1,3-Benzenedimethanol, α1,α1,α3,α3-tetrakis(trifluoromethyl)- supplier

Name
1,3-BIS(2-HYDROXYHEXAFLUOROISOPROPYL)BENZENE
EINECS 212-354-5
CAS No. 802-93-7
Article Data6
CAS DataBase
Density 1.638 g/cm³
Solubility
Melting Point 9-10 °C
Formula C₁₂H₆F₁₂O₂
Boiling Point 303.9 °C at 760 mmHg
Molecular Weight 410.159
Flash Point 97.2 °C
Transport Information
Appearance clear colorless to slightly yellow liquid
Safety 37/39-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi,C
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;
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

Conditions	Yield
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

Conditions	Yield
With aluminium trichloride at 50 - 54℃; for 5h;	A 54% B 20% C 6%

...Expand

: 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

: 802-93-7
1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

: 3,5-bis(2-hydroxyhexafluoro-2-propyl)-2',3',4',5',6',-pentafluorobiphenyl DMSO complex

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 77 percent / H2SO4, SO3, I2 / 2 h / 70 - 72 °C 2: 2.5 percent / Cu / 16 h / 145 °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-(tridecafluoro-n-hexyl)benzene DMSO complex

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 77 percent / H2SO4, SO3, I2 / 2 h / 70 - 72 °C 2: 78 percent / Cu / 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-(pentadecafluoro-n-heptyl)benzene DMSO complex

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 77 percent / H2SO4, SO3, I2 / 2 h / 70 - 72 °C 2: 91 percent / Cu / 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-(heptadecafluoro-n-octyl)benzene DMSO complex

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 77 percent / H2SO4, SO3, I2 / 2 h / 70 - 72 °C 2: 88 percent / Cu / 16 h / 120 - 125 °C View Scheme

: 802-93-7
1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

: 144369-52-8
3,5-bis<2,2,2-trifluoro-1-(2,2,2-trifluoroethoxy)-1-(trifluoromethyl)ethyl>iodobenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 89 percent / I2, 30percent H2SO4 / 7 h / Ambient temperature 2: 1.) NaH / 1.) DMF, 2.) DMF, 50 deg C, 35 min View Scheme

: 74-96-4
ethyl bromide

: 802-93-7
1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

: C14H10F12O2

Conditions

Conditions	Yield
aluminum (III) chloride at 50℃;

: 802-93-7
1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

: 24801-88-5
3-(triethoxypropyl) isocyanate

: 813468-12-1
C32H48F12N2O10Si2

Conditions

Conditions	Yield
In toluene at 20 - 25℃; for 168h;

: 802-93-7
1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

: 124-63-0
methanesulfonyl chloride

: 1,3-bis-(1-methanesulfonyloxy-1-trifluoromethyl-2,2,2-trifluoro-ethyl)-benzene

Conditions

Conditions	Yield
With triethylamine In dichloromethane

: 802-93-7
1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

: 594-44-5
Ethanesulfonyl chloride

A: 1-(1-ethanesulfonyloxy-2,2,2-trifluoro-1-tri-fluoromethylethyl)-3-(2,2,2-trifluoro-1-hydroxy-1-tri-fluoromethylethyl)-benzene

B: 161758-96-9
1,3-bis-(1-ethanesulfonyloxy-2,2,2-trifluoro-1-trifluoro-methylethyl)-benzene

Conditions

Conditions	Yield
In hexane; N,N-dimethyl-formamide

...Expand

: 802-93-7
1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

: 98-59-9
p-toluenesulfonyl chloride

: 1,3-bis-[2,2,2-trifluoro-1-(toluene-4-sulfonyloxy)-1-trifluoromethylethyl]-benzene

Conditions

Conditions	Yield
In N,N-dimethyl-formamide

: 802-93-7
1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

: 98-60-2
4-chlorobenzenesulfonyl chloride

: 1,3-bis-[1-(4-chlorobenzenesulfonyloxy)-2,2,2-trifluoro-1-trifluoromethylethyl]-benzene

Conditions

Conditions	Yield
In N,N-dimethyl-formamide

triethylene: triethylene

: 802-93-7
1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

: 814-68-6
acryloyl chloride

: 77974-91-5
1,3-Bis(2-hydroxyhexafluoro-2-propyl)benzene diacrylate

Conditions

Conditions	Yield
In 1,1,2-Trichloro-1,2,2-trifluoroethane

...Expand

: 802-93-7
1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

: 1112-67-0
tetrabutyl-ammonium chloride

: C12H6F12O2*Cl(1-)*C16H36N(1+)

Conditions

Conditions	Yield
In [D3]acetonitrile at 24.84℃;

: 802-93-7
1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

: 1112-67-0
tetrabutyl-ammonium chloride

: 2C12H6F12O2*2C16H36N(1+)*2Cl(1-)

Conditions

Conditions	Yield
In [D3]acetonitrile at 20℃;

: 802-93-7
1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

: 1643-19-2
tetrabutylammomium bromide

: C12H6F12O2*Br(1-)*C16H36N(1+)

Conditions

Conditions	Yield
In [D3]acetonitrile at 24.84℃;

: 802-93-7
1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

: tetrabutylammonium nitrate

: C12H6F12O2*C16H36N(1+)*NO3(1-)

Conditions

Conditions	Yield
In [D3]acetonitrile at 24.84℃;

: 802-93-7
1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

: tetrabutylammonium dihydrogen phosphate

: C12H6F12O2*C16H36N(1+)*H2O4P(1-)

Conditions

Conditions	Yield
In [D3]acetonitrile at 24.84℃;

: 802-93-7
1,3-bis-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-benzene

: 10534-59-5
tetrabutylammonium acetate

: C12H6F12O2*C16H36N(1+)*C2H3O2(1-)

Conditions

Conditions	Yield
In [D3]acetonitrile at 24.84℃;

1,3-Benzenedimethanol, α1,α1,α3,α3-tetrakis(trifluoromethyl)- 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

Product Name

1,3-BIS(2-HYDROXYHEXAFLUOROISOPROPYL)BENZENE

Synthetic route

1,3-Benzenedimethanol, α1,α1,α3,α3-tetrakis(trifluoromethyl)- Specification

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