Product Name

  • Name

    1H,1H-2,5-DI(TRIFLUOROMETHYL)-3,6-DIOXAUNDECAFLUORONONANOL

  • EINECS
  • CAS No. 14548-74-4
  • Article Data6
  • CAS DataBase
  • Density 1.719 g/cm3
  • Solubility
  • Melting Point
  • Formula C9H3F17O3
  • Boiling Point 251.9 °C at 760 mmHg
  • Molecular Weight 482.094
  • Flash Point 123 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes  Xi:Irritant;
  • Molecular Structure Molecular Structure of 14548-74-4 (1H,1H-2,5-DI(TRIFLUOROMETHYL)-3,6-DIOXAUNDECAFLUORONONANOL)
  • Hazard Symbols IrritantXi
  • Synonyms 1H,1H-Perfluoro-2,5-dimethyl-3,6-dioxanonan-1-ol;2,3,3,3-Tetrafluoro-2-(1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-fluoropropoxy)propoxy)-1-propanol;1-Propanol,2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-(9CI);1-Propanol,2,3,3,3-tetrafluoro-2-[hexafluoro-2-(heptafluoropropoxy)propoxy]- (8CI);1H,1H-2,5-Di(trifluoromethyl)-3,6-dioxaundecafluorononanol;
  • PSA 38.69000
  • LogP 4.85130

Synthetic route

perfluoro-2,5-dimethyl-3,6-dioxanonanoyl fluoride
2641-34-1

perfluoro-2,5-dimethyl-3,6-dioxanonanoyl fluoride

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 20℃; for 2h; Inert atmosphere; Reflux;90%
Multi-step reaction with 2 steps
1: 86.3 percent / Na2CO3; MgSO4; silica gel / diethyl ether / 20 °C
2: 81.1 percent / NaBH4 / diethyl ether; methanol / 12 h / Heating
View Scheme
methyl 2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonanoate
26131-32-8

methyl 2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonanoate

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol; diethyl ether for 12h; Heating;81.1%
With sodium tetrahydroborate In methanol; diethyl ether for 11h; Reflux; Inert atmosphere;75%
With sodium tetrahydroborate; isopropyl alcohol
With sodium tetrahydroborate In methanol at 20℃; for 2h; Cooling with ice;
2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl trifluoromethanesulfonate
1173110-39-8

2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl trifluoromethanesulfonate

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

Conditions
ConditionsYield
With sodium hydride; phenol In dimethyl sulfoxide at 130℃; Inert atmosphere;
2,3,4,5,6-pentafluorostyrene
653-34-9

2,3,4,5,6-pentafluorostyrene

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

C17H5F21O3

C17H5F21O3

Conditions
ConditionsYield
Stage #1: 2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]propan-1-ol With sodium hydride In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #2: 2,3,4,5,6-pentafluorostyrene In tetrahydrofuran at 0℃; Reflux; Inert atmosphere;		90%
2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

2-(trifluoromethyl)acrylic chloride
90715-73-4

2-(trifluoromethyl)acrylic chloride

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(perfluoropropoxy)propoxy]propyl 2-(trifluoromethyl)acrylate

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(perfluoropropoxy)propoxy]propyl 2-(trifluoromethyl)acrylate

Conditions
ConditionsYield
Stage #1: 2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]propan-1-ol With pyridine at -10℃; for 0.333333h; Inert atmosphere;
Stage #2: 2-(trifluoromethyl)acrylic chloride at -10 - 20℃; for 17h; Inert atmosphere;		85%
2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

Methacryloyl chloride
920-46-7

Methacryloyl chloride

2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl methacrylate

2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl methacrylate

Conditions
ConditionsYield
With 2,2-diphenyl-1-picrylhydrazyl; triethylamine In diethyl ether at 20℃; for 4h;82%
3-Bromopropionic acid
590-92-1

3-Bromopropionic acid

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

C12H6BrF17O4
820958-27-8

C12H6BrF17O4

Conditions
ConditionsYield
With trifluoroacetic anhydride at 20 - 30℃; for 4.5h;80%
2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

1-Adamantanecarbonyl chloride
2094-72-6

1-Adamantanecarbonyl chloride

C20H17F17O4
709615-35-0

C20H17F17O4

Conditions
ConditionsYield
With pyridine at 20 - 50℃; for 5h;74.4%
With pyridine at 25 - 50℃; for 5h;74.4 %Spectr.
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl trifluoromethanesulfonate
1173110-39-8

2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl trifluoromethanesulfonate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;70.2%
With pyridine In dichloromethane Inert atmosphere;70%
2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

C9H2Cl2F17O4P
1429405-66-2

C9H2Cl2F17O4P

Conditions
ConditionsYield
With lithium chloride; trichlorophosphate63%
vinyl acetate
108-05-4

vinyl acetate

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

1,1-Dihydro-2,5-bis(trifluoromethyl)-3,6-dioxa-2,4,4,5,7,7,8,8,9,9,9,-undecafluorononyl vinyl ether

1,1-Dihydro-2,5-bis(trifluoromethyl)-3,6-dioxa-2,4,4,5,7,7,8,8,9,9,9,-undecafluorononyl vinyl ether

Conditions
ConditionsYield
With sulfuric acid; mercury(II) diacetate at 0 - 10℃; for 8h;30%
2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

1,1-Dihydro-2,5-bis(trifluoromethyl)-3,6-dioxa-2,4,4,5,7,7,8,8,9,9,9,-undecafluorononyl 1,2-dichloroethyl ether
156731-88-3

1,1-Dihydro-2,5-bis(trifluoromethyl)-3,6-dioxa-2,4,4,5,7,7,8,8,9,9,9,-undecafluorononyl 1,2-dichloroethyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 30 percent / mercuric acetate, conc. H2SO4 / 8 h / 0 - 10 °C
2: 88 percent / Cl2 / 10 - 15 °C
View Scheme
Nonafluorobutanesulfonyl fluoride
375-72-4

Nonafluorobutanesulfonyl fluoride

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

C13H2F26O5S
1357369-86-8

C13H2F26O5S

Conditions
ConditionsYield
Stage #1: 2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]propan-1-ol With sodium hydride
Stage #2: Nonafluorobutanesulfonyl fluoride
2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

1-[2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl]imidazole
1173110-41-2

1-[2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl]imidazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydride
2: acetonitrile / 10 h / Reflux; Inert atmosphere
View Scheme
2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

1,3-bis[2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl]imidazolium nonafluorobutanesulfonate
1357369-98-2

1,3-bis[2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl]imidazolium nonafluorobutanesulfonate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydride
2: sodium carbonate / 4.25 h / 63 - 70 °C / Microwave irradiation; Inert atmosphere; Neat (no solvent); sealed vial
View Scheme
Multi-step reaction with 2 steps
1: sodium hydride
2: 3 h / 63 - 70 °C / Microwave irradiation; Inert atmosphere; Neat (no solvent); sealed vial
View Scheme
Multi-step reaction with 3 steps
1: sodium hydride
2: acetonitrile / 10 h / Reflux; Inert atmosphere
3: 3 h / 63 - 70 °C / Microwave irradiation; Inert atmosphere; Neat (no solvent); sealed vial
View Scheme
2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

C4F9O3S(1-)*C17H7F26N2O4(1+)
1357370-09-2

C4F9O3S(1-)*C17H7F26N2O4(1+)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydride
2: 63 °C / Microwave irradiation; Neat (no solvent); Inert atmosphere; sealed vial
View Scheme
Multi-step reaction with 3 steps
1: sodium hydride
2: acetonitrile / 10 h / Reflux; Inert atmosphere
3: 63 °C / Microwave irradiation; Neat (no solvent); Inert atmosphere; sealed vial
View Scheme
2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

C4F9O3S(1-)*C19H7F30N2O5(1+)
1357370-13-8

C4F9O3S(1-)*C19H7F30N2O5(1+)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydride
2: 63 °C / Microwave irradiation; Neat (no solvent); Inert atmosphere; sealed vial
View Scheme
Multi-step reaction with 3 steps
1: sodium hydride
2: acetonitrile / 10 h / Reflux; Inert atmosphere
3: 63 °C / Microwave irradiation; Neat (no solvent); Inert atmosphere; sealed vial
View Scheme
2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonylazide
1173110-46-7

2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonylazide

Conditions
ConditionsYield
Stage #1: 2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]propan-1-ol With pyridine; trifluoromethylsulfonic anhydride In dichloromethane at 0℃; for 2h;
Stage #2: With sodium azide In N,N-dimethyl-formamide at 50℃; for 48h;		127g
2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol
14548-74-4

2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]-1-propanol

C15H8F17N3O4

C15H8F17N3O4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 2 h / 0 °C
1.2: 48 h / 50 °C
2.1: copper(ll) sulfate pentahydrate; sodium L-ascorbate / N,N-dimethyl-formamide; water / 2 h / 20 °C
View Scheme

1-Propanol,2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]- Specification

The 1-Propanol,2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]-, with the CAS registry number 14548-74-4, is also known as 1H,1H-2,5-Di(trifluoromethyl)-3,6-dioxaundecafluorononanol. This chemical's molecular formula is C9H3F17O3 and molecular weight is 482.09. What's more, its systematic name is 2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(heptafluoropropoxy)propoxy]propan-1-ol.

Physical properties of 1-Propanol,2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]- are: (1)ACD/LogP: 11.66; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 11.66; (4)ACD/LogD (pH 7.4): 11.66; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 10000000; (8)ACD/KOC (pH 7.4): 10000000; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 27.69 Å2; (13)Index of Refraction: 1.292; (14)Molar Refractivity: 51.27 cm3; (15)Molar Volume: 280.3 cm3; (16)Polarizability: 20.32×10-24cm3; (17)Surface Tension: 16.9 dyne/cm; (18)Density: 1.719 g/cm3; (19)Flash Point: 123 °C; (20)Enthalpy of Vaporization: 56.83 kJ/mol; (21)Boiling Point: 251.9 °C at 760 mmHg; (22)Vapour Pressure: 0.00313 mmHg at 25°C.

Uses of 1-Propanol,2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]-: it can be used to produce [2,3,3,3-tetrafluoro-2-(hexafluoro-heptafluoropropyloxy-propoxy)-propoxy]-ethene at the temperature of 0 - 10 °C. It will need reagents mercuric acetate, conc. H2SO4 with the reaction time of 8 hours. The yield is about 30%.

1-Propanol,2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]- can be used to produce [2,3,3,3-tetrafluoro-2-(hexafluoro-heptafluoropropyloxy-propoxy)-propoxy]-ethene at the temperature of 0 - 10 °C

You can still convert the following datas into molecular structure:
(1)SMILES: FC(F)(C(F)(F)OC(F)(C(F)(F)OC(F)(C(F)(F)F)CO)C(F)(F)F)C(F)(F)F
(2)InChI: InChI=1S/C9H3F17O3/c10-2(1-27,5(14,15)16)28-9(25,26)4(13,7(20,21)22)29-8(23,24)3(11,12)6(17,18)19/h27H,1H2
(3)InChIKey: URIUSGOUQUQAMG-UHFFFAOYSA-N

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