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Basic Information
CAS No.: 802-93-7
Name: 1,3-BIS(2-HYDROXYHEXAFLUOROISOPROPYL)BENZENE
Article Data: 6
Molecular Structure:
Molecular Structure of 802-93-7 (1,3-BIS(2-HYDROXYHEXAFLUOROISOPROPYL)BENZENE)
Formula: C12H6F12O2
Molecular Weight: 410.159
Synonyms: 1,3-Benzenedimethanol,α,α,α',α'-tetrakis(trifluoromethyl)-(9CI);m-Xylene-α,α'-diol, α,α,α',α'-tetrakis(trifluoromethyl)-(7CI,8CI);1,3-Bis(2-hydroxyhexafluoro-2-propyl)benzene;1,3-Bis(2-hydroxyhexafluoroisopropyl)benzene;1,3-Bis(hexafluoro-2-hydroxy-2-propyl)benzene;
EINECS: 212-354-5
Density: 1.638 g/cm3
Melting Point: 9-10 °C
Boiling Point: 303.9 °C at 760 mmHg
Flash Point: 97.2 °C
Appearance: clear colorless to slightly yellow liquid
Hazard Symbols: IrritantXi,CorrosiveC
Risk Codes: 36/37/38
Safety: 37/39-26
PSA: 40.46000
LogP: 4.31100
Synthetic route
684-16-2

Hexafluoroacetone

71-43-2

benzene

802-93-7

1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

Conditions
ConditionsYield
With aluminium trichloride at 50 - 54℃; for 6h;86%
With aluminum (III) chloride at 51℃; Friedel-Crafts Acylation; Inert atmosphere;70%
684-16-2

Hexafluoroacetone

71-43-2

benzene

A

802-93-7

1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

B

718-64-9

1,1,1,3,3,3-hexafluoro-2-phenylisopropyl alcohol

C

1992-15-0

1,1,1,3,3,3-hexafluoro-2-[4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)-phenyl]-propan-2-ol

Conditions
ConditionsYield
With aluminium trichloride at 50 - 54℃; for 5h;A 54%
B 20%
C 6%
802-93-7

1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

53173-72-1

5-Iodo-α,α,α',α'-tetrakis(trifluoromethyl)-1,3-benzenedimethanol

Conditions
ConditionsYield
With sulfuric acid; iodine for 7h; Ambient temperature;89%
With sulfuric acid; sulfur trioxide; iodine at 70 - 72℃; for 2h;77%
With fuming sulphuric acid; iodine at 70℃; for 2h;70%
66-27-3

Methyl methanesulfonate

802-93-7

1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

53896-18-7

1,3-bis<1-methoxy-2,2,2-trifluoro-1-(trifluoromethyl)ethyl>benzene

Conditions
ConditionsYield
Stage #1: 1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene With sodium hydride In N,N-dimethyl-formamide at -20 - -10℃;
Stage #2: Methyl methanesulfonate In N,N-dimethyl-formamide at 20℃; for 12h;
81%
1651-41-8

4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecan-1-ol

802-93-7

1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

1,3-bis[1-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyloxy)-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]benzene

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In various solvent(s) at 20℃; for 1h;61%
802-93-7

1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

67-68-5

dimethyl sulfoxide

1,3-bis(2-hydroxyhexafluoro-2-propyl)benzene DMSO complex

Conditions
ConditionsYield
at 120 - 125℃; for 5h;43%
802-93-7

1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

A

53173-72-1

5-Iodo-α,α,α',α'-tetrakis(trifluoromethyl)-1,3-benzenedimethanol

B

2,4,6-triiodo-1-(2-hydroxyhexafluoro-2-propyl)benzene

Conditions
ConditionsYield
With sulfur trioxide; iodine In sulfuric acid
802-93-7

1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

6226-25-1

2,2,2-trifluoroethyl trifluoromethanesulphonate

1,3-bis[1-(2,2,2-trifluoroethoxy)-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]benzene

Conditions
ConditionsYield
Stage #1: 1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene With sodium hydride In N,N-dimethyl-formamide at -20 - -10℃;
Stage #2: 2,2,2-trifluoroethyl trifluoromethanesulphonate In N,N-dimethyl-formamide at 60℃; for 6h;
802-93-7

1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

1,3-bis(2-hydroxyhexafluoro-2-propyl)benzene DMSO complex

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 77 percent / H2SO4, SO3, I2 / 2 h / 70 - 72 °C
2: 3.8 g / Cu, 2-iodoheptafluoropropane / 10 h / 135 - 140 °C
View Scheme
802-93-7

1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

1,3-bis(2-hydroxyhexafluoro-2-propyl)-5-(heptafluoro-n-propyl)benzene DMSO complex

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 77 percent / H2SO4, SO3, I2 / 2 h / 70 - 72 °C
2: 87 percent / Cu / 135 - 140 °C
View Scheme
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Specification

The 1,3-Benzenedimethanol, α1,α1,α3,α3-tetrakis(trifluoromethyl)-, with the CAS registry number 802-93-7, is also known as 2,2'-Benzene-1,3-diylbis(1,1,1,3,3,3-hexafluoropropan-2-ol). It belongs to the product categories of Fluorenes, etc. (reagent for high-performance polymer research); Functional Materials; Reagent for High-Performance Polymer Research; Organic Building Blocks; Oxygen Compounds; Polyols. Its EINECS registry number is 212-354-5. This chemical's molecular formula is C12H6F12O2 and molecular weight is 410.16. What's more, its IUPAC name is called 1,1,1,3,3,3-Hexafluoro-2-[3-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]propan-2-ol. It is clear colorless to slightly yellow liquid.

Physical properties about 1,3-Benzenedimethanol, α1,α1,α3,α3-tetrakis(trifluoromethyl)- are: (1)ACD/LogP: 5.35; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.35; (4)ACD/LogD (pH 7.4): 5.32; (5)ACD/BCF (pH 5.5): 6831.43; (6)ACD/BCF (pH 7.4): 6435.87; (7)ACD/KOC (pH 5.5): 19330.3; (8)ACD/KOC (pH 7.4): 18211.05; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.384; (14)Molar Refractivity: 58.65 cm3; (15)Molar Volume: 250.3 cm3; (16)Surface Tension: 23.5 dyne/cm; (17)Density: 1.638 g/cm3; (18)Flash Point: 97.2 °C; (19)Enthalpy of Vaporization: 57.46 kJ/mol; (20)Boiling Point: 303.9 °C at 760 mmHg; (21)Vapour Pressure: 0.000398 mmHg at 25 °C; (22)Melting Point: 9-10 °C.

Preparation of 1,3-Benzenedimethanol, α1,α1,α3,α3-tetrakis(trifluoromethyl)-: this chemical can be prepared by 1,1,1,3,3,3-Hexafluoro-propan-2-one with Benzene. This reaction needs reagent AlCl3 at temperature of 50-54 °C. The reaction time is 6 hours. The yield is 86 %.

1,3-Benzenedimethanol, α1,α1,α3,α3-tetrakis(trifluoromethyl)- can be prepared by 1,1,1,3,3,3-Hexafluoro-propan-2-one with Benzene.

Uses of 1,3-Benzenedimethanol, α1,α1,α3,α3-tetrakis(trifluoromethyl)-: it is used to produce other chemicals. For example, it is used to produce 1,1,1,3,3,3-Hexafluoro-2-[3-iodo-5-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-phenyl]-propan-2-ol. The reaction occurs with reagents H2SO4, SO3, I2 at temperature of 70-72 °C for 2 hours. The yield is 77 %.

1,3-Benzenedimethanol, α1,α1,α3,α3-tetrakis(trifluoromethyl)- is used to produce 1,1,1,3,3,3-Hexafluoro-2-[3-iodo-5-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-phenyl]-propan-2-ol.

When you are dealing with this chemical, you should be very careful. This chemical is irritating to eyes, respiratory system and skin. It may destroy living tissue on contact. Therefore, you should wear suitable gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: FC(F)(F)C(O)(c1cccc(c1)C(O)(C(F)(F)F)C(F)(F)F)C(F)(F)F
(2) InChI: InChI=1/C12H6F12O2/c13-9(14,15)7(25,10(16,17)18)5-2-1-3-6(4-5)8(26,11(19,20)21)12(22,23)24/h1-4,25-26H
(3) InChIKey: PGUIOHNOYADLMU-UHFFFAOYAW