2,3,5,6-Tetrafluoro-4-methylbenzyl alcohol supplier

Name
2,3,5,6-Tetrafluoro-4-methylbenzyl alcohol
EINECS 616-698-0
CAS No. 79538-03-7
Article Data9
CAS DataBase
Density 1.424 g/cm³
Solubility
Melting Point 61-62 °C
Formula C₈H₆F₄O
Boiling Point 201.367 °C at 760 mmHg
Molecular Weight 194.129
Flash Point 75.584 °C
Transport Information
Appearance white crystals
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 4-Methyl-2,3,5,6-tetrafluorobenzyl alcohol;
PSA 20.23000
LogP 2.04370

Synthetic route

: 99705-46-1
4-(hydroxymethyl)-2,3,5,6-tetrafluorobenzyl bromide

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

Conditions

Conditions	Yield
With hydrogen; magnesium oxide; 5%-palladium/activated carbon In methanol; water at 50℃; under 1875.19 Torr; for 1 - 1.5h; Product distribution / selectivity;	89.4%
With hydrogen; 5%-palladium/activated carbon In methanol; water at 50℃; under 1875.19 Torr; Product distribution / selectivity;

: 50-00-0
formaldehyd

: 5230-78-4
2,3,5,6-tetrafluorotoluene

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

Conditions

Conditions	Yield
Stage #1: 2,3,5,6-tetrafluorotoluene With isopropylmagnesium chloride In tetrahydrofuran at 20℃; for 12h; Glovebox; Schlenk technique; Inert atmosphere; Stage #2: formaldehyd In tetrahydrofuran at 20℃; for 6h; Glovebox; Schlenk technique; Inert atmosphere;	71%

: 92339-07-6
2,3,5,6-tetrafluoro-1,4-benzenedimethanol

A: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

B: 703-87-7
1,4-dimethyl-2,3,5,6-tetrafluorobenzene

Conditions

Conditions	Yield
With hydrogen; sponge cobalt catalyst in water-containing state In toluene at 160℃; under 3975.4 - 165017 Torr; for 0.5 - 1h; Product distribution / selectivity;	A 82 - 88 %Chromat. B 4 - 11 %Chromat.
With hydrogen; rhenium oxide-alumina catalyst In 1,4-dioxane at 220℃; under 36003.6 Torr; for 5h; Product distribution / selectivity;	A 58 %Chromat. B 14 %Chromat.
With hydrogen; sponge cobalt catalyst in a water-containing state In 1,4-dioxane at 160℃; under 3750.38 Torr; for 4h; Product distribution / selectivity;	A 40 %Chromat. B 7 %Chromat.
With hydrogen; palladium on activated charcoal In 1,4-dioxane at 220℃; under 67506.8 Torr; for 12h; Product distribution / selectivity;	A 37 %Chromat. B 6 %Chromat.

: 99705-45-0
4-chloromethyl-2,3,5,6-tetrafluorobenzyl alcohol

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

Conditions

Conditions	Yield
With hydrogen; 5%-palladium/activated carbon In water; butan-1-ol at 100℃; for 16h; Product distribution / selectivity; Inert atmosphere;

: 289891-56-1
tetrahydro-2-[(4-methyl-2,3,5,6-tetrafluorophenyl)methoxy]-2H-pyran

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In ethanol for 0.5h; Reflux;

: 3217-47-8
2,3,5,6-tetrafluoroterephthalaldehyde

A: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

B: 703-87-7
1,4-dimethyl-2,3,5,6-tetrafluorobenzene

C: 92339-07-6
2,3,5,6-tetrafluoro-1,4-benzenedimethanol

Conditions

Conditions	Yield
With hydrogen; cobalt R400 In toluene at 120 - 150℃; under 3750.38 - 5625.56 Torr; for 10.5h; Product distribution / selectivity; Autoclave;

...Expand

: 327-54-8
1,2,4,5-Tetrafluorobenzene

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -60 - -45 °C / Inert atmosphere 1.2: 0.5 h / -45 °C 2.1: n-butyllithium / hexane; diethyl ether / 1 h / -70 °C 2.2: -70 - 20 °C 3.1: lithium aluminium tetrahydride / diethyl ether / 1 h / 20 °C / Inert atmosphere; Reflux View Scheme

: 5230-78-4
2,3,5,6-tetrafluorotoluene

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-butyllithium / hexane; diethyl ether / 1 h / -70 °C 1.2: -70 - 20 °C 2.1: lithium aluminium tetrahydride / diethyl ether / 1 h / 20 °C / Inert atmosphere; Reflux View Scheme

: 652-32-4
2,3,5,6-tetrafluoro-4-methylbenzoic acid

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether at 20℃; for 1h; Inert atmosphere; Reflux;	200 mg

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: trans-2,2-dimethyl-3-(2-chloropropenyl)cyclopropanecarboxylic acid chloride

: trans-4-methyl-2,3,5,6-tetrafluorobenzyl 2,2-dimethyl-3-(2-chloropropenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
With pyridine In toluene at 20℃; for 4h;	98%

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: 393870-46-7
cis-((Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl)-2,2-dimethylcyclopropane acyl chloride

: tefluthrin

Conditions

Conditions	Yield
With pyridine In toluene at 35 - 95℃; for 2h; Product distribution / selectivity;	96.5%

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: (E/Z)-cis-3-(2-chloro-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid chloride

: (1R-)trans-4-methyl-2,3,5,6-tetrafluorobenzyl 2,2-dimethyl-3-(2-chloropropenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
With pyridine In hexane at 20℃; for 4h;	96%

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: (E/Z)-trans-3-(2-Chloro-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid chloride

: (1R)-cis-4-methyl-2,3,5,6-tetrafluorobenzyl 2,2-dimethyl-3-(2-chloropropenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
With pyridine In hexane at 20℃; for 4h;	96%

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: 60903-84-6
2,3,5,6-tetrafluoro-4-methylbenzyl chloride

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 0℃;	95%

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: methyl 1R-2,2-dimethyl-3-(1-propenyl)cyclopropane carboxylate

: 2,3,5,6-tetrafluoro-4-methylbenzyl 1R-2,2-dimethyl-3-(1-propenyl)cyclopropane carboxylate

Conditions

Conditions	Yield
With lithium methanolate In toluene at 122 - 127℃; for 8h;	94.7%
With lithium methanolate In n-heptane at 105 - 106℃; for 10h;	88.7%
With sodium methylate In methanol	55.5%

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: cis-2,2-dimethyl-3-(2-chloropropenyl)cyclopropanecarboxylic acid chloride

: cis-4-methyl-2,3,5,6-tetrafluorobenzyl 2,2-dimethyl-3-(2-chloropropenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
With pyridine In 5,5-dimethyl-1,3-cyclohexadiene at 20℃; for 4h;	93%

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: 4489-14-9
(1R)-trans-3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid chloride

: 223419-26-9
(2,3,5,6-tetrafluoro-4-methylphenyl)methyl (1R,3R)-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran at 20℃; for 8h;	87%

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: 188023-87-2
(1R)-trans-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid chloride

: profluthrin

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran; ice-water; ethyl acetate	87%

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: 2,2-dimethyl-1R-trans-3-(2,2-difluorovinyl)cyclopropanecarboxylic acid chloride

: 2,3,5,6-tetrafluoro-4-methylbenzyl 2,2-dimethyl-1R-trans-3-(2,2-difluorovinyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
With pyridine In toluene at 18℃; for 4h;	85%

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: cis-Z-(+) 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-cyclopropane carboxylic acid chloride

: tefluthrin

Conditions

Conditions	Yield
In toluene at 20 - 95℃;	80%

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: 89359-54-6
9-bromo-1-nonene

: 1,2,4,5-tetrafluoro-3-methyl-6-((non-8-en-1-yloxy)methyl)benzene

Conditions

Conditions	Yield
Stage #1: 2,3,5,6-tetrafluoro-4-methylbenzyl alcohol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Williamson Ether Synthesis; Inert atmosphere; Stage #2: 9-bromo-1-nonene In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 1h; Williamson Ether Synthesis; Inert atmosphere;	80%

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: methyl 1R-trans-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

: 223419-26-9
(2,3,5,6-tetrafluoro-4-methylphenyl)methyl (1R,3R)-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
With lithium methanolate In n-heptane	77.4%

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: trans-3-(2-chloro-vinyl)-2,2-dimethylcyclopropane carboxylic acid

: trans-(2,3,5,6-tetrafluoro-4-methyl-benzyl)-3-(2-chlorovinyl)-2,2-dimethylcyclopropane-carboxylate

Conditions

Conditions	Yield
Stage #1: trans-3-(2-chloro-vinyl)-2,2-dimethylcyclopropane carboxylic acid With thionyl chloride at 50℃; Stage #2: 2,3,5,6-tetrafluoro-4-methylbenzyl alcohol With pyridine In benzene	75%

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: C8H11ClO2

: C16H15ClF4O2

Conditions

Conditions	Yield
Stage #1: C8H11ClO2 With thionyl chloride at 50℃; Stage #2: 2,3,5,6-tetrafluoro-4-methylbenzyl alcohol With pyridine In benzene	75%

: (1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylic acid

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: (2,3,5,6-tetrafluoro-4-methylphenyl)methyl (1R,3R)-2,2-dimethyl-3-((1Z)-1-propenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran; toluene

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: 240494-67-1
(2,3,5,6-tetrafluoro-4-methylphenyl)methyl (1R,3R)-3-formyl-2,2-dimethylcyclopropanecarboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 87 percent / pyridine / tetrahydrofuran / 8 h / 20 °C 2: 82 percent / O3; dimethylsulfide / methanol; ethyl acetate / 12 h / 20 °C View Scheme

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: (2,3,5,6-tetrafluoro-4-methylphenyl)methyl (1R,3R)-2,2-dimethyl-3-((1Z)-1-propenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 87 percent / pyridine / tetrahydrofuran / 8 h / 20 °C 2: 82 percent / O3; dimethylsulfide / methanol; ethyl acetate / 12 h / 20 °C 3: 67 percent / potassium tert-butoxide / tetrahydrofuran / 0.5 h / cooling View Scheme

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: 40447-55-0
2,2-dimethyl-3-(1-propenyl) cyclopropane methyl carboxylate

: 2,3,5,6-tetrafluoro-4-methylbenzyl-3-(1-propenyl)-2,2-dimethylcyclopropanecarboxylate

Conditions

Conditions	Yield
With lithium methanolate In n-heptane at 95 - 105℃; for 16h; Product distribution / selectivity; Heating / reflux;
With lithium methanolate In n-heptane at 95 - 105℃; for 17h; Product distribution / selectivity; Heating / reflux;

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: (2,3,5,6-tetrafluoro-4-methylphenyl)methyl (1R)-trans-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

: 188023-87-2
(1R)-trans-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid chloride

: (2,3,5,6-tetrafluoro-4-methylphenyl)methyl (1R)-trans-3-formyl-2,2-dimethyl-cyclopropanecarboxylate

Conditions

Conditions	Yield
With pyridine; dimethylsulfide; p-toluenesulfonic acid monohydrate In tetrahydrofuran; methanol; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; water; ethyl acetate; acetone

...Expand

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: 38078-09-0
diethylamino-sulfur trifluoride

: 4-(fluoromethyl)-2,3,5,6-tetrafluorotoluene

Conditions

Conditions	Yield
In dichloromethane

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: 1052115-15-7
(1R)-trans-3-(2-cyano-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid

A: 4-methyl-2,3,5,6-tetrafluorobenzyl (1R)-trans-3-((Z)-2-cyano-1-propenyl)-2,2-dimethylcyclopropanecarboxylate

B: 4-methyl-2,3,5,6-tetrafluorobenzyl (1R)-trans-3-((E)-2-cyano-1-propenyl)-2,2-dimethylcyclopropanecarboxylate

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide; dmap In dichloromethane at 20℃; for 3h;	A n/a B n/a

...Expand

: 79538-03-7
2,3,5,6-tetrafluoro-4-methylbenzyl alcohol

: C9H10ClF3O2

: tefluthrin

Conditions

Conditions	Yield
zirconium(IV) chloride In xylene at 140℃; for 3h; Product distribution / selectivity;

2,3,5,6-Tetrafluoro-4-methylbenzyl alcohol Specification

The 2,3,5,6-Tetrafluoro-4-methylbenzyl alcohol, with the CAS registry number 79538-03-7, is also known as 4-Methyl-2,3,5,6-tetrafluorobenzyl alcohol. This chemical's molecular formula is C₈H₆F₄O and molecular weight is 194.13. What's more, its systematic name is (2,3,5,6-Tetrafluoro-4-methylphenyl)methanol.

Physical properties of 2,3,5,6-Tetrafluoro-4-methylbenzyl alcohol are: (1)ACD/LogP: 1.732; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.73; (4)ACD/LogD (pH 7.4): 1.73; (5)ACD/BCF (pH 5.5): 12.20; (6)ACD/BCF (pH 7.4): 12.20; (7)ACD/KOC (pH 5.5): 208.56; (8)ACD/KOC (pH 7.4): 208.55; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 20.23 Å²; (13)Index of Refraction: 1.462; (14)Molar Refractivity: 37.504 cm³; (15)Molar Volume: 136.364 cm³; (16)Polarizability: 14.868×10^-24cm³; (17)Surface Tension: 33.0 dyne/cm; (18)Density: 1.424 g/cm³; (19)Flash Point: 75.584 °C; (20)Enthalpy of Vaporization: 46.261 kJ/mol; (21)Boiling Point: 201.367 °C at 760 mmHg; (22)Vapour Pressure: 0.2 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: Fc1c(c(F)c(F)c(c1F)CO)C
(2)Std. InChI: InChI=1S/C8H6F4O/c1-3-5(9)7(11)4(2-13)8(12)6(3)10/h13H,2H2,1H3
(3)Std. InChIKey: PJCSTULKVNHEGW-UHFFFAOYSA-N

Product Name

2,3,5,6-Tetrafluoro-4-methylbenzyl alcohol

Synthetic route

2,3,5,6-Tetrafluoro-4-methylbenzyl alcohol Specification

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