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2-BROMOPROPENE, also known as allyl bromide, is a light yellow-green liquid with a variety of applications across different industries. It is an organic compound that serves as a versatile intermediate for organic synthesis and has properties that make it suitable for use as a solvent and a fumigant.

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  • 557-93-7 Structure
  • Basic information

    1. Product Name: 2-BROMOPROPENE
    2. 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
    3. CAS NO:557-93-7
    4. Molecular Formula: C3H5Br
    5. Molecular Weight: 120.98
    6. EINECS: 209-185-4
    7. Product Categories: NULL
    8. Mol File: 557-93-7.mol
  • Chemical Properties

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

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

557-93-7 Usage

Uses

Used in Chemical Synthesis:
2-BROMOPROPENE is used as an intermediate for organic synthesis, particularly in the production of various chemicals and pharmaceuticals. Its reactivity and versatility make it a valuable component in the synthesis of a wide range of compounds.
Used in Solvent Applications:
2-BROMOPROPENE is utilized as a solvent in various chemical processes due to its ability to dissolve a wide range of substances. Its solvent properties are essential in facilitating reactions and improving the efficiency of certain chemical processes.
Used in Fumigation:
As a fumigant, 2-BROMOPROPENE is employed to control pests and protect stored products, such as grains and other agricultural commodities. Its effectiveness in eliminating pests makes it a valuable tool in the agricultural industry.
Used in Fragrance Industry:
2-BROMOPROPENE is used as a reagent in the preparation of 2-methyl-undec-1-en-3-ol, a compound with a strong, floral odor. 2-BROMOPROPENE is used in the fragrance industry to create various scents for perfumes, cosmetics, and other products.
Used in Refrigeration:
In the refrigeration industry, 2-BROMOPROPENE is utilized as a refrigerant in organic synthesis processes. Its properties make it suitable for use in cooling systems, contributing to the efficiency and performance of these systems.

Check Digit Verification of cas no

The CAS Registry Mumber 557-93-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 7 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 557-93:
(5*5)+(4*5)+(3*7)+(2*9)+(1*3)=87
87 % 10 = 7
So 557-93-7 is a valid CAS Registry Number.
InChI:InChI=1/C3H5Br/c1-3(2)4/h1H2,2H3

557-93-7 Well-known Company Product Price

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  • Alfa Aesar

  • (L14229)  2-Bromopropene, 99%, stab.   

  • 557-93-7

  • 5g

  • 437.0CNY

  • Detail
  • Alfa Aesar

  • (L14229)  2-Bromopropene, 99%, stab.   

  • 557-93-7

  • 25g

  • 1620.0CNY

  • Detail
  • Alfa Aesar

  • (L14229)  2-Bromopropene, 99%, stab.   

  • 557-93-7

  • 100g

  • 4565.0CNY

  • Detail
  • Aldrich

  • (B78254)  2-Bromopropene  99%

  • 557-93-7

  • B78254-10G

  • 1,042.47CNY

  • Detail
  • Aldrich

  • (B78254)  2-Bromopropene  99%

  • 557-93-7

  • B78254-50G

  • 4,006.08CNY

  • Detail

557-93-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-BROMOPROPENE

1.2 Other means of identification

Product number -
Other names 2-bromoprop-1-ene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:557-93-7 SDS

557-93-7Synthetic route

2,3-dibromo-2-methylpropanoic acid
33673-74-4, 100304-89-0, 100304-94-7

2,3-dibromo-2-methylpropanoic acid

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

Conditions
ConditionsYield
With picoline at 80℃;77%
acetone hydrazone
5281-20-9

acetone hydrazone

acetone
67-64-1

acetone

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

Conditions
ConditionsYield
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

pyridine

2,3-dibromo-2-methylpropanoic acid
33673-74-4, 100304-89-0, 100304-94-7

2,3-dibromo-2-methylpropanoic acid

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

ethanol
64-17-5

ethanol

1,2-Dibromopropane
78-75-1

1,2-Dibromopropane

sodium phenoxide
139-02-6

sodium phenoxide

A

(Z)-1-propenyl bromide
590-13-6

(Z)-1-propenyl bromide

B

trans-2-propenyl bromide
590-15-8

trans-2-propenyl bromide

C

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

1,2-Dibromopropane
78-75-1

1,2-Dibromopropane

sodium phenoxide
139-02-6

sodium phenoxide

A

1-bromo-1-propene
590-14-7

1-bromo-1-propene

B

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

1,2-Dibromopropane
78-75-1

1,2-Dibromopropane

A

1-bromo-1-propene
590-14-7

1-bromo-1-propene

B

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

Conditions
ConditionsYield
With potassium carbonate
With sodium phenoxide
With sodium phenoxide
With sodium ethanolate
2,2-dibromopropane
594-16-1

2,2-dibromopropane

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

Conditions
ConditionsYield
With sodium ethanolate at 100℃;
With potassium carbonate
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

1,2-propanediene
463-49-0

1,2-propanediene

A

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

B

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
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

1,4-dibromo-butane

2-propenyl cation
50457-57-3

2-propenyl cation

A

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

B

bromolanium
22211-90-1

bromolanium

Conditions
ConditionsYield
Mechanism; Irradiation;
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

prop-1-yne
74-99-7

prop-1-yne

A

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

B

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
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

hydrogen bromide

prop-1-yne
74-99-7

prop-1-yne

A

2,2-dibromopropane
594-16-1

2,2-dibromopropane

B

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

2.3-dibromo-isobutyric acid

2.3-dibromo-isobutyric acid

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

Conditions
ConditionsYield
With pyridine
2-bromo-1-chloropropane
3017-95-6, 127054-44-8, 130232-86-9

2-bromo-1-chloropropane

alcoholic potash

alcoholic potash

A

hydrogenchloride
7647-01-0

hydrogenchloride

B

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

ethanol
64-17-5

ethanol

1,2-Dibromopropane
78-75-1

1,2-Dibromopropane

sodium phenoxide
139-02-6

sodium phenoxide

A

1-bromo-1-propene
590-14-7

1-bromo-1-propene

B

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

C

(prop-1-enyloxy)benzene
4696-23-5, 4696-24-6, 27318-96-3

(prop-1-enyloxy)benzene

D

2-phenoxy-propene-(1)

2-phenoxy-propene-(1)

Conditions
ConditionsYield
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

2,2-dibromopropane

alcoholic potash

alcoholic potash

A

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

B

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

2,2-dibromopropane
594-16-1

2,2-dibromopropane

alcoholic potassium acetate

alcoholic potassium acetate

A

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

B

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

2-bromo-2-methylpropanamide
7462-74-0

2-bromo-2-methylpropanamide

bromine
7726-95-6

bromine

alkali

alkali

A

2,2-dibromopropane
594-16-1

2,2-dibromopropane

B

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

C

acetone
67-64-1

acetone

prop-1-yne
74-99-7

prop-1-yne

A

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

B

CH3CBr2CH3

CH3CBr2CH3

Conditions
ConditionsYield
With hydrogen bromide
2-bromo-1-chloropropane
3017-95-6, 127054-44-8, 130232-86-9

2-bromo-1-chloropropane

A

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

B

HCl

HCl

Conditions
ConditionsYield
at 209.9℃; Equilibrium constant; other temperature;
2-bromo-2-chloropropane
2310-98-7

2-bromo-2-chloropropane

A

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

B

HCl

HCl

Conditions
ConditionsYield
at 209.9℃; Equilibrium constant;
1,2-Dibromopropane
78-75-1

1,2-Dibromopropane

sodium diethylmalonate
996-82-7

sodium diethylmalonate

A

1-bromo-1-propene
590-14-7

1-bromo-1-propene

B

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

C

2-methyl-cyclopropane-dicarboxylic acid-(1.1)-diethyl ester

2-methyl-cyclopropane-dicarboxylic acid-(1.1)-diethyl ester

D

symm. ethanetetracarboxylic acid tetraethyl ester

symm. ethanetetracarboxylic acid tetraethyl ester

1,2-Dibromopropane
78-75-1

1,2-Dibromopropane

A

propene
187737-37-7

propene

B

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

Conditions
ConditionsYield
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

1,2-Dibromopropane

A

propylene glycol
57-55-6

propylene glycol

B

propene
187737-37-7

propene

C

1-bromo-1-propene
590-14-7

1-bromo-1-propene

D

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

E

propionaldehyde
123-38-6

propionaldehyde

F

acetone
67-64-1

acetone

G

methyloxirane
75-56-9, 16033-71-9

methyloxirane

Conditions
ConditionsYield
With metal oxide; water at 150℃; under 5931.67 Torr; for 1h;
2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

butanedial
638-37-9

butanedial

2,7-dimethylocta-1,7-diene-3,6-diol
26947-10-4

2,7-dimethylocta-1,7-diene-3,6-diol

Conditions
ConditionsYield
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

2-bromoprop-1-ene

6-[[tris(1-methylethyl)silyl]oxy]-1,8-diphenyloctan-3-one
1257308-98-7

6-[[tris(1-methylethyl)silyl]oxy]-1,8-diphenyloctan-3-one

2-methyl-6-[[tris(1-methylethyl)silyl]oxy]-8-phenyl-3-(2-phenylethyl)-oct-1-en-3-ol
1257309-31-1

2-methyl-6-[[tris(1-methylethyl)silyl]oxy]-8-phenyl-3-(2-phenylethyl)-oct-1-en-3-ol

Conditions
ConditionsYield
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

2-bromoprop-1-ene

N-tosyl-4-piperidone
33439-27-9

N-tosyl-4-piperidone

C15H21NO3S
1609974-95-9

C15H21NO3S

Conditions
ConditionsYield
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

2-bromoprop-1-ene

24-methyl-5β-cholan-24-one
14949-16-7

24-methyl-5β-cholan-24-one

C28H48O
1609975-02-1

C28H48O

Conditions
ConditionsYield
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

2-bromoprop-1-ene

(4Z,8E)-4-fluoro-8-methyl-13-phenyltrideca-4,8-dien-12-ynal
316791-67-0

(4Z,8E)-4-fluoro-8-methyl-13-phenyltrideca-4,8-dien-12-ynal

(6Z,10E)-6-fluoro-2,10-dimethyl-15-phenylpentadeca-1,6,10-trien-14-yn-3-ol
316791-68-1

(6Z,10E)-6-fluoro-2,10-dimethyl-15-phenylpentadeca-1,6,10-trien-14-yn-3-ol

Conditions
ConditionsYield
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

2-bromoprop-1-ene

(R)-benzyl glycidol
14618-80-5

(R)-benzyl glycidol

(2R)-1-(benzyloxy)-4-methyl-4-penten-2-ol
604775-07-7

(2R)-1-(benzyloxy)-4-methyl-4-penten-2-ol

Conditions
ConditionsYield
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

2-bromoprop-1-ene

1-(carboxymethoxy)cyclopentadiene
25662-28-6

1-(carboxymethoxy)cyclopentadiene

2-isopropenyl-cyclopentanecarboxylic acid methyl ester
908125-67-7

2-isopropenyl-cyclopentanecarboxylic acid methyl ester

Conditions
ConditionsYield
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

2-bromoprop-1-ene

1-ethynyl-2-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)benzene
1449427-53-5

1-ethynyl-2-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)benzene

(E)-1-((cinnamyloxy)methyl)-2-(3-methylbut-3-en-1-yn-1-yl)benzene

(E)-1-((cinnamyloxy)methyl)-2-(3-methylbut-3-en-1-yn-1-yl)benzene

Conditions
ConditionsYield
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

2-bromoprop-1-ene

dimethyl 2-(2-iodoethyl)-6-(prop-1-en-2-yl)dihydro-2H-pyran-3,3(4H)-dicarboxylate

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

dimethyl 2-(3-methylbut-3-en-1-yl)-6-(prop-1-en-2-yl)dihydro-2H-pyran-3,3(4H)-dicarboxylate

Conditions
ConditionsYield
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

2-bromoprop-1-ene

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

4-butyrylbenzoic acid methyl ester
71616-83-6

4-butyrylbenzoic acid methyl ester

Conditions
ConditionsYield
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

2-bromoprop-1-ene

(1R,2R,3R,5S)-2,6,6-Trimethyl-bicyclo[3.1.1]heptane-3-carboxylic acid methyl ester

(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

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
ConditionsYield
With lithium In tetrahydrofuran at 45 - 50℃; for 2.5h; ultrasonication;98%
2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

2-allylcyclohexan-1-one
94-66-6

2-allylcyclohexan-1-one

cis-1-isopropenyl-2-(prop-2-enyl)cyclohexanol

cis-1-isopropenyl-2-(prop-2-enyl)cyclohexanol

Conditions
ConditionsYield
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

3-cyano-1H-indole

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

1-(prop-1-en-2-yl)-1H-indole-3-carbonitrile
1301751-04-1

1-(prop-1-en-2-yl)-1H-indole-3-carbonitrile

Conditions
ConditionsYield
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

2-bromoprop-1-ene

(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-(2-(2-methoxy-4-methylphenyl)-5-methylhex-5-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

(R)-2-methoxy-4-methyl-1-(2,3,6-trimethylhepta-1,6-dien-3-yl)benzene
1394171-15-3

(R)-2-methoxy-4-methyl-1-(2,3,6-trimethylhepta-1,6-dien-3-yl)benzene

Conditions
ConditionsYield
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

2-bromoprop-1-ene

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

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

(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

(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

Conditions
ConditionsYield
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

2-bromoprop-1-ene

10-iodo-1-decene
131034-47-4

10-iodo-1-decene

2-methyl-1,11-dodecadiene
34386-65-7

2-methyl-1,11-dodecadiene

Conditions
ConditionsYield
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

2-bromoprop-1-ene

S-methyl-S-phenylsulfoximine
4381-25-3

S-methyl-S-phenylsulfoximine

S-methyl-N-(propen-2-yl)-S-phenylsulfoximine

S-methyl-N-(propen-2-yl)-S-phenylsulfoximine

Conditions
ConditionsYield
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

2-bromoprop-1-ene

C27H39BO2Si

C27H39BO2Si

tert-butyl(4-methylpent-4-enyloxy)diphenylsilane
152549-43-4

tert-butyl(4-methylpent-4-enyloxy)diphenylsilane

Conditions
ConditionsYield
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-bromoprop-1-ene

2,2-dimethyl-6-(trimethylsilyl) hex-5-ynal

2,2-dimethyl-6-(trimethylsilyl) hex-5-ynal

2,4,4-trimethyl-8-(trimethylsilyl)oct-1-en-7-yn-3-ol

2,4,4-trimethyl-8-(trimethylsilyl)oct-1-en-7-yn-3-ol

Conditions
ConditionsYield
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

2-bromoprop-1-ene

3-Cyclohexene-1-carboxaldehyde
100-50-5

3-Cyclohexene-1-carboxaldehyde

4-(1'-hydroxy-2'-methylprop-2-enyl)cyclohexene
139021-69-5

4-(1'-hydroxy-2'-methylprop-2-enyl)cyclohexene

Conditions
ConditionsYield
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

Decyl-oxiran

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

2-methyltetradec-1-en-4-ol
1215232-72-6

2-methyltetradec-1-en-4-ol

Conditions
ConditionsYield
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

benzo[d][1,3]dioxole-5-carbaldehyde-formyl-d1

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

1-(benzo[d][1,3]dioxol-5-yl)-2-methylprop-2-en-1-d-1-ol

1-(benzo[d][1,3]dioxol-5-yl)-2-methylprop-2-en-1-d-1-ol

Conditions
ConditionsYield
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

piperonal

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

(±)-1-(benzo[d][1,3]dioxol-5-yl)-2-methylprop-2-en-1-ol
1398038-85-1

(±)-1-(benzo[d][1,3]dioxol-5-yl)-2-methylprop-2-en-1-ol

Conditions
ConditionsYield
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

2-bromoprop-1-ene

N-(p-dimethylaminobenzylidene)-9-aminofluorene
123500-13-0

N-(p-dimethylaminobenzylidene)-9-aminofluorene

C25H24N2

C25H24N2

Conditions
ConditionsYield
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

2-bromoprop-1-ene

C22H19NO2

C22H19NO2

C25H23NO2

C25H23NO2

Conditions
ConditionsYield
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

2-bromoprop-1-ene

(E)-(2S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-4-methylene-non-5-enal
220018-45-1

(E)-(2S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-4-methylene-non-5-enal

(E)-(4S,9R)-9-(tert-Butyl-dimethyl-silanyloxy)-2,4,8-trimethyl-6-methylene-undeca-1,7-dien-3-ol
220018-46-2

(E)-(4S,9R)-9-(tert-Butyl-dimethyl-silanyloxy)-2,4,8-trimethyl-6-methylene-undeca-1,7-dien-3-ol

Conditions
ConditionsYield
With chromium dichloride; nickel dibromide In N,N-dimethyl-formamide for 48h;95%
2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

2-methyl-1-tetralone
1590-08-5

2-methyl-1-tetralone

2-methyl-2-(prop-1-en-2-yl)-1-tetralone

2-methyl-2-(prop-1-en-2-yl)-1-tetralone

Conditions
ConditionsYield
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

2-bromoprop-1-ene

C23H34O5

C23H34O5

C26H40O5

C26H40O5

Conditions
ConditionsYield
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

2-bromoprop-1-ene

(E)-3-benzyl-1-phenylbut-3-en-1-one oxime

(E)-3-benzyl-1-phenylbut-3-en-1-one oxime

(R)-5-benzyl-5-(2-methylallyl)-3-phenyl-4,5-dihydroisoxazole

(R)-5-benzyl-5-(2-methylallyl)-3-phenyl-4,5-dihydroisoxazole

Conditions
ConditionsYield
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

2-bromoprop-1-ene

N-benzylidene-9H-fluoren-9-amine
81532-35-6

N-benzylidene-9H-fluoren-9-amine

C23H19N

C23H19N

Conditions
ConditionsYield
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%

557-93-7Relevant articles and documents

Method for synthetizing isopropenyl boric acid ester

-

Paragraph 0018, (2016/12/16)

The invention discloses a method for synthetizing isopropenyl boric acid ester. Acetone is used as a raw material and subjected to a reaction with hydrazine hydrate to generate hydrazone, then, isopropenyl halogen is generated at the existence of NXS and organic base and then subjected to a one-pot reaction with metallic lithium and bi(disopropylamine) boron halide, diol and a polymerization inhibitor are added for a backflow reaction to obtain isopropenyl boronic acid ester, and the yield is 65-69%,. The method is easy and convenient to implement, purification is convenient, the yield is high, no ultralow temperature reaction is needed, and the method is suitable for industrial enlarged production.

Synthesis of hydroxylated hydrocarbons

-

Page/Page column 5, (2008/06/13)

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.

Flash vacuum pyrolysis over magnesium. Part 1 - Pyrolysis of benzylic, other aryl/alkyl and aliphatic halides

Aitken, R. Alan,Hodgson, Philip K.G.,Morrison, John J.,Oyewale, Adebayo O.

, p. 402 - 415 (2007/10/03)

Flash vacuum pyrolysis over a bed of freshly sublimed magnesium on glass wool results in efficient coupling of benzyl halides to give the corresponding bibenzyls. Where an ortho halogen substituent is present further dehalogenation gives some dihydroanthracene and anthracene. Efficient coupling is also observed for halomethylnaphthalenes and halodiphenylmethanes while chlorotriphenylmethane gives 4,4′-bis(diphenylmethyl)biphenyl. By using α,α′-dihalo-o-xylenes, benzocyclobutenes are obtained in good yield, while the isomeric α,α′-dihalo-p-xylenes give a range of high thermal stability polymers by polymerisation of the initially formed p-xylylenes. Other haloalkylbenzenes undergo largely dehydrohalogenation where this is possible, in some cases resulting in cyclisation. Deoxygenation is also observed with haloalkyl phenyl ketones to give phenylalkynes as well as other products. With simple alkyl halides there is efficient elimination of HCl or HBr to give alkenes. For aliphatic dihalides this also occurs to give dienes but there is also cyclisation to give cycloalkanes and dehalogenation with hydrogen atom transfer to give alkenes in some cases. For 5-bromopent-1-ene the products are those expected from a radical pathway but for 6-bromohex-1-ene they are clearly not. For 2,2-dichloropropane and 1,1-dichloropropane elimination of HCl occurs but for 1,1-dichlorobutane, -pentane and -hexane partial hydrolysis followed by elimination of HCl gives E, E-, E,Z- and Z,Z- isomers of the dialk-1-enyl ethers and fully assigned 13C NMR data are presented for these. With 6-chlorohex-1-yne and 7-chlorohept-1-yne there is cyclisation to give methylenecycloalkanes and -cycloalkynes. The behaviour of 1,2-dibromocyclohexane and 1,2-dichlorocyclooctane under these conditions is also examined. Various pieces of evidence are presented that suggest that these processes do not involve generation of free gas-phase radicals but rather surface-adsorbed organometallic species.

The Synthesis and Molecular Structure of Tetra(isopropyl)silane

Anderson, David G.,Rankin, David W. H.,Robertson, Heather E.,Frazao, Carlos M. F.,Schmidbaur, Hubert

, p. 2211 - 2218 (2007/10/02)

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)-

GAS-PHASE PROTONATION OF ALLENE AND PROPYNE. REMARKABLY SELECTIVE FORMATION OF 2-PROPENYL IONS.

Fornarini,Speranza,Attina,Cacace,Giacomello

, p. 2498 - 2501 (2007/10/02)

The structure of C//3H//5** plus ions, obtained in the dilute gas state from the protonation of propyne and allene by radiolytically formed H//3** plus and C//nH//5** plus (n equals 1,2) ions, has been investigated in the pressure range from 150 to 760 torr. The C//3H//5** plus ions have been trapped with two gaseous nucleophiles, i. e. , benzene and 1,4-dibromobutane, and their structure has been inferred from the nature of the neutral products isolated. The results, in particular those from the systems containing 1,4-dibromobutane, show that 2-propenyl ions are formed almost exclusively in the kinetically significant step of the protonation from both propyne and allene, a partial isomerization to the allyl structure being observed in the systems containing benzene.

Thermocatalytic Reactions of Bromochloropropanes

Levanova, S. V.,Rodova, R. M.,Tereshkina, T. P.,Zabrodina, T. I.

, p. 1142 - 1146 (2007/10/02)

The thermodynamic characteristics of the disproportionation and dehydrohalogenation reactions of halogenopropanes (1,2- and 2,2-isomers) have been calculated and tested experimentally.The legitimacy of using the incremental method for the calculation of the thermodynamic functions of bromochloropropanes has been demonstrated.An increase of the length of the hydrocarbon group and the geminal positions of the halogen atoms in the molecule greatly reduce the probability of disproportionation reactions.

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