,3-tetrafluorobutane-1,4-diyl bis(N-pentafluorophenylcarbamate)
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 4h; Inert atmosphere; Irradiation; | 79% |
2,2,3,3-tetrafluorobutane-1,4-diol
Conditions | Yield |
---|---|
With potassium hydroxide In acetonitrile at 20℃; for 17h; | 77.95% |
2,2,3,3-tetrafluorobutane-1,4-diol
phenyl isocyanate
2,2,3,3-tetrafluoro-4-hydroxybutyl N-phenylcarbamate
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 1h; Schlenk technique; Inert atmosphere; | 74% |
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; potassium hydroxide In tert-butyl methyl ether; water at 50 - 56℃; | 74% |
2,2,3,3-tetrafluorobutane-1,4-diol
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -80 - 20℃; | 73% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; Irradiation; | 73% |
2,2,3,3-tetrafluorobutane-1,4-diol
phenyl isocyanate
2,2,3,3-tetrafluorobutane-1,4-diyl bis(N-phenylcarbamate)
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 4h; Inert atmosphere; Irradiation; | 71% |
2,2,3,3-tetrafluorobutane-1,4-diol
phosphorochloridic acid bis-(2,2-difluoro-ethyl) ester
Conditions | Yield |
---|---|
With triethylamine In diethyl ether at 20℃; for 20h; | 65% |
2,2,3,3-tetrafluorobutane-1,4-diol
7,7,9,9-tetrachloro-1-oxa-4,6,8,10-tetraaza-5λ5,7λ5,9λ5-triphospha-spiro[4.5]deca-5,7,9-triene
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 24h; Inert atmosphere; Cooling with ice; | A 64% B 16% |
2,2,3,3-tetrafluorobutane-1,4-diol
A
C12H12Cl2F12N4O6P4
B
C16H16F16N4O8P4
Conditions | Yield |
---|---|
With octachlorocyclotetraphosphazene; sodium hydride In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; | A 3% B 60% |
Conditions | Yield |
---|---|
Stage #1: 2,2,3,3-tetrafluorobutane-1,4-diol With sodium hydride In diethylene glycol dimethyl ether; mineral oil at 0℃; for 1h; Stage #2: C12H22O7S In diethylene glycol dimethyl ether; mineral oil at 0 - 90℃; for 8h; | 56% |
2,2,3,3-tetrafluorobutane-1,4-diol
tert-butylchlorodiphenylsilane
4-((tert-butyldiphenylsilyl)oxy)-2,2,3,3-tetrafluorobutan-1-ol
Conditions | Yield |
---|---|
With dmap; TEA In dichloromethane | 55% |
With 1H-imidazole In dichloromethane | 40% |
2,2,3,3-tetrafluorobutane-1,4-diol
2,2,4,4-Tetrachloro-7-methyl-1,3,5,7,11-pentaaza-2λ5,4λ5,6λ5-triphospha-spiro[5.5]undeca-1(6),2,4-triene
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 23h; Inert atmosphere; | A 55% B 8% |
2,2,3,3-tetrafluorobutane-1,4-diol
2,2,3,3-tetrafluorobutane-1,4-diyl dinitrate
Conditions | Yield |
---|---|
With nitric acid; acetic acid at 0 - 20℃; for 3h; | 53% |
2,2,3,3-tetrafluorobutane-1,4-diol
A
C4H4Cl6F4N4O2P4
B
C4H4Cl6F4N4O2P4
C
C8H8Cl4F8N4O4P4
D
C8H8Cl4F8N4O4P4
Conditions | Yield |
---|---|
With octachlorocyclotetraphosphazene; sodium hydride In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; | A 1% B 49% C 4% D 9% |
2,2,3,3-tetrafluorobutane-1,4-diol
methanesulfonyl chloride
2,2,3,3-tetrafluorobutane-1,4-diol bis(methanesulfonate)
Conditions | Yield |
---|---|
With triethylamine In chloroform at -30 - -25℃; for 1h; | 47% |
2,2,3,3-tetrafluorobutane-1,4-diol
bis(2,2,3,3-tetrafluoropropyl) chlorophosphate
Conditions | Yield |
---|---|
With triethylamine In diethyl ether at 20℃; for 20h; | 41% |
2,2,3,3-tetrafluorobutane-1,4-diol
2,2,2-Trifluoroethanesulfonyl chloride
2,2,3,3-tetrafluorobutane-1,4-diol bis(2,2,2-trifluoroethanesulfonate)
Conditions | Yield |
---|---|
With triethylamine In chloroform at -30 - -25℃; for 1h; | 32% |
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 20℃; for 96h; Inert atmosphere; | 32% |
The 1, 4-Butanediol, 2, 2, 3, 3-tetrafluoro-, with the CAS registry number of 425-61-6, is also known as 2, 2, 3, 3-Tetrafluorobutanediol. It belongs to the product categories of Organic Building Blocks; Oxygen Compounds; Polyols. This chemical's molecular formula is C4H6F4O2 and molecular weight is 162.08. What's more, its IUPAC name is 2, 2, 3, 3-Tetrafluorobutane-1, 4-diol.
Physical properties about 1, 4-Butanediol, 2, 2, 3, 3-tetrafluoro- are: (1)ACD/LogP: 0.27; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.27; (4)ACD/LogD (pH 7.4): 0.27; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 33.57; (8)ACD/KOC (pH 7.4): 33.57; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.354; (14)Molar Refractivity: 24.23 cm3; (15)Molar Volume: 111.4 cm3; (16)Surface Tension: 26.5 dyne/cm; (17)Density: 1.454 g/cm3; (18)Flash Point: 129.1 °C; (19)Enthalpy of Vaporization: 61.41 kJ/mol; (20)Boiling Point: 289.9 °C at 760 mmHg; (21)Vapour Pressure: 0.000235 mmHg at 25 °C.
Uses of 1, 4-Butanediol, 2, 2, 3, 3-tetrafluoro-: it is used to produce other chemicals. For example, it is used to produce 4-(tert-Butyl-diphenyl-silanyloxy)-2, 2, 3, 3-tetrafluoro-butan-1-ol. This reaction needs reagents TEA and DMAP. Meanwhile, it needs solvent CH2Cl2. The yield is about 55 %.
When you are using this chemical, please be cautious about it as the following:
As a chemical, it is irritating to eyes, respiratory system and skin. In addition, this chemical may cause inflammation to the skin or other mucous membranes. During using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1) SMILES: FC(F)(CO)C(F)(F)CO
(2) InChI: InChI=1/C4H6F4O2/c5-3(6,1-9)4(7,8)2-10/h9-10H,1-2H2
(3) InChIKey: CDZXJJOGDCLNKX-UHFFFAOYAA
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