Pinacol supplier | CasNO.76-09-5

Name
Pinacol
EINECS 200-933-5
CAS No. 76-09-5
Article Data250
CAS DataBase
Density 0.963 g/cm ³
Solubility Soluble in hot water, alcohol, and diethyl ether.
Melting Point 40-43 °C(lit.)
Formula C₆H₁₄O₂
Boiling Point 174.4 °C at 760 mmHg
Molecular Weight 118.176
Flash Point 77.2 °C
Transport Information UN 1325 4.1/PG 2
Appearance white solid
Safety 37-37/39-26
Risk Codes 38-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1,1,2,2-Tetramethylethyleneglycol;2,3-Dihydroxy-2,3-dimethylbutane;2,3-Dimethyl-2,3-butanediol;2,3-Dimethyl-2,3-dihydroxybutane;NSC 25943;Pinacone;Tetramethylethylene glycol;2,3-Dimethyl-butane-2,3-diol;2,3-Butanediol,2,3-dimethyl-;
PSA 40.46000
LogP 0.52820

Synthetic route

: 5076-20-0
2,3-dimethyl-2,3-epoxybutane

A: 75-97-8
3,3-dimethyl-butan-2-one

B: 76-09-5
2,3-dimethyl-2,3-butane diol

C: 10473-13-9
2,3-dimethyl-1-buten-3-ol

Conditions

Conditions	Yield
With perchloric acid; sodium perchlorate at 25℃; Yields of byproduct given;	A n/a B 99.93% C n/a
With perchloric acid; sodium perchlorate at 25℃; Product distribution; heterogeneous reaction;

...Expand

: 67-64-1
acetone

: 76-09-5
2,3-dimethyl-2,3-butane diol

Conditions

Conditions	Yield
With methanol; gallium nitride at 20℃; for 12h; Irradiation; Sealed tube;	99%
With potassium bromate; hydrogenchloride; mercury(II) diacetate at 35℃; for 0.666667h; Equilibrium constant;
durch elektrolytische Reduktion;

: 1600-27-7
mercury(II) diacetate

: 2-methyl-4,4,5,5-tetramethyl-1,3-dioxolanium perchlorate

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: C2H3ClHgO6

Conditions

Conditions	Yield
In ethanol for 0.166667h; Heating; Yields of byproduct given;	A n/a B 99%

...Expand

: 1600-27-7
mercury(II) diacetate

: 2-methyl-4,4,5,5-tetramethyl-1,3-dioxolanium perchlorate

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: C4H5ClHg2O8

Conditions

Conditions	Yield
In ethanol for 0.25h; Heating; Yields of byproduct given;	A n/a B 99%

...Expand

: 13257-51-7
mercury(II) trifluoroacetate

: 2-methyl-4,4,5,5-tetramethyl-1,3-dioxolanium perchlorate

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: C4H2ClF3Hg2O8

Conditions

Conditions	Yield
In ethanol for 0.25h; Heating; Yields of byproduct given;	A n/a B 99%

...Expand

: 563-79-1
2,3-Dimethyl-2-butene

: 76-09-5
2,3-dimethyl-2,3-butane diol

Conditions

Conditions	Yield
With K2; (DHQD)2 quinuclidine; potassium hexacyanoferrate(III) In water; tert-butyl alcohol at 25℃; for 5h; pH=12; Oxidation;	98%
With 1,4-diaza-bicyclo[2.2.2]octane; K2; oxygen In water; tert-butyl alcohol at 50℃; under 750.075 Torr; for 18h; pH=12.0;	94%
With Nafion NR50; dihydrogen peroxide at 70℃; for 20h;	86%

: 1600-27-7
mercury(II) diacetate

: 2-ethyl-4,4,5,5-tetramethyl-1,3-dioxolan-2-ylium perchlorate

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: C3H5ClHgO6

Conditions

Conditions	Yield
In ethanol for 0.166667h; Heating; Yields of byproduct given;	A n/a B 97%

...Expand

: 19424-29-4
4,4,5,5-tetramethyl-1,3-dioxolan-2-one

A: 67-56-1
methanol

B: 76-09-5
2,3-dimethyl-2,3-butane diol

Conditions

Conditions	Yield
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen In tetrahydrofuran at 140℃; for 20h; Autoclave;	A 95 %Chromat. B 96%
With (bis[(2-diisopropylphosphino)ethyl]amine)Mn(CO)2Br; hydrogen; sodium t-butanolate In tetrahydrofuran at 120℃; under 22502.3 Torr; for 26h; Schlenk technique; Glovebox; Autoclave;	A 66% B 76%
With potassium phosphate; C62H63N5OPRu(1+)*Cl(1-); hydrogen In tetrahydrofuran at 140℃; under 38002.6 Torr; for 24h; Glovebox; Autoclave;	A 93 %Chromat. B 99 %Chromat.

: 1600-27-7
mercury(II) diacetate

: 2-ethyl-4,4,5,5-tetramethyl-1,3-dioxolan-2-ylium perchlorate

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: C5H7ClHg2O8

Conditions

Conditions	Yield
In ethanol for 0.25h; Heating; Yields of byproduct given;	A n/a B 95%

...Expand

: 563-79-1
2,3-Dimethyl-2-butene

A: 75-97-8
3,3-dimethyl-butan-2-one

B: 76-09-5
2,3-dimethyl-2,3-butane diol

Conditions

Conditions	Yield
With C34H32N4O2RuSe4 In 1,1,1,3',3',3'-hexafluoro-propanol at 23℃; for 4h; Inert atmosphere;	A 94% B n/a

: 356570-52-0
4,4,5,5-tetramethyl-2-[(4-methylphenyl)methyl]-1,3,2-dioxaborolane

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: trifluoro(4-methylbenzyl)-λ4-borane potassium salt

Conditions

Conditions	Yield
With potassium hydrogen difluoride In tetrahydrofuran; water at 20℃;	A n/a B 90%

: 517920-59-1
2-[(4-chlorophenyl)methyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: (4-chlorobenzyl)trifluoro-λ4-borane potassium salt

Conditions

Conditions	Yield
With potassium hydrogen difluoride In tetrahydrofuran; water at 20℃;	A n/a B 89%

: 16329-89-8
Methyl 2,3-dichloro-2,3,3-trifluoropropanoate

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: 684-50-4
Methyl 3-chloro-2,3,3-trifluoropropanoate

C: 2,3-Difluor-2,3-bis(chlordifluormethyl)bernsteinsaeuredimethylester

Conditions

Conditions	Yield
With isopropyl alcohol at 18 - 20℃; for 1.5h; Irradiation;	A n/a B 88.9% C n/a

...Expand

: nonafluorobutanesulfonyl 2-(6-chloroquinolin-2-yl)thiazol-4-ol

: 73183-34-3
bis(pinacol)diborane

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: 1449748-82-6
2-(6-chloroquinolin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 80℃; for 4h; Inert atmosphere; Overall yield = 700 mg;	A n/a B 87%

...Expand

: 15805-98-8
O-acetyl-α-hydroxyisobutyric acid

A: 685-91-6
diethylacetamide

B: 76-09-5
2,3-dimethyl-2,3-butane diol

C: 20127-81-5
Essigsaeure-2-hydroxy-1,1,2-trimethylpropylester

D: 108-24-7
acetic anhydride

Conditions

Conditions	Yield
With triethylamine In acetonitrile Ambient temperature; electrolysis; Further byproducts given;	A 47% B 86.8% C 4.7% D n/a

...Expand

: 15805-98-8
O-acetyl-α-hydroxyisobutyric acid

: 121-44-8
triethylamine

A: 685-91-6
diethylacetamide

B: 76-09-5
2,3-dimethyl-2,3-butane diol

C: 20127-81-5
Essigsaeure-2-hydroxy-1,1,2-trimethylpropylester

D: 108-24-7
acetic anhydride

Conditions

Conditions	Yield
In acetonitrile Ambient temperature; electrolysis; Further byproducts given;	A 47% B 86.8% C 4.7% D n/a

...Expand

: 1600-27-7
mercury(II) diacetate

: 2-methyl-4,4,5,5-tetramethyl-1,3-dioxolanium perchlorate

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: C6H7ClHg3O10

Conditions

Conditions	Yield
In ethanol for 0.416667h; Heating; Yields of byproduct given;	A n/a B 85%

...Expand

: 486-25-9
9-fluorenone

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: 1689-64-1
9-Fluorenol

Conditions

Conditions	Yield
With samarium; 1,2-Diiodoethane In 1,2-dimethoxyethane for 24h; Ambient temperature;	A 84% B 13%

: 19424-29-4
4,4,5,5-tetramethyl-1,3-dioxolan-2-one

: 76-09-5
2,3-dimethyl-2,3-butane diol

Conditions

Conditions	Yield
With potassium tert-butylate; hydrogen; C16H18BrCoINO2 In dibutyl ether at 160℃; under 45004.5 Torr; for 20h; Sealed tube; Autoclave;	82%

: 20621-19-6
Methyl 2,3,3-trichloro-3,3-difluoropropanoate

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: 86011-99-6
methyl 2,3-dichloro-3,3-difluoropropanoate

C: 2,3-Difluor-2,3-bis(chlordifluormethyl)bernsteinsaeuredimethylester

Conditions

Conditions	Yield
With isopropyl alcohol at 18 - 20℃; for 1.66667h; Irradiation;	A n/a B 81.3% C n/a

...Expand

: 65172-43-2
spirothiophene-2(3H),1'-cyclopropan>-3-one 1,1-dioxide

: 67-63-0
isopropyl alcohol

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: 3,3''-bithiophene-2(3H),1'-cyclopropane>>3,3''-diol 1,1,1'',1''-tetraoxide

Conditions

Conditions	Yield
for 16h; Irradiation;	A 72% B 78%

...Expand

: 119-65-3
isoquinoline

: 67-64-1
acetone

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: 77796-18-0
1-(1-hydroxy-1-methylethyl)-1,2,3,4-tetrahydroisoquinoline

C: 67-63-0
isopropyl alcohol

Conditions

Conditions	Yield
In sulfuric acid at 30℃; electrolysis;	A n/a B 78% C n/a

...Expand

: 486-25-9
9-fluorenone

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: 86-73-7
9H-fluorene

C: 1689-64-1
9-Fluorenol

Conditions

Conditions	Yield
With samarium; 1,2-Diiodoethane In 1,2-dimethoxyethane for 4h; Product distribution; Ambient temperature; reversibility, further rare earth metals, different molar ratios;	A 18% B 5% C 76%
With samarium; 1,2-Diiodoethane In 1,2-dimethoxyethane for 4h; Ambient temperature;	A 18% B 5% C 76%

...Expand

: 28509-44-6
2-chloro-2,3,3,3-tetrafluoro methylpropanoate

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: 382-93-4
methyl 2,3,3,3-tetrafluoropropanoate

C: 2,3-Difluor-2,3-bis(chlordifluormethyl)bernsteinsaeuredimethylester

Conditions

Conditions	Yield
With isopropyl alcohol at 18 - 20℃; for 1.08333h; Irradiation;	A n/a B 75.5% C n/a

...Expand

: 98-86-2
acetophenone

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: 1-acetyl-2-<2'-(α-hydroxyethyl)phenyl-1'>-2-cyclohexene

Conditions

Conditions	Yield
With potassium sulfate In ethanol; water Product distribution; electrolysis; other reagent;	A 15% B 70%

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: methyl 2-iodo 5-fluorobenzoate

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: 455-68-5
methyl 3-fluorobenzoate

C: 1293284-58-8
5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid methyl ester

Conditions

Conditions	Yield
With triethylamine; palladium diacetate; tris-(o-tolyl)phosphine In tetrahydrofuran at 65℃; for 1h; Inert atmosphere;	A 14% B 4% C 70%

...Expand

: 13257-51-7
mercury(II) trifluoroacetate

: 2-methyl-4,4,5,5-tetramethyl-1,3-dioxolanium perchlorate

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: C6HClF6Hg3O10

Conditions

Conditions	Yield
In ethanol for 0.416667h; Heating; Yields of byproduct given;	A n/a B 63%

...Expand

: 67-63-0
isopropyl alcohol

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: 67-64-1
acetone

Conditions

Conditions	Yield
With air; 2,2'-thiobis(2,4-di-tert-butylphenol); triethylamine; copper(l) chloride In tetrahydrofuran at 20℃; for 12h;	A 61% B n/a
With water; zinc sulfide for 4h; Quantum yield; Irradiation;	A 0.056 mmol B n/a
With mercury for 20h; Heating; Irradiation; Yields of byproduct given;	A 97 % Chromat. B n/a

: 556-56-9
allyl iodid

: 98-86-2
acetophenone

A: 76-09-5
2,3-dimethyl-2,3-butane diol

B: 4743-74-2
2-phenylpent-4-en-2-ol

Conditions

Conditions	Yield
With samarium diiodide In various solvent(s) at 0℃; for 2h;	A 57% B 9 % Chromat.

...Expand

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 75-97-8
3,3-dimethyl-butan-2-one

Conditions

Conditions	Yield
With aluminium phosphate aluminium oxide catalyst Heating;	100%
With silica-supported orthophosphoric acid In neat (no solvent) at 180℃; for 0.5h; Catalytic behavior; Temperature; Time; Pinacol Rearrangement; Green chemistry;	100%
With [Fe3O(OOCC6H5)6(H2O)3]4[α-SiW12O40] In toluene at 99.84℃; for 6h;	80%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 77896-83-4
C8H19BN2S

: 77896-84-5
4,4,5,5-Tetramethyl-2-((Z)-3-methylsulfanyl-allyl)-[1,3,2]dioxaborolane

Conditions

Conditions	Yield
	100%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 67-64-1
acetone

Conditions

Conditions	Yield
With N-Bromosuccinimide; water; potassium carbonate; triphenylbismuthane In acetonitrile for 2h;	100%
With tert.-butylhydroperoxide; bis(acetylacetonato)dioxidomolybdenum(VI) In chlorobenzene at 60℃; for 24h;	99%
With tert.-butylhydroperoxide; chromium tetra(tert-butoxide) In benzene at 20℃; for 24h;	90%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 87199-17-5
4-formylphenylboronic acid,

: 128376-64-7
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Conditions

Conditions	Yield
In tetrahydrofuran; toluene	100%
In diethyl ether at 20℃; cyclocondensation;	100%
Inert atmosphere;	100%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 87199-16-4
3-Formylphenylboronic acid

: 380151-86-0
3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarboxaldehyde

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;	100%
In ethyl acetate for 4h;	90%
With 4 A molecular sieve In dichloromethane for 120h;	77%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 149104-90-5
4-acetylphenylboronic acid

: 171364-81-1
1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanone

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 1h;	100%
In tetrahydrofuran at 40℃;	98%
In tetrahydrofuran at 40℃; Reduced pressure;	98%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 73183-34-3
bis(pinacol)diborane

Conditions

Conditions	Yield
With tetrakis(dimethylamido)diborane In diethyl ether at 20℃; for 18h; Conversion of starting material;	100%
With tetrakis(dimethylamido)diborane at 50 - 100℃; for 0.616667h; Conversion of starting material;	94.2%
With tetrakis(dimethylamido)diborane In n-heptane at 40 - 98℃; for 0.6h; Conversion of starting material;	90.5%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 138642-62-3
2-Cyanophenylboronic acid

: 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

Conditions

Conditions	Yield
	100%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 14047-29-1
4-carboxyphenylboronic acid

: 180516-87-4
4-carboxyphenylboronic acid pinacol ester

Conditions

Conditions	Yield
In tetrahydrofuran; toluene	100%
In tetrahydrofuran; toluene at 45℃;	100%
In hexane at 70℃; for 3h; Temperature; Time; Concentration;	93.7%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 374538-01-9
(4-fluoro-3-formylphenyl)boronic acid

: 443776-94-1
2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Conditions

Conditions	Yield
With 4 A molecular sieve In tetrahydrofuran at 20℃; for 16h;	100%
In tetrahydrofuran Molecular sieve;
With magnesium sulfate In methanol at 20℃; for 6h;

: 76-09-5
2,3-dimethyl-2,3-butane diol

: (2E)-3-(dihydroxyboryl)acrolein

: 153725-01-0
(2E)-3-(4,4,5,5-tetramethyl-1,2,3-dioxaborolan-2-yl)prop-2-enal

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 0.5h;	100%
In pentane N2, pinacol added at room temp. to the suspended B-compound, 3 h; dried (MgSO4), filtered, solvent removed under vacuo, distd.; elem. anal.;	80%
In diethyl ether at 20℃; for 12h;	75%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 72316-17-7
(E)-2-(4-methylphenyl)ethenylboronic acid

: 149777-84-4
2-[(E)-2-p-tolylethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With diethyl ether at 20℃;	100%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 98-80-6
phenylboronic acid

: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

Conditions

Conditions	Yield
at 0℃; for 1h;	100%
In pentane at 0 - 20℃; for 3h;	100%
In tetrahydrofuran at 20℃; for 1h;	95%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 6783-05-7
trans-2-phenylvinylboronic acid

: 83947-56-2
4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane

Conditions

Conditions	Yield
In tetrahydrofuran at 23℃; for 3h;	100%
In tetrahydrofuran at 20℃; for 3h;	100%
In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;	100%

: C11H13BCl2O

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 2-(2-benzyloxymethyl-cyclopropyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

Conditions

Conditions	Yield
Stage #1: C11H13BCl2O With methanol for 0.166667h; Stage #2: 2,3-dimethyl-2,3-butane diol In methanol for 15h;	100%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 1003845-06-4
(2-chloropyrimidin-5-yl)boronic acid

: 1003845-08-6
2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

Conditions

Conditions	Yield
With magnesium sulfate In toluene at 20℃; for 15h;	100%
With magnesium sulfate In toluene at 20℃; for 15h;	100%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 2156-04-9
4-Vinylphenylboronic acid

: 870004-04-9
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styrene

Conditions

Conditions	Yield
With magnesium sulfate In tetrahydrofuran at 20℃; for 2h;	100%
With magnesium sulfate In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;	100%
With magnesium sulfate In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;	99%

: 120153-08-4
4-(dihydroxyboranyl)-2-fluorobenzoic acid

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 867256-77-7
2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Conditions

Conditions	Yield
In ethanol; toluene for 24h; Reflux;	100%
In ethanol; toluene Heating / reflux;
In ethanol; toluene Heating;
In toluene for 20h; Reflux;

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 1031857-98-3
2,6-difluoro-4-carboxylphenylboronic acid

: 1031857-96-1
2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-bioxaborolan-2-yl)benzoic acid

Conditions

Conditions	Yield
In tetrahydrofuran; toluene at 40℃;	100%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 237429-33-3
4-mercaptophenylboronic acid

: 1029438-23-0
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenethiol

Conditions

Conditions	Yield
With sodium sulfate at 20℃; for 16h; Inert atmosphere;	100%
With magnesium sulfate In diethyl ether at 20℃;	98%
With magnesium sulfate In cyclohexane at 20℃;	98%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 1135822-19-3
2-(diethylcarbamoyloxy)-3,5-dimethoxyphenylboronic acid

: 1032189-97-1
3,5-dimethoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl diethylcarbamate

Conditions

Conditions	Yield
In ethyl acetate	100%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 167967-38-6
diisopropyl (iodomethyl)boronate

: 70557-99-2
2-(iodomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
In pentane at 20℃; Inert atmosphere; Schlenk technique;	100%
In pentane at 20℃;
In diethyl ether; pentane at 20℃; for 16h; Inert atmosphere;	4.91 g

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 60200-91-1
4-chloro-4'-iodo-1,1'-biphenyl

: 942589-53-9
2-(4'-chloro-[1,1'-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
Stage #1: 4-chloro-4'-iodo-1,1'-biphenyl With n-butyllithium In diethyl ether; hexane at -78℃; Inert atmosphere; Stage #2: With Trimethyl borate In diethyl ether; hexane at -78 - 20℃; Stage #3: 2,3-dimethyl-2,3-butane diol Further stages;	100%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 1253569-20-8
5-(1,3-dioxolan-2-yl)-2-fluoropyridin-3-ylboronic acid

: 1253571-13-9
5-(1,3-dioxolan-2-yl)-2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Conditions

Conditions	Yield
With magnesium sulfate In toluene at 22℃; for 72h; Inert atmosphere;	100%
With magnesium sulfate In toluene at 20℃; Inert atmosphere;

: 76-09-5
2,3-dimethyl-2,3-butane diol

: [((4-carboxyphenyl)methanesulfonyl)amino]methaneboronic acid

: 1254692-14-2
C15H22BNO6S

Conditions

Conditions	Yield
In tetrahydrofuran Inert atmosphere;	100%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: (2-ethoxy-naphthalene-1-sulfonylamino)methaneboronic acid

: C19H26BNO5S

Conditions

Conditions	Yield
In tetrahydrofuran Inert atmosphere;	100%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 151169-75-4
3,4-dichlophenylboronic acid

: 401797-02-2
2-(3,4-dichlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 17h;	100%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 1160757-30-1
(2-(trimethylsilyl)phenyl)boronic acid

: 910875-07-9
trimethyl(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)silane

Conditions

Conditions	Yield
In diethyl ether at 20℃; Inert atmosphere; Molecular sieve;	100%
With magnesium sulfate In tetrahydrofuran at 20℃;

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 5122-94-1
4-biphenylboronic acid

: 144432-80-4
2-(biphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With potassium phosphate; water In tetrahydrofuran at 90℃; for 1h; Inert atmosphere;	100%
With air In dichloromethane at 25℃; for 16h; Molecular sieve;	46%
In diethyl ether at 20℃; Inert atmosphere; Molecular sieve;

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 480424-86-0
9,9-didodecylfluorene-2,7-diboronic acid

: 749900-93-4
2,2'-(9,9-didodecyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Conditions

Conditions	Yield
In toluene Reflux; Inert atmosphere;	100%

Pinacol Specification

1. Introduction of Pinacol
Pinacol is a white solid organic compound. It is an alcohol that has -OH groups on adjacent carbon atoms on the same side.

2. Properties of Pinacol
The density of Pinacol(76-09-5) is 0.963 g/cm³ and it has a melting point of 40-43 °C(lit.). The boiling point is 174.4 °C at 760 mmHg. The refractive index is about 1.448. Its flash point is 77.2 °C.

3. Toxicity of Pinacol
LD50/LC50: RTECS:
CAS# 76-09-5: Draize test, rabbit, skin: 500 mg/24H Moderate;
Oral, mouse: LD50 = 3380 mg/kg;
Carcinogenicity: Pinacol - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
Other: The toxicological properties have not been fully investigated. See actual entry in RTECS for complete information.

4. Safety Information of Pinacol
Hazard Codes: Irritant Xi
Risk Statements:
R38:Irritating to skin.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements:
S37:Wear suitable gloves.
S37/39:Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR UN: 1325 4.1/PG 2
WGK Germany: 2
RTECS EK:1720000
F: 3

5. Preparation of Pinacol
Pinacol may be produced by the pinacol coupling reaction from acetone.

6. Use of Pinacol
Pinacol can be use with borane and boron trichloride to produce useful synthetic intermediate such as pinacolborane, bis(pinacolato)diboron, and pinacolchloroborane

Product Name

Pinacol

Synthetic route

Pinacol Specification

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