557-93-7

Basic information

• Product Name: 2-BROMOPROPENE
• Synonyms: 1-propene,2-bromo-;2-Brom-1-propen;2-bromo-1-propen;2-bromo-prop-1-ene;2-bromo-propen;2-Bromopropylene;3-bromopropyleneallylbromide;alpha-Methylvinyl bromide
• CAS NO: 557-93-7
• Molecular Formula: C₃H₅Br
• Molecular Weight: 120.98
• EINECS: 209-185-4
• Product Categories: NULL
• Mol File: 557-93-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: -87°C
• Boiling Point: 47-49 °C(lit.)
• Flash Point: 40 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.362 g/mL at 25 °C(lit.)
• Vapor Pressure: 5.05 psi ( 20 °C)
• Refractive Index: n20/D 1.4436(lit.)
• Storage Temp.: −20°C
• Water Solubility: Immiscible with water.
• Sensitive: Light Sensitive
• Stability: Stable. Highly flammable. Incompatible with strong oxidizing agents, strong bases.
• BRN: 1731926
• CAS DataBase Reference: 2-BROMOPROPENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMOPROPENE(557-93-7)
• EPA Substance Registry System: 2-BROMOPROPENE(557-93-7)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 23-26-36-37/39-16
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• RTECS: UC7085000
• F: 8-10
• TSCA: Yes
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 557-93-7(Hazardous Substances Data)

Usage

Chemical Properties

light yellow-green liquid

Uses

2-Bromopropene is used as a solvent and as an intermediate for organic synthesis. It is also used as a fumigant. Further, it reacts with nonanal to prepare 2-methyl-undec-1-en-3-ol using chromium(II) chloride as a reagent. It is utilized as a refrigerant used in organic synthesis.

InChI:InChI=1/C3H5Br/c1-3(2)4/h1H2,2H3

Synthetic route

2,3-dibromo-2-methylpropanoic acid (33673-74-4, 100304-89-0, 100304-94-7) → 2-bromoprop-1-ene (557-93-7)

Conditions	Yield
With picoline at 80℃;	77%

acetone hydrazone (5281-20-9) + acetone (67-64-1) → 2-bromoprop-1-ene (557-93-7)

Conditions	Yield
Stage #1: acetone With magnesium sulfate; hydrazine hydrate In methanol at 20℃; Stage #2: acetone hydrazone With pyridine; N-Bromosuccinimide In dichloromethane at -10 - 0℃;	74%

pyridine (110-86-1) + 2,3-dibromo-2-methylpropanoic acid (33673-74-4, 100304-89-0, 100304-94-7) → 2-bromoprop-1-ene (557-93-7)

ethanol (64-17-5) + 1,2-Dibromopropane (78-75-1) + sodium phenoxide (139-02-6) → (Z)-1-propenyl bromide (590-13-6) + trans-2-propenyl bromide (590-15-8) + 2-bromoprop-1-ene (557-93-7)

1,2-Dibromopropane (78-75-1) + sodium phenoxide (139-02-6) → 1-bromo-1-propene (590-14-7) + 2-bromoprop-1-ene (557-93-7)

1,2-Dibromopropane (78-75-1) → 1-bromo-1-propene (590-14-7) + 2-bromoprop-1-ene (557-93-7)

Conditions	Yield
With potassium carbonate
With sodium phenoxide
With sodium phenoxide
With sodium ethanolate

2,2-dibromopropane (594-16-1) → 2-bromoprop-1-ene (557-93-7)

Conditions	Yield
With sodium ethanolate at 100℃;
With potassium carbonate

1,4-dibromo-butane (110-52-1) + 1,2-propanediene (463-49-0) → 2-bromoprop-1-ene (557-93-7) + allyl bromide (106-95-6)

Conditions	Yield
With water; hydrogen; oxygen at 37℃; under 150 Torr; Product distribution; Irradiation; variation of system composition and initial pressure;

1,4-dibromo-butane (110-52-1) + 2-propenyl cation (50457-57-3) → 2-bromoprop-1-ene (557-93-7) + bromolanium (22211-90-1)

Conditions	Yield
Mechanism; Irradiation;

1,4-dibromo-butane (110-52-1) + prop-1-yne (74-99-7) → 2-bromoprop-1-ene (557-93-7) + allyl bromide (106-95-6)

Conditions	Yield
With water; hydrogen; oxygen at 37℃; under 150 Torr; Product distribution; Irradiation; variation of system composition and initial pressure;

hydrogen bromide (10035-10-6, 12258-64-9) + prop-1-yne (74-99-7) → 2,2-dibromopropane (594-16-1) + 2-bromoprop-1-ene (557-93-7)

2.3-dibromo-isobutyric acid → 2-bromoprop-1-ene (557-93-7)

Conditions	Yield
With pyridine

2-bromo-1-chloropropane (3017-95-6, 127054-44-8, 130232-86-9) + alcoholic potash → hydrogenchloride (7647-01-0) + 2-bromoprop-1-ene (557-93-7)

ethanol (64-17-5) + 1,2-Dibromopropane (78-75-1) + sodium phenoxide (139-02-6) → 1-bromo-1-propene (590-14-7) + 2-bromoprop-1-ene (557-93-7) + (prop-1-enyloxy)benzene (4696-23-5, 4696-24-6, 27318-96-3) + 2-phenoxy-propene-(1)

Conditions	Yield
Produkt 5: 2-Brom-1-phenoxy-propan; Produkt 6: 1.2-Diphenoxy-propan; Produkt 7: 1-Brom-2-phenoxy-propan;

2,2-dibromopropane (594-16-1) + alcoholic potash → 2-bromoprop-1-ene (557-93-7) + hydrogen bromide (10035-10-6, 12258-64-9)

2,2-dibromopropane (594-16-1) + alcoholic potassium acetate → 2-bromoprop-1-ene (557-93-7) + hydrogen bromide (10035-10-6, 12258-64-9)

2-bromo-2-methylpropanamide (7462-74-0) + bromine (7726-95-6) + alkali → 2,2-dibromopropane (594-16-1) + 2-bromoprop-1-ene (557-93-7) + acetone (67-64-1)

prop-1-yne (74-99-7) → 2-bromoprop-1-ene (557-93-7) + CH3CBr2CH3

Conditions	Yield
With hydrogen bromide

2-bromo-1-chloropropane (3017-95-6, 127054-44-8, 130232-86-9) → 2-bromoprop-1-ene (557-93-7) + HCl

Conditions	Yield
at 209.9℃; Equilibrium constant; other temperature;

2-bromo-2-chloropropane (2310-98-7) → 2-bromoprop-1-ene (557-93-7) + HCl

Conditions	Yield
at 209.9℃; Equilibrium constant;

1,2-Dibromopropane (78-75-1) + sodium diethylmalonate (996-82-7) → 1-bromo-1-propene (590-14-7) + 2-bromoprop-1-ene (557-93-7) + 2-methyl-cyclopropane-dicarboxylic acid-(1.1)-diethyl ester + symm. ethanetetracarboxylic acid tetraethyl ester

1,2-Dibromopropane (78-75-1) → propene (187737-37-7) + 2-bromoprop-1-ene (557-93-7)

Conditions	Yield
With magnesium at 600℃; under 0.01 - 0.1 Torr; Title compound not separated from byproducts.;	A 77 % Spectr. B 12 % Spectr.

1,2-Dibromopropane (78-75-1) → propylene glycol (57-55-6) + propene (187737-37-7) + 1-bromo-1-propene (590-14-7) + 2-bromoprop-1-ene (557-93-7) + propionaldehyde (123-38-6) + acetone (67-64-1) + methyloxirane (75-56-9, 16033-71-9)

Conditions	Yield
With metal oxide; water at 150℃; under 5931.67 Torr; for 1h;

2-bromoprop-1-ene (557-93-7) + butanedial (638-37-9) → 2,7-dimethylocta-1,7-diene-3,6-diol (26947-10-4)

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With magnesium In tetrahydrofuran at 40℃; for 2h; Inert atmosphere; Stage #2: butanedial In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;	100%
(i) Mg, (ii) /BRN= 1735656/; Multistep reaction;

2-bromoprop-1-ene (557-93-7) + 6-[[tris(1-methylethyl)silyl]oxy]-1,8-diphenyloctan-3-one (1257308-98-7) → 2-methyl-6-[[tris(1-methylethyl)silyl]oxy]-8-phenyl-3-(2-phenylethyl)-oct-1-en-3-ol (1257309-31-1)

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With tert.-butyl lithium In diethyl ether; pentane for 0.75h; Stage #2: 6-[[tris(1-methylethyl)silyl]oxy]-1,8-diphenyloctan-3-one In diethyl ether; pentane for 0.25h; Stage #3: With water; ammonium chloride In diethyl ether; pentane	100%

2-bromoprop-1-ene (557-93-7) + N-tosyl-4-piperidone (33439-27-9) → C15H21NO3S (1609974-95-9)

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With tert.-butyl lithium In diethyl ether at -78 - 20℃; for 0.183333h; Inert atmosphere; Stage #2: N-tosyl-4-piperidone In diethyl ether at -78℃; Inert atmosphere;	100%

2-bromoprop-1-ene (557-93-7) + 24-methyl-5β-cholan-24-one (14949-16-7) → C28H48O (1609975-02-1)

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With tert.-butyl lithium In tetrahydrofuran at -78 - 20℃; for 0.183333h; Inert atmosphere; Stage #2: 24-methyl-5β-cholan-24-one In tetrahydrofuran at -78℃; Inert atmosphere;	100%

2-bromoprop-1-ene (557-93-7) + (4Z,8E)-4-fluoro-8-methyl-13-phenyltrideca-4,8-dien-12-ynal (316791-67-0) → (6Z,10E)-6-fluoro-2,10-dimethyl-15-phenylpentadeca-1,6,10-trien-14-yn-3-ol (316791-68-1)

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With magnesium In tetrahydrofuran Stage #2: (4Z,8E)-4-fluoro-8-methyl-13-phenyltrideca-4,8-dien-12-ynal In tetrahydrofuran at 0℃; for 0.5h; Further stages.;	99%

2-bromoprop-1-ene (557-93-7) + (R)-benzyl glycidol (14618-80-5) → (2R)-1-(benzyloxy)-4-methyl-4-penten-2-ol (604775-07-7)

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With magnesium In tetrahydrofuran for 2h; Stage #2: (R)-benzyl glycidol With copper(l) iodide In tetrahydrofuran at -35℃; for 1h;	99%
Stage #1: 2-bromoprop-1-ene With iodine; magnesium In tetrahydrofuran Stage #2: (R)-benzyl glycidol With copper(l) iodide In tetrahydrofuran at -35℃; for 1h; Further stages.;	99%

2-bromoprop-1-ene (557-93-7) + 1-(carboxymethoxy)cyclopentadiene (25662-28-6) → 2-isopropenyl-cyclopentanecarboxylic acid methyl ester (908125-67-7)

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With magnesium; iodine In tetrahydrofuran at 20℃; Stage #2: 1-(carboxymethoxy)cyclopentadiene; copper(l) iodide In tetrahydrofuran at -15℃; for 1h;	99%

2-bromoprop-1-ene (557-93-7) + 1-ethynyl-2-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)benzene (1449427-53-5) → (E)-1-((cinnamyloxy)methyl)-2-(3-methylbut-3-en-1-yn-1-yl)benzene

Conditions	Yield
Stage #1: 2-bromoprop-1-ene; 1-ethynyl-2-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)benzene With bis-triphenylphosphine-palladium(II) chloride In triethylamine at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: With copper(l) iodide In triethylamine at 60℃; for 15h; Inert atmosphere;	99%

2-bromoprop-1-ene (557-93-7) + dimethyl 2-(2-iodoethyl)-6-(prop-1-en-2-yl)dihydro-2H-pyran-3,3(4H)-dicarboxylate → dimethyl 2-(3-methylbut-3-en-1-yl)-6-(prop-1-en-2-yl)dihydro-2H-pyran-3,3(4H)-dicarboxylate

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With tert.-butyl lithium In diethyl ether; pentane at -78 - 20℃; for 1.5h; Inert atmosphere; Stage #2: With copper(l) iodide In diethyl ether; pentane at -78 - -45℃; for 1h; Inert atmosphere; Stage #3: dimethyl 2-(2-iodoethyl)-6-(prop-1-en-2-yl)dihydro-2H-pyran-3,3(4H)-dicarboxylate In diethyl ether; pentane at -78 - 0℃; for 0.5h; Inert atmosphere;	99%

2-bromoprop-1-ene (557-93-7) + methyl 4-formylbenzoate (1571-08-0) → 4-butyrylbenzoic acid methyl ester (71616-83-6)

Conditions	Yield
With acetylacetonatodicarbonylrhodium(l); potassium formate; potassium carbonate; triphenylphosphine In 1,2-dimethoxyethane at 130℃; for 16h; Inert atmosphere; Sealed tube;	99%

2-bromoprop-1-ene (557-93-7) + (1R,2R,3R,5S)-2,6,6-Trimethyl-bicyclo[3.1.1]heptane-3-carboxylic acid methyl ester → 2,4-Dimethyl-3-((1R,2R,3R,5S)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-penta-1,4-dien-3-ol

Conditions	Yield
With lithium In tetrahydrofuran at 45 - 50℃; for 2.5h; ultrasonication;	98%

2-bromoprop-1-ene (557-93-7) + 2-allylcyclohexan-1-one (94-66-6) → cis-1-isopropenyl-2-(prop-2-enyl)cyclohexanol

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With tert.-butyl lithium In diethyl ether; pentane at -78℃; for 0.25h; Stage #2: 2-allylcyclohexan-1-one In diethyl ether; pentane at -78℃; for 4h;	98%

3-cyano-1H-indole (5457-28-3) + 2-bromoprop-1-ene (557-93-7) → 1-(prop-1-en-2-yl)-1H-indole-3-carbonitrile (1301751-04-1)

Conditions	Yield
With potassium phosphate; copper(l) iodide; ethylenediamine In 1,4-dioxane at 110℃;	98%
With potassium phosphate; copper(l) iodide; ethylenediamine In 1,4-dioxane at 110℃; for 24h;	98%

2-bromoprop-1-ene (557-93-7) + (R)-2-(2-(2-methoxy-4-methylphenyl)-5-methylhex-5-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1394171-13-1) → (R)-2-methoxy-4-methyl-1-(2,3,6-trimethylhepta-1,6-dien-3-yl)benzene (1394171-15-3)

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With tert.-butyl lithium In tetrahydrofuran at -78℃; for 0.5h; UneV-irradiation; Stage #2: (R)-2-(2-(2-methoxy-4-methylphenyl)-5-methylhex-5-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran at -78 - -40℃; for 2h; Inert atmosphere; Stage #3: With iodine In tetrahydrofuran; methanol at -78 - 0℃; for 1h;	98%

2-bromoprop-1-ene (557-93-7) + tert-Butyl-{2-[(1R,2R,5S,8aS)-5-(3-iodo-propyl)-1,2,5-trimethyl-1,2,3,5,6,7,8,8a-octahydro-naphthalen-1-yl]-ethoxy}-diphenyl-silane (199525-29-6) → (1S,4aS,5R,6R)-(-)-1,2,3,4,4a,5,6,7-octahydro-5-[2-(t-butyldiphenylsiloxy)ethyl]-1-(4-methyl-4-pentenyl)-1,5,6-trimethylnaphthalene (199525-15-0)

Conditions

Yield

Stage #1: 2-bromoprop-1-ene With tert.-butyl lithium In diethyl ether; pentane at -78 - 23℃; for 1.5h; Metallation; Stage #2: With copper(l) iodide In diethyl ether; pentane at -78 - -40℃; for 1h; transmetallation; Stage #3: tert-Butyl-{2-[(1R,2R,5S,8aS)-5-(3-iodo-propyl)-1,2,5-trimethyl-1,2,3,5,6,7,8,8a-octahydro-naphthalen-1-yl]-ethoxy}-diphenyl-silane In diethyl ether; pentane at -78 - 0℃; for 0.5h; Substitution;

97%

2-bromoprop-1-ene (557-93-7) + 10-iodo-1-decene (131034-47-4) → 2-methyl-1,11-dodecadiene (34386-65-7)

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With magnesium In tetrahydrofuran for 8h; Heating; Stage #2: 10-iodo-1-decene With copper(l) iodide In tetrahydrofuran at -78 - 20℃;	97%

2-bromoprop-1-ene (557-93-7) + S-methyl-S-phenylsulfoximine (4381-25-3) → S-methyl-N-(propen-2-yl)-S-phenylsulfoximine

Conditions	Yield
With potassium carbonate; N,N`-dimethylethylenediamine; copper(l) iodide In toluene at 110℃; for 24h;	97%
With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene for 24h; Heating;

2-bromoprop-1-ene (557-93-7) + C27H39BO2Si → tert-butyl(4-methylpent-4-enyloxy)diphenylsilane (152549-43-4)

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With potassium phosphate; N,N-diisopropyl 2-dicyclohexylphosphino-4-(2',6'-dimethylphenyl)benzamide; palladium diacetate In tetrahydrofuran; water at 20℃; for 0.0833333h; Suzuki-Miyaura Coupling; Inert atmosphere; Stage #2: C27H39BO2Si In tetrahydrofuran; water at 20℃; for 1.5h; Reagent/catalyst; Solvent; Time; Suzuki-Miyaura Coupling; Inert atmosphere;	97%

2-bromoprop-1-ene (557-93-7) + 2,2-dimethyl-6-(trimethylsilyl) hex-5-ynal → 2,4,4-trimethyl-8-(trimethylsilyl)oct-1-en-7-yn-3-ol

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With tert.-butyl lithium In diethyl ether; pentane at -78 - 0℃; for 1h; Inert atmosphere; Stage #2: 2,2-dimethyl-6-trimethylsilanyl-hex-5-ynal In diethyl ether at -78℃; for 0.5h; Inert atmosphere;	97%

2-bromoprop-1-ene (557-93-7) + 3-Cyclohexene-1-carboxaldehyde (100-50-5) → 4-(1'-hydroxy-2'-methylprop-2-enyl)cyclohexene (139021-69-5)

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With lithium In diethyl ether at -30 - 20℃; for 1.75h; Inert atmosphere; Stage #2: 3-Cyclohexene-1-carboxaldehyde In diethyl ether at -30 - 20℃; for 1.75h; Inert atmosphere; Stage #3: With water; ammonium chloride In diethyl ether Cooling with ice;	96%

Decyl-oxiran (2855-19-8) + 2-bromoprop-1-ene (557-93-7) → 2-methyltetradec-1-en-4-ol (1215232-72-6)

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With tert.-butyl lithium In tetrahydrofuran; pentane at -78 - 0℃; for 1.28333h; Inert atmosphere; Stage #2: Decyl-oxiran With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran; pentane at -78 - 20℃; for 2h; Inert atmosphere;	96%

benzo[d][1,3]dioxole-5-carbaldehyde-formyl-d1 (51589-70-9) + 2-bromoprop-1-ene (557-93-7) → 1-(benzo[d][1,3]dioxol-5-yl)-2-methylprop-2-en-1-d-1-ol

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With iodine; magnesium In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: benzo[d][1,3]dioxole-5-carbaldehyde-formyl-d1 In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	96%

piperonal (120-57-0) + 2-bromoprop-1-ene (557-93-7) → (±)-1-(benzo[d][1,3]dioxol-5-yl)-2-methylprop-2-en-1-ol (1398038-85-1)

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With iodine; magnesium In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: piperonal In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	96%

2-bromoprop-1-ene (557-93-7) + N-(p-dimethylaminobenzylidene)-9-aminofluorene (123500-13-0) → C25H24N2

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); sodium hexamethyldisilazane; (2S,3S)-2,3-bis(diphenylphosphino)butane In tetrahydrofuran at 20℃; for 12h; enantioselective reaction;	96%

2-bromoprop-1-ene (557-93-7) + C22H19NO2 → C25H23NO2

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); sodium hexamethyldisilazane; (2S,3S)-2,3-bis(diphenylphosphino)butane In tetrahydrofuran at 20℃; for 12h; enantioselective reaction;	96%

2-bromoprop-1-ene (557-93-7) + (E)-(2S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-4-methylene-non-5-enal (220018-45-1) → (E)-(4S,9R)-9-(tert-Butyl-dimethyl-silanyloxy)-2,4,8-trimethyl-6-methylene-undeca-1,7-dien-3-ol (220018-46-2)

Conditions	Yield
With chromium dichloride; nickel dibromide In N,N-dimethyl-formamide for 48h;	95%

2-bromoprop-1-ene (557-93-7) + 2-methyl-1-tetralone (1590-08-5) → 2-methyl-2-(prop-1-en-2-yl)-1-tetralone

Conditions	Yield
Stage #1: 2-methyl-1-tetralone With lithium hexamethyldisilazane; [Pd(P-tBu3)Br]2 In toluene at 20℃; for 0.0833333h; Stage #2: 2-bromoprop-1-ene In toluene at 80℃; for 24h; Further stages.;	95%

2-bromoprop-1-ene (557-93-7) + C23H34O5 → C26H40O5

Conditions	Yield
Stage #1: 2-bromoprop-1-ene With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.333333h; Stage #2: C23H34O5 In tetrahydrofuran; pentane at -78℃; for 1h;	95%

2-bromoprop-1-ene (557-93-7) + (E)-3-benzyl-1-phenylbut-3-en-1-one oxime → (R)-5-benzyl-5-(2-methylallyl)-3-phenyl-4,5-dihydroisoxazole

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); (R)-N-((S)-(2-(di((3R,5R,7R)-adamantan-1-yl)phosphaneyl)-4,5-dimethoxyphenyl)(phenyl)methyl)-N,2-dimethylpropane-2-sulfinamide; sodium t-butanolate In toluene at 65℃; for 12h; Inert atmosphere; Schlenk technique; enantioselective reaction;	95%

2-bromoprop-1-ene (557-93-7) + N-benzylidene-9H-fluoren-9-amine (81532-35-6) → C23H19N

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); sodium hexamethyldisilazane; (2S,3S)-2,3-bis(diphenylphosphino)butane In tetrahydrofuran at 20℃; for 12h; enantioselective reaction;	95%

Upstream product

• 64-17-5 ethanol 
• 78-75-1 1,2-Dibromopropane 
• 139-02-6 sodium phenoxide 
• 10035-10-6 hydrogen bromide 
• 74-99-7 prop-1-yne 
• 594-16-1 2,2-dibromopropane 
• 7462-74-0 2-bromo-2-methylpropanamide 
• 7726-95-6 bromine 
• 3017-95-6 2-bromo-1-chloropropane 
• 2310-98-7 2-bromo-2-chloropropane 
• 996-82-7 sodium diethylmalonate 
• 5281-20-9 acetone hydrazone 
• 67-64-1 acetone 
• 110-52-1 1,4-dibromo-butane 

Downstream Products

• 67-64-1 acetone 
• 6611-97-8 3-(1-propen-2-yl)cyclohexanone 
• 38552-84-0 1-Isopropenyl-2-cyclohexen-1-ol 
• 38552-78-2 1-Cyclohexenyl-1,2-dimethyl-2-propen-1-ol 
• 38552-79-3 1-Acetyl-2-isopropenylcyclohexan 
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Synthesis of hydroxylated hydrocarbons

Ethylene glycol, other diols, triols, and polyols are made in an efficient manner by reacting dibromides with water in the presence of a metal oxide. An integrated process of dibromide formation, alcohol synthesis, metal oxide regeneration, and bromine recycling is also provided.

The Synthesis and Molecular Structure of Tetra(isopropyl)silane

Tetra(isopropyl)silane has been prepared using literature methods, with the individual steps improved by changes in some of the experimental conditions.The key reagent 2-lithiopropene, which can now be obtained in good yields from 1-methacrylic acid via 1,2-dibromo-1-methylpropionic acid and 2-bromopropene by treatment of the latter with ultrasound-activated lithium metal, was shown to contain mono- and dilithiopropyne.The reaction with chlorotrimethylsilane led to the corresponding silylated derivatives, while with silicon tetrachloride tetra(isopropenyl)silane was obtained, which after purification is easily converted into the title compound by catalytic hydrogenation. - The gas phase molecular structure of 4Si has been determined by electron diffraction.The parameters could be successfully refined for a model of S4 symmetry.Bond distances Si-C, C-C, and C-H as well as bond angles Si-C-C and C-C-H show the steric compression of the four isopropyl substituents.Steric strain is minimized by twists of the methyl groups and the isopropyl groups away from the fully staggered conformations, but also by an increase of two of the C-Si-C angles as compared to the remaining four, which are decreased relative to the tetrahedral standard.The structure differs strongly (mainly in the twist angles) from that of the isoelectronic tetra(isopropyl)phosphonium cation in 4P(1+)(1-), but is very similar to those of tetra(cyclohexyl)silane and of tri(isopropyl)phosphonium isopropylide, where the pyramidal configuration of the ylidic carbon atoms leads to a pseudo homoleptic array of the substituents at phosphorus. - Key Words: Conformational analysis / Electron diffraction / Organosilanes / Silane, tetra(isopropyl)-