558-43-0

Basic information

• Product Name: 2-methylpropane-1,2-diol
• Synonyms: 2-methylpropane-1,2-diol;1,2-Dihydroxy-2-methylpropane;1,2-Dihydroxyisobutane;2-Hydroxy-2-methylpropanol;Isobutene Glycol;1,2-Propanediol,2-Methyl-
• CAS NO: 558-43-0
• Molecular Formula: C₄H₁₀O₂
• Molecular Weight: 90.121
• EINECS: 209-198-5
• Product Categories: Aliphatics;Miscellaneous Reagents
• Mol File: 558-43-0.mol
• Article Data: 33

Chemical Properties

• Melting Point: 0.07°C (estimate)
• Boiling Point: 176℃
• Flash Point: 74℃
• Appearance: /
• Density: 1.005
• Vapor Pressure: 0.342mmHg at 25°C
• Refractive Index: 1.4340
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 14.56±0.29(Predicted)
• CAS DataBase Reference: 2-methylpropane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methylpropane-1,2-diol(558-43-0)
• EPA Substance Registry System: 2-methylpropane-1,2-diol(558-43-0)

Safety Data

• Hazardous Substances Data: 558-43-0(Hazardous Substances Data)

Usage

Chemical Properties

Clear Oil

Uses

Isobutene Glycol (cas# 558-43-0) is a compound useful in organic synthesis.

Definition

ChEBI: A glycol that is 2-methylpropane in which the two hydroxy groups are located at positions 1 and 2..

InChI:InChI=1/C4H10O2/c1-4(2,6)3-5/h5-6H,3H2,1-2H3

Synthetic route

2-(benzyloxy)-2-methylpropan-1-ol (91968-71-7) → 2-Methyl-1,2-propanediol (558-43-0)

Conditions	Yield
With hydrogen; 20% Pd(OH)2/C In methanol at 20℃; under 1551.49 Torr; for 1.16667h;	99%

4,4-dimethyl-1,3-dioxolan-2-one (4437-69-8) → methanol (67-56-1) + 2-Methyl-1,2-propanediol (558-43-0)

Conditions	Yield
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen In tetrahydrofuran at 140℃; for 12h; Autoclave;	A > 99 %Chromat. B 97%
With [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amine](bromo)(carbonyl)(hydride)iron(II); potassium tert-butylate; isopropyl alcohol In tetrahydrofuran at 140℃; for 12h; Inert atmosphere; Schlenk technique; Green chemistry;	A 86 %Chromat. B 92%
With potassium phosphate; C62H63N5OPRu(1+)*Cl(1-); hydrogen In tetrahydrofuran at 140℃; under 38002.6 Torr; for 24h; Glovebox; Autoclave;	A 95 %Chromat. B 99 %Chromat.

(2S,3R)-2,3-Dihydroxy-4-methyl-5-phenylpent-4-ene (67470-70-6) → 2-Methyl-1,2-propanediol (558-43-0) + <<2α(R),3β>-1S,2S>-1-(2-methyl-3-phenyloxiranyl)-1,2-propanediol (67505-10-6)

Conditions	Yield
With titanium(IV) isopropylate; 2-hydroperoxy-2-methyl-1-propanol; 4 A molecular sieve at 20℃; for 1h; other reagents: 2,3-dimethyl-3-hydroperoxy-2-butanol, 2-hydroperoxy-2-phenyl-1-ethanol, m-chloroperoxybenzoic acid, NaHCO3, dimethyldioxirane;	A n/a B 91%

ethyl 2-hydroxy-2,2-dimethylethanoate (80-55-7) → 2-Methyl-1,2-propanediol (558-43-0)

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 16h; Inert atmosphere;	86%
With barium copper chromite at 200℃; under 128714 Torr; Hydrogenation;
With copper chromite at 100 - 125℃; under 257428 Torr; Hydrogenation;

methyl 2-hydroxy-2-methylpropionate (2110-78-3) → 2-Methyl-1,2-propanediol (558-43-0)

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 1h;	82.6%
Stage #1: methyl 2-hydroxy-2-methylpropionate With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; Stage #2: With water; sodium hydroxide In tetrahydrofuran	68%
With potassium tert-butylate; hydrogen; [tris(μ-chloro)bis((triphos)ruthenium(II))] chloride In methanol at 100℃; under 30003 Torr; for 13h; Inert atmosphere; Autoclave;	90.4 %Chromat.
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 12.3333h;

α-methyl-α-((1-tert-butoxy-2-methyl-2,3-epoxypropyl)oxy)-β-propiolactone (67872-66-6) → 2-methylglycidol (872-30-0) + 2-Methyl-1,2-propanediol (558-43-0) + 2-methyl-2-tert-butoxypropane-1,3-diol (89346-46-3)

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether for 9h; mol ratio 1:3;	A 10.7% B 33.4% C 55.9%

ethyl 2-hydroxyacetate (623-50-7) + methylmagnesium chloride (676-58-4) → 2-Methyl-1,2-propanediol (558-43-0)

Conditions	Yield
In tetrahydrofuran at 0℃;	53%

2-methyl-1,2-epoxypropane (558-30-5) → 2-Methyl-1,2-propanediol (558-43-0)

Conditions	Yield
With sodium perchlorate; water at 35℃; Rate constant; ionic strength: 2.0; kinetic isotope effect;
With sulfuric acid at 90℃;
With sulfuric acid; water
With phosphoric acid In water at 20℃;
With water-d2; hydrogen chloride

1,2-dichloro-2-methylpropane (594-37-6) → 2-Methyl-1,2-propanediol (558-43-0)

Conditions	Yield
With sodium hydrogencarbonate at 195℃; under 37510.9 Torr;

ethanol (64-17-5) + 2-chloro-2-methyl-1-propanol (558-38-3) → 2-Methyl-1,2-propanediol (558-43-0) + isobutyraldehyde (78-84-2)

Conditions	Yield
at 25℃; Geschwindigkeit.Hydrolysis;

1,2-dibromo-2-methyl-propane (594-34-3) → 2-Methyl-1,2-propanediol (558-43-0)

Conditions	Yield
With water; barium carbonate at 50℃;
With water; potassium carbonate
With water; lead(II) oxide at 50℃;
With potassium carbonate

2-bromo-2-methylpropanal (13206-46-7) → 2-Methyl-1,2-propanediol (558-43-0) + 2-methyllactic acid (594-61-6)

Conditions	Yield
With sodium hydroxide

methanol (67-56-1) + acetone (67-64-1) → 2-Methyl-1,2-propanediol (558-43-0)

Conditions	Yield
Belichtung;

methanol (67-56-1) + acetone (67-64-1) → 2-Methyl-1,2-propanediol (558-43-0) + ethylene glycol (107-21-1) + isopropyl alcohol (67-63-0)

Conditions	Yield
Irradiation;

isobutene (115-11-7) → 2-Methyl-1,2-propanediol (558-43-0)

Conditions	Yield
With water; benzene at 150℃; in Gegenwart von Mangan(II)-propionat;
With osmium(VIII) oxide; dihydrogen peroxide; tert-butyl alcohol at 0℃;
With chamaeleon

furan-2,3,5(4H)-trione pyridine (1:1) + 2-hydroxy-2-methylpropanal (20818-81-9) → 2-Methyl-1,2-propanediol (558-43-0) + 2-methyllactic acid (594-61-6)

2-hydroxy-2-methylpropanal (20818-81-9) → 2-Methyl-1,2-propanediol (558-43-0)

Conditions	Yield
With alkaline solution

2-hydroxy-2-methylpropanal (20818-81-9) → 2-Methyl-1,2-propanediol (558-43-0) + 2-methyllactic acid (594-61-6)

Conditions	Yield
With sodium hydroxide

Sucrose (57-50-1) → 2-Methyl-1,2-propanediol (558-43-0)

Conditions	Yield
bei der Vergaerung mit Weinhefe;
bei der Vergaerung mit Bierhefe;

methanol (67-56-1) + 2-chloroisobutyraldehyde (917-93-1) → 2-Methyl-1,2-propanediol (558-43-0)

Conditions	Yield
(i) Mg, (ii) /BRN= 1737617/, ether; Multistep reaction;

2-methyl-1,2-epoxypropane (558-30-5) → isobutyraldehyde isobutylene glycol acetal (618-43-9) + 2-Methyl-1,2-propanediol (558-43-0) + isobutyraldehyde (78-84-2)

Conditions	Yield
With sodium perchlorate; water at 25℃; for 1440h; Product distribution; Mechanism; pH=8.4; ionic strength: 4.1; other pH's and ionic strengths;

3,3-dimethyl-1,2-dioxetane (32315-88-1) → 2-Methyl-1,2-propanediol (558-43-0) + acetone (67-64-1)

Conditions	Yield
With cyclohexa-1,4-diene; oxygen at 50℃; for 5h; Product distribution; Mechanism; other multimethyl 1,2-dioxethanes, other solvent, var. initial dioxethane concentration, life time estimations of 1,4-dioxybutane biradicals;

1-bromo-2-methylpropane-2-ol (38254-49-8) → 2-Methyl-1,2-propanediol (558-43-0)

Conditions	Yield
With base

1-<(Trimethylsilyl)oxy>-2-methyl-2-propanol (128733-18-6) → 2-Methyl-1,2-propanediol (558-43-0)

Conditions	Yield
With hydrogenchloride

2-β-D-glucopyranosyloxy-2-methylpropanol → 2-Methyl-1,2-propanediol (558-43-0) + D-glucose (50-99-7)

Conditions	Yield
With β-glucuronidase In water Ambient temperature;

3-hydroxy-2-methyl-1-propene (513-42-8) → 2-Methyl-1,2-propanediol (558-43-0) + 2-methyl-1.3-propanediol (2163-42-0)

Conditions	Yield
With 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; sodium acetate Product distribution; 1.) THF, 25 deg C, 6 h, 2.) room temp.;	A 0.5 % Chromat. B 99.5 % Chromat.

3-hydroxy-2-methyl-1-propene (513-42-8) → 2-Methyl-1,2-propanediol (558-43-0) + isobutyraldehyde (78-84-2)

Conditions	Yield
With sulfuric acid; chloroamine-T at 25℃; Rate constant; Mechanism; var. temp.;

β-hydroxy(methyl)propylperoxy radical (68860-47-9) → 2-Methyl-1,2-propanediol (558-43-0) + C4H9O2 + 2-hydroxy-2-methylpropanal (20818-81-9)

Conditions	Yield
at 32.9℃; Kinetics; other temperatures;

2-methyl-1,2-epoxypropane (558-30-5) + sulfuric acid (7664-93-9) + water (7732-18-5) → 2-Methyl-1,2-propanediol (558-43-0)

2-Methyl-1,2-propanediol (558-43-0) + methacrylic acid methyl ester (80-62-6) → 2,2-dimethyl-2-hydroxyethyl methacrylate (345896-14-2)

Conditions	Yield
With 1,1,1-trioctyl-1-methylphosphonium methylcarbonate; 4,4'-di-tert-butylbiphenyl at 25℃; for 1h; Temperature; Schlenk technique; Molecular sieve;	98%
With TEMPOL; magnesium ethylate at 100 - 130℃; for 8h; Time; Reagent/catalyst;	87.1%
Stage #1: 2-Methyl-1,2-propanediol With zinc(II) acetylacetonate In hexane at 76 - 102℃; Stage #2: methacrylic acid methyl ester With TEMPOL In methanol at 105 - 108℃; for 8h; Reagent/catalyst; Temperature;

2-Methyl-1,2-propanediol (558-43-0) + methacrylic acid methyl ester (80-62-6) → 2,2-dimethyl-2-hydroxyethyl methacrylate (345896-14-2) + 2-methylpropane-1,2-diyl bis(2-methylacrylate)

Conditions	Yield
With TEMPOL; zinc(II) acetylacetonate In hexane at 100 - 130℃; for 12h;	A 92.2% B 5.6%
With 4,4'-di-tert-butylbiphenyl; tetramethylammonium methyl carbonate at 50℃; for 24h; Temperature; Schlenk technique; Molecular sieve;	A 10% B 90%

2-Methyl-1,2-propanediol (558-43-0) + p-toluenesulfonyl chloride (98-59-9) → 2-hydroxy-2-methylpropyl 4-methylbenzenesulfonate (88476-50-0)

Conditions	Yield
With pyridine at 0 - 20℃; for 16h; Inert atmosphere;	90%
With pyridine at 10 - 20℃; for 1h;	82%
With dmap; triethylamine In dichloromethane for 16h;	67.9%

tert-butyl (1-phenylprop-2-yn-1-yl) carbonate + 2-Methyl-1,2-propanediol (558-43-0) → (R)-2-methyl-1-((1-phenylprop-2-yn-1-yl)oxy)propan-2-ol

Conditions

Yield

Stage #1: tert-butyl (1-phenylprop-2-yn-1-yl) carbonate With 2,6-bis[(4S)-4-methyl-4,5-dihydrooxazol-2-yl]pyridine; tetrakis(acetonitrile)copper(I)tetrafluoroborate In tetrahydrofuran at 20℃; for 0.166667h; Sealed tube; Stage #2: 2-Methyl-1,2-propanediol With triethylamine; 10-hydroxy-4a,10a-dihydrobenzo[b][1,4]benzoxaborinine In tetrahydrofuran at -20℃; for 24h; Sealed tube; enantioselective reaction;

90%

2-Methyl-1,2-propanediol (558-43-0) + benzaldehyde (100-52-7) → (S)-4,4-dimethyl-2-phenyl-1,3-dioxolane

Conditions	Yield
With C80H73NO6P2 In toluene at 20℃; for 48h; Molecular sieve; enantioselective reaction;	89%

2-Methyl-1,2-propanediol (558-43-0) + C20H25FN4O → N-[(3E)-2-butyl-5-tert-butyl-1-methyl-1,2-dihydro-3H-pyrazol-3-ylidene]-5-cyano-2-(2-hydroxy-2-methylpropoxy)benzamide

Conditions	Yield
Stage #1: 2-Methyl-1,2-propanediol With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.333333h; Stage #2: C20H25FN4O In tetrahydrofuran at 20℃; for 3h;	87%

2-Methyl-1,2-propanediol (558-43-0) + 3-Chlorobenzaldehyde (587-04-2) → (S)-2-(3-chlorophenyl)-4,4-dimethyl-1,3-dioxolane

Conditions	Yield
With C80H73NO6P2 In toluene at 50℃; for 96h; Molecular sieve; enantioselective reaction;	85%

2-Methyl-1,2-propanediol (558-43-0) + N-[(3E)-5-tert-butyl-1-methyl-2-pentyl-1,2-dihydro-3H-pyrazol-3-ylidene]-5-cyano-2-fluorobenzamide → N-[(3E)-5-tert-butyl-1-methyl-2-pentyl-1,2-dihydro-3H-pyrazol-3-ylidene]-5-cyano-2-(2-hydroxy-2-methylpropoxy)benzamide

Conditions	Yield
Stage #1: 2-Methyl-1,2-propanediol With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.333333h; Stage #2: N-[(3E)-5-tert-butyl-1-methyl-2-pentyl-1,2-dihydro-3H-pyrazol-3-ylidene]-5-cyano-2-fluorobenzamide In tetrahydrofuran at 20℃; for 3h;	84%

2-Methyl-1,2-propanediol (558-43-0) + tert-butyldimethylsilyl chloride (18162-48-6) → 1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-ol (149357-61-9)

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃;	84%

2-Methyl-1,2-propanediol (558-43-0) + 3,5-dibromobenzaldehyde (56990-02-4) → (S)-2-(3,5-dibromophenyl)-4,4-dimethyl-1,3-dioxolane

Conditions	Yield
With C80H73NO6P2 In toluene at 50℃; for 144h; Molecular sieve; enantioselective reaction;	83%

2-Ethylbutyraldehyde (97-96-1) + 2-Methyl-1,2-propanediol (558-43-0) → (S)-4,4-dimethyl-2-(pentan-3-yl)-1,3-dioxolane

Conditions	Yield
With C80H73NO6P2 In toluene at 20℃; for 240h; Molecular sieve; enantioselective reaction;	82%

2-Methyl-1,2-propanediol (558-43-0) + acryloyl chloride (814-68-6) → 2-methylpropane-1,2-diyldiacrylate

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 12h;	81%

2-Methyl-1,2-propanediol (558-43-0) + 4-chlorobenzaldehyde (104-88-1) → (S)-2-(4-chlorophenyl)-4,4-dimethyl-1,3-dioxolane

Conditions	Yield
With C80H73NO6P2 In toluene at 20℃; for 62h; Molecular sieve; enantioselective reaction;	79%

2-Methyl-1,2-propanediol (558-43-0) + 4-chloro-3-nitro-benzaldehyde (16588-34-4) → (S)-2-(4-chloro-3-nitrophenyl)-4,4-dimethyl-1,3-dioxolane

Conditions	Yield
With C80H73NO6P2 In toluene at 60℃; for 168h; Molecular sieve; enantioselective reaction;	79%

2-Methyl-1,2-propanediol (558-43-0) + N-[(3E)-5-tert-butyl-1-methyl-2-(4,4,4-trifluorobutyl)-1,2-dihydro-3H-pyrazol-3-ylidene]-2-fluoro-5-(trifluoromethyl)benzamide → N-[(3E)-5-tert-butyl-1-methyl-2-(4,4,4-trifluorobutyl)-1,2-dihydro-3H-pyrazol-3-ylidene]-2-(2-hydroxy-2-methylpropoxy)-5-(trifluoromethyl)benzamide

Conditions	Yield
Stage #1: 2-Methyl-1,2-propanediol With potassium tert-butylate In tetrahydrofuran at 0℃; Stage #2: N-[(3E)-5-tert-butyl-1-methyl-2-(4,4,4-trifluorobutyl)-1,2-dihydro-3H-pyrazol-3-ylidene]-2-fluoro-5-(trifluoromethyl)benzamide In tetrahydrofuran for 2h;	78%

2-Methyl-1,2-propanediol (558-43-0) + o-Toluol-boronsaeure-anhydrid → 5,5-dimethyl-2-(2-methylphenyl)-1,3,2-dioxaborolane (80137-73-1)

Conditions	Yield
In toluene equimolar amts. of educts refluxed by stirring; solvent evapd. in vac., distd., elem. anal.;	77%

2-Methyl-1,2-propanediol (558-43-0) + 6-bromo-naphthalene-2-carboxaldehyde (170737-46-9) → (S)-2-(6-bromonaphthalen-2-yl)-4,4-dimethyl-1,3-dioxolane

Conditions	Yield
With C80H73NO6P2 In toluene at 20℃; for 52h; Molecular sieve; enantioselective reaction;	77%

2-Methyl-1,2-propanediol (558-43-0) + pentamethylcyclopentadienyltrioxorhenium → (pentamethylcyclopentadienyl)oxorhenium 2-methyl-propane-1,2-diolate (155677-45-5)

Conditions

Yield

With toluene-4-sulfonic acid; triphenylphosphine In tetrahydrofuran (N2); Re-complex, PPh3, TsOH*H2O and ground molecular sieves are stirred in THF, diol is added and mixt. is stirred at room temp. for 15 h; solvent is removed in vacuo, residue is extd. with hexane and filtered,flash chromy. (Baker silica gel, CHCl3, then acetone), solvent is removed, extn. with pentane, pentane is removed, elem. anal.;

75%

2-Methyl-1,2-propanediol (558-43-0) + N-[(3E)-5-tert-butyl-1-methyl-2-pentyl-1,2-dihydro-3H-pyrazol-3-ylidene]-2-fluoro-5-(trifluoromethyl)benzamide → N-[(3E)-5-tert-butyl-1-methyl-2-pentyl-1,2-dihydro-3H-pyrazol-3-ylidene]-2-(2-hydroxy-2-methylpropoxy)-5-(trifluoromethyl)benzamide

Conditions	Yield
Stage #1: 2-Methyl-1,2-propanediol With potassium tert-butylate In tetrahydrofuran for 0.25h; Stage #2: N-[(3E)-5-tert-butyl-1-methyl-2-pentyl-1,2-dihydro-3H-pyrazol-3-ylidene]-2-fluoro-5-(trifluoromethyl)benzamide In tetrahydrofuran at 20℃; for 16h;	75%

2-Methyl-1,2-propanediol (558-43-0) + 4-fluorobenzaldehyde (459-57-4) → (S)-2-(4-fluorophenyl)-4,4-dimethyl-1,3-dioxolane

Conditions	Yield
With C80H73NO6P2 In toluene at 20℃; for 42h; Molecular sieve; enantioselective reaction;	74%

2-Methyl-1,2-propanediol (558-43-0) + N-[(3E)-5-tert-butyl-1-methyl-2-(tetrahydro-2H-pyran-4-ylmethyl)-1,2-dihydro-3H-pyrazol-3-ylidene]-2-fluoro-5-(trifluoromethyl)benzamide → N-[(3E)-5-tert-butyl-1-methyl-2-(tetrahydro-2H-pyran-4-ylmethyl)-1,2-dihydro-3H-pyrazol-3-ylidene]-2-(2-hydroxy-2-methylpropoxy)-5-(trifluoromethyl)benzamide

Conditions	Yield
Stage #1: 2-Methyl-1,2-propanediol With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.25h; Stage #2: N-[(3E)-5-tert-butyl-1-methyl-2-(tetrahydro-2H-pyran-4-ylmethyl)-1,2-dihydro-3H-pyrazol-3-ylidene]-2-fluoro-5-(trifluoromethyl)benzamide In tetrahydrofuran at 20℃; for 16h;	72%

2-Methyl-1,2-propanediol (558-43-0) + N-[(3E)-5-tert-butyl-1-methyl-2-(tetrahydro-2H-pyran-4-ylmethyl)-1,2-dihydro-3H-pyrazol-3-ylidene]-5-cyano-2-fluorobenzamide (1217421-01-6) → N-[(3E)-5-tert-butyl-1-methyl-2-(tetrahydro-2H-pyran-4-ylmethyl)-1,2-dihydro-3H-pyrazol-3-ylidene]-5-cyano-2-(2-hydroxy-2-methylpropoxy)benzamide

Conditions	Yield
Stage #1: 2-Methyl-1,2-propanediol With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.333333h; Stage #2: N-[(3E)-5-tert-butyl-1-methyl-2-(tetrahydro-2H-pyran-4-ylmethyl)-1,2-dihydro-3H-pyrazol-3-ylidene]-5-cyano-2-fluorobenzamide In tetrahydrofuran at 20℃; for 3h;	72%

2-Methyl-1,2-propanediol (558-43-0) + carbon monoxide (201230-82-2) → 4,4-dimethyl-1,3-dioxolan-2-one (4437-69-8)

Conditions	Yield
With N-chloro-succinimide; (neocuproine)Pd(OAc)2; sodium acetate In acetonitrile at 55℃; under 760.051 Torr; for 24h; Molecular sieve;	72%

3-phenyl-propionaldehyde (104-53-0) + 2-Methyl-1,2-propanediol (558-43-0) → (S)-4,4-dimethyl-2-phenethyl-1,3-dioxolane

Conditions	Yield
With C80H73NO6P2 In toluene at 20℃; for 72h; Molecular sieve; enantioselective reaction;	72%

Upstream product

• 594-37-6 1,2-dichloro-2-methylpropane 
• 64-17-5 ethanol 
• 558-38-3 2-chloro-2-methyl-1-propanol 
• 57-50-1 Sucrose 
• 32315-88-1 3,3-dimethyl-1,2-dioxetane 
• 20818-81-9 2-hydroxy-2-methylpropanal 
• 115-11-7 isobutene 
• 7601-90-3 perchloric acid 
• 513-42-8 3-hydroxy-2-methyl-1-propene 
• 89125-47-3 2-chloro-1-iodo-2-methyl-propane 
• 7732-18-5 water 
• 594-34-3 1,2-dibromo-2-methyl-propane 
• 2110-78-3 methyl 2-hydroxy-2-methylpropionate 
• 4437-69-8 4,4-dimethyl-1,3-dioxolan-2-one 

Downstream Products

• 594-61-6 2-methyllactic acid 
• 78-84-2 isobutyraldehyde 
• 26964-02-3 1,1-Dimethylaethylenmethylphosphit 
• 120050-25-1 1-picryloxy-2-methyl-2-propanol 
• 80137-73-1 5,5-dimethyl-2-(2-methylphenyl)-1,3,2-dioxaborolane 
• 1217403-38-7 N-[(2Z)-3-butyl-5-tert-butyl-1,3,4-thiadiazol-2(3H)-ylidene]-2-(2-hydroxy-2-methylpropoxy)-5-(trifluoromethyl)benzamide 
• 1217403-77-4 N-{(3E)-5-tert-butyl-1-methyl-2-[(2R)-tetrahydrofuran-2-ylmethyl]-1,2-dihydro-3H-pyrazol-3-ylidene}-5-chloro-2-(2-hydroxy-2-methylpropoxy)benzamide 

Relevant articles and documents

Biotransformation of 12C- and 2-13C-labeled methyl tert-butyl ether, ethyl tert-butyl ether, and tert-butyl alcohol in rats: Identification of metabolites in urine by 13C nuclear magnetic resonance and gas chromatography/mass spectrometry

The biotransformation of the fuel oxygenates methyl tert-butyl ether (MTBE) and ethyl tertbutyl ether (ETBE) was studied in rats after inhalation exposure; the biotransformation of the initial metabolite of these ethers, tert-butyl alcohol, was studied after oral gavage. To study ether metabolism, rats were exposed for 6 h to initial concentrations of 2000 ppm of MTBE or ETBE, respectively [2-13C]MTBE and [2-13C]ETBE. Urine was collected for 48 h after the end of the exposure, and urinary metabolites were identified by 13C NMR (13C-labeled ethers) and gas chromatography/mass spectrometry (GC/MS) (12C- and 13C-labeled ethers). To study tert-butyl alcohol metabolism, rats were dosed either with tert-butyl alcohol at natural carbon isotope ratio or with 13C-enriched tert-butyl alcohol (250 mg/kg of body weight), urine was collected, and metabolites were identified by NMR and GC/MS. tert-Butyl alcohol was identified as a minor product of the biotransformation of MTBE and ETBE. In addition, small amounts of a tert- butyl alcohol conjugate, likely a glucuronide, were present in the urine of the treated animals. Moreover, the mass spectra obtained indicate the presence of small amounts of [13C]acetone in the urine of [13C]MTBE and [13C]ETBE-treated rats. 2-Methyl-1,2-propanediol, 2-hydroxyisobutyrate, and another unidentified conjugate of tert-butyl alcohol, most probably a surf ate, were major urinary metabolites of MTBE and ETBE as judged by the intensities of the NMR signals. In [13C]-tert-butyl alcohol-dosed rats, [13C]acetone, tert-butyl alcohol, and its glucuronide represented minor metabolites; as with the ethers, 2-methyl-1,2-propanediol, 2- hydroxyisobutyrate, and the presumed tert-butyl alcohol sulfate were the major metabolites present. In one human individual given 5 mg/kg [13C]- tert-butyl alcohol orally, 2-methyl-1,2-propanediol and 2-hydroxyisobutyrate were major metabolites in urine detected by 13C NMR analysis. Unconjugated tert-butyl alcohol and tert-butyl alcohol glucuronide were present as minor metabolites, and traces of the presumed tert-butyl alcohol sulfate were also present. Our results suggest that tert-butyl alcohol formed from MTBE and ETBE is intensively metabolized by further oxidation reactions. Studies to elucidate mechanisms of toxicity for these ethers to the kidney need to consider potential toxicities induced by these metabolites.

Mo–Catalyzed One-Pot Synthesis of N-Polyheterocycles from Nitroarenes and Glycols with Recycling of the Waste Reduction Byproduct. Substituent-Tuned Photophysical Properties

A catalytic domino reduction–imine formation–intramolecular cyclization–oxidation for the general synthesis of a wide variety of biologically relevant N-polyheterocycles, such as quinoxaline- and quinoline-fused derivatives, and phenanthridines, is reported. A simple, easily available, and environmentally friendly dioxomolybdenum(VI) complex has proven to be a highly efficient and versatile catalyst for transforming a broad range of starting nitroarenes involving several redox processes. Not only is this a sustainable, step-economical as well as air- and moisture-tolerant method, but also it is worth highlighting that the waste byproduct generated in the first step of the sequence is recycled and incorporated in the final target molecule, improving the overall synthetic efficiency. Moreover, selected indoloquinoxalines have been photophysically characterized in cyclohexane and toluene with exceptional fluorescence quantum yields above 0.7 for the alkyl derivatives.

KIF18A INHIBITORS

Compounds of formula (I): (I), as defined herein, and synthetic intermediates thereof, which are capable of modulating KIF18A protein thereby influencing the process of cell cycle and cell proliferation to treat cancer and cancer-related diseases. The invention also includes pharmaceutical compositions, including the compounds, and methods of treating disease states related to the activity of KIF18A.

A Highly Regioselective Palladium-Catalyzed O,S Rearrangement of Cyclic Thiocarbonates

This work describes an operationally simple catalytic synthesis of cyclic S-thiocarbonates with predictable regioselectivity in good yields. The reaction utilizes substrates derived from ubiquitous 1,2-diols in an atom economical intramolecular rearrangement, catalysed by an inexpensive and simple catalyst–ligand system. A crystal structure is presented that clearly confirms the regioselectivity of the reaction.