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106-95-6

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106-95-6 Usage

Chemical Description

Allyl bromide is used in the alkylation step to introduce a substituent onto the oxazinone ring.

Chemical Description

Allyl bromide is used in the synthesis of compound 8.

Check Digit Verification of cas no

The CAS Registry Mumber 106-95-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 6 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 106-95:
(5*1)+(4*0)+(3*6)+(2*9)+(1*5)=46
46 % 10 = 6
So 106-95-6 is a valid CAS Registry Number.
InChI:InChI=1/C3H5Br/c1-2-3-4/h2H,1,3H2

106-95-6 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • TCI America

  • (B0643)  Allyl Bromide  >98.0%(GC)

  • 106-95-6

  • 25g

  • 100.00CNY

  • Detail
  • TCI America

  • (B0643)  Allyl Bromide  >98.0%(GC)

  • 106-95-6

  • 500g

  • 395.00CNY

  • Detail
  • Alfa Aesar

  • (A11766)  Allyl bromide, 99%, stab. with 300-1000ppm Propylene oxide   

  • 106-95-6

  • 250g

  • 285.0CNY

  • Detail
  • Alfa Aesar

  • (A11766)  Allyl bromide, 99%, stab. with 300-1000ppm Propylene oxide   

  • 106-95-6

  • 1000g

  • 815.0CNY

  • Detail
  • Aldrich

  • (A29585)  Allylbromide  ReagentPlus®, 99%, contains ≤1000 ppm propylene oxide as stabilizer

  • 106-95-6

  • A29585-5G

  • 374.40CNY

  • Detail
  • Aldrich

  • (A29585)  Allylbromide  ReagentPlus®, 99%, contains ≤1000 ppm propylene oxide as stabilizer

  • 106-95-6

  • A29585-100G

  • 515.97CNY

  • Detail
  • Aldrich

  • (A29585)  Allylbromide  ReagentPlus®, 99%, contains ≤1000 ppm propylene oxide as stabilizer

  • 106-95-6

  • A29585-500G

  • 773.37CNY

  • Detail
  • Aldrich

  • (A29585)  Allylbromide  ReagentPlus®, 99%, contains ≤1000 ppm propylene oxide as stabilizer

  • 106-95-6

  • A29585-1KG

  • 1,102.14CNY

  • Detail
  • Aldrich

  • (337528)  Allylbromide  reagent grade, 97%, contains ≤1000 ppm propylene oxide as stabilizer

  • 106-95-6

  • 337528-250ML

  • 468.00CNY

  • Detail
  • Aldrich

  • (337528)  Allylbromide  reagent grade, 97%, contains ≤1000 ppm propylene oxide as stabilizer

  • 106-95-6

  • 337528-1L

  • 1,404.00CNY

  • Detail

106-95-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Allyl bromide

1.2 Other means of identification

Product number -
Other names 3-Bromo-1-propene

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:106-95-6 SDS

106-95-6Synthetic route

Ru(η5-C5H5)-(η3-C3H5)Br2

Ru(η5-C5H5)-(η3-C3H5)Br2

A

bromodicarbonyl(η5-cyclopentadienyl)ruthenium

bromodicarbonyl(η5-cyclopentadienyl)ruthenium

B

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
With CO In decane (CO); heating (6 h, 140°C), cooling; chromy. (silica gel, ether);A 97%
B n/a
With CO In decane (CO); heating (2 h, 140°C), cooling; chromy. (silica gel, ether);A 48%
B n/a
(η5-C5Me5)RuBr2(η3-allyl)

(η5-C5Me5)RuBr2(η3-allyl)

A

{(η5-C5(CH3)5)Ru(CO)2Br}
90420-05-6

{(η5-C5(CH3)5)Ru(CO)2Br}

B

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
With CO In decane (CO); heating (2 h, 140°C), cooling; chromy. (silica gel, ether);A 96%
B n/a
With CO In decane (CO); heating (2 h, 120°C), cooling; chromy. (silica gel, ether);A 45%
B n/a
With carbon monoxide In diethylene glycol heating in diglime under CO atm.;;A 70-80
B 50-70
Ru(η5-C5H5)-(η3-C3H5)Br2

Ru(η5-C5H5)-(η3-C3H5)Br2

para-xylene
106-42-3

para-xylene

A

(η5-C5H5)Ru(p-xylene)Br

(η5-C5H5)Ru(p-xylene)Br

B

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
(N2); heating (16 h, 140°C), cooling; concn., chromy. (silica gel, MeOH); elem. anal.;A 94%
B n/a
1-amino-2-propene
107-11-9

1-amino-2-propene

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
With para-bromotoluene; oxalic acid at 65℃; for 1.33333h; Temperature; Reflux;93%
propargyl bromide
106-96-7

propargyl bromide

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
With piperazine; hydrogen In ethanol at 80℃; under 4500.45 Torr; for 24h;92%
With piperazine; hydrogen In ethanol at 100℃; under 4500.45 Torr; for 24h; Green chemistry;
With hydrogen In ethanol at 100℃; under 4500.45 Torr; for 24h; chemoselective reaction;89 %Chromat.
With hydrogen In ethanol at 30℃; under 3750.38 Torr; for 2h; chemoselective reaction;
allyl alcohol
107-18-6

allyl alcohol

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
With silica bromide In dichloromethane at 20℃; for 0.0833333h;91%
With Silphos; bromine In acetonitrile for 0.166667h; Heating;84%
With tetradecafluorohexane; phosphorus tribromide In diethyl ether at 20℃; for 12h;75%
1,2,3-tribromopropane
96-11-7

1,2,3-tribromopropane

A

allyl bromide
106-95-6

allyl bromide

B

bromo(hexaethyltriamino)phosphonium bromide

bromo(hexaethyltriamino)phosphonium bromide

Conditions
ConditionsYield
With hexaethylphosphoric triamide In benzene for 24h; Ambient temperature; Yields of byproduct given;A 89.9%
B n/a
6,7-dihydropyrido[3,2,1-ij]quinazoline-1,3 (2H,5H)-dione
369594-22-9

6,7-dihydropyrido[3,2,1-ij]quinazoline-1,3 (2H,5H)-dione

A

2-allyl-6,7-dihydro-5H-pyrido[3,2,1-ij]quinazoline-1,3-dione
1422210-23-8

2-allyl-6,7-dihydro-5H-pyrido[3,2,1-ij]quinazoline-1,3-dione

B

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
A n/a
B 89%
C17H19BrO2Te
76065-47-9

C17H19BrO2Te

A

dibromo-bis-(4-methoxy-phenyl)-λ4-tellane
24727-22-8

dibromo-bis-(4-methoxy-phenyl)-λ4-tellane

B

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
With bromine at 0℃; for 4h;A 80%
B n/a
3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

A

1,2-Dibromopropane
78-75-1

1,2-Dibromopropane

B

1-bromo-2-chloropropane
3017-96-7

1-bromo-2-chloropropane

C

2-bromo-1-chloropropane
3017-95-6, 127054-44-8, 130232-86-9

2-bromo-1-chloropropane

D

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
With hydrogen bromide; ferric(III) bromide In dichloromethane at 25℃; for 0.5h;A 79%
B 16%
C 2%
D 2%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

benzyl bromide
100-39-0

benzyl bromide

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

A

allyl bromide
106-95-6

allyl bromide

B

3-((Z)-2-Benzylsulfanyl-vinyl)-5-(4-methoxy-phenyl)-2,5-dihydro-furan-2-ol
220338-01-2

3-((Z)-2-Benzylsulfanyl-vinyl)-5-(4-methoxy-phenyl)-2,5-dihydro-furan-2-ol

Conditions
ConditionsYield
With samarium; 1,2-Diiodoethane In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide for 27h; Ambient temperature;A 22%
B 63%
bromocyane
506-68-3

bromocyane

allyldiphenyltelluronium bromide
76065-43-5

allyldiphenyltelluronium bromide

A

C13H10BrNTe
76065-55-9

C13H10BrNTe

B

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
at 25℃; for 8h;A 62%
B n/a
allyloxytrimethylsilane
18146-00-4

allyloxytrimethylsilane

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
With Tri-n-butylfluorphosphoniumbromid In dichloromethane at 20℃; for 24h;61%
trans-{Me2Co(11-hydroxy-2,3,9,10-tetramethyl-1,4,8,11-tetraazaundeca-1,3,8,10-tetraen-1-olate)}
105900-07-0

trans-{Me2Co(11-hydroxy-2,3,9,10-tetramethyl-1,4,8,11-tetraazaundeca-1,3,8,10-tetraen-1-olate)}

benzyl bromide
100-39-0

benzyl bromide

A

1,1'-(1,2-ethanediyl)bisbenzene
103-29-7

1,1'-(1,2-ethanediyl)bisbenzene

B

allyl bromide
106-95-6

allyl bromide

C

toluene
108-88-3

toluene

Conditions
ConditionsYield
In [D3]acetonitrile Kinetics; Irradiation (UV/VIS); Degasses condition, 298 K, 33 h;; detected by NMR-spectroscopy;;A 22%
B n/a
C 55%
{EtCobis(dimethylglyoximato)(pyridine)}
25360-57-0

{EtCobis(dimethylglyoximato)(pyridine)}

benzyl bromide
100-39-0

benzyl bromide

A

allyl bromide
106-95-6

allyl bromide

B

toluene
108-88-3

toluene

Conditions
ConditionsYield
In [D3]acetonitrile Kinetics; Irradiation (UV/VIS); Degasses condition, 298 K, 14 h;; detected by NMR-spectroscopy;;A n/a
B 33%
1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
With sodium hydroxide; cetylpyridinium bromide at 130℃; for 2h;20%
With silver(l) oxide
With Hexamethylphosphorous triamide
{MeCobis(dimethylglyoximato)(pyridine)}
23642-14-0

{MeCobis(dimethylglyoximato)(pyridine)}

benzyl bromide
100-39-0

benzyl bromide

A

allyl bromide
106-95-6

allyl bromide

B

toluene
108-88-3

toluene

Conditions
ConditionsYield
In [D3]acetonitrile Kinetics; Irradiation (UV/VIS); Degasses condition, 298 K, 71 h;; detected by NMR-spectroscopy;;A n/a
B 6.4%
N-allyl-N-[2]thienylmethyl-aniline

N-allyl-N-[2]thienylmethyl-aniline

bromocyane
506-68-3

bromocyane

allyl bromide
106-95-6

allyl bromide

propene
187737-37-7

propene

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
With bromine at 300 - 315℃;
With N-Bromosuccinimide; toluene-4-sulfonic acid In tetrahydrofuran at 100℃; for 4h; Inert atmosphere; Schlenk technique;
With bromine at 525℃;
bromocyane
506-68-3

bromocyane

N-allyl-N-benzylaniline
31930-96-8

N-allyl-N-benzylaniline

A

N-benzyl-N-phenylcyanamide
25855-25-8

N-benzyl-N-phenylcyanamide

B

allyl bromide
106-95-6

allyl bromide

3-formyloxy-propene
1838-59-1

3-formyloxy-propene

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
With hydrogen bromide; zinc Darst.;
benzyl bromide
100-39-0

benzyl bromide

allyl alcohol
107-18-6

allyl alcohol

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
With triphenyl phosphite at 140℃;
dibromotriphenoxyphosphorane
39943-76-5

dibromotriphenoxyphosphorane

allyl alcohol
107-18-6

allyl alcohol

allyl bromide
106-95-6

allyl bromide

1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

methane
34557-54-5

methane

vinyl cation
14604-48-9

vinyl cation

A

propene
187737-37-7

propene

B

1,2-propanediene
463-49-0

1,2-propanediene

C

propyl bromide
106-94-5

propyl bromide

D

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
at 100℃; under 60 - 720 Torr; Product distribution; Kinetics; Thermodynamic data; labelled with tritium; -ΔH;
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;
Conditions
ConditionsYield
Mechanism; Irradiation;
allyl radical
1981-80-2, 13932-24-6

allyl radical

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
With bromine under 1 Torr; Rate constant; concentration dependence; reaction of allyl radicals with NO2;
With bromine at 24.9 - 258.9℃; Kinetics; Irradiation; carrier gas, He, the role of resonance stabilization;
allyl iodid
556-56-9

allyl iodid

allyl bromide
106-95-6

allyl bromide

Conditions
ConditionsYield
With pyridine; tributyltin bromide at 50℃; Thermodynamic data; Equilibrium constant; Δ G;20 % Chromat.
With bismuth(III) bromide In 1,2-dichloro-ethane for 1.75h; Heating; Yield given;
8-quinolinol
148-24-3

8-quinolinol

allyl bromide
106-95-6

allyl bromide

8-Allyloxy-chinolin
7652-26-8

8-Allyloxy-chinolin

Conditions
ConditionsYield
With potassium carbonate In acetone for 24h; Heating;100%
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane; water at 25℃; for 4h;84%
With potassium carbonate In ethanol at 70℃; for 10h; regioselective reaction;84%
7-hydroxy-2H-chromen-2-one
93-35-6

7-hydroxy-2H-chromen-2-one

allyl bromide
106-95-6

allyl bromide

7-allyloxycoumarin
31005-03-5

7-allyloxycoumarin

Conditions
ConditionsYield
With potassium carbonate In acetone for 5h; Heating;100%
Stage #1: 7-hydroxy-2H-chromen-2-one With potassium carbonate In acetone at 20℃; for 0.0833333h;
Stage #2: allyl bromide In acetone for 3h; Reflux;
100%
With potassium carbonate In acetone at 70℃; for 12h;98.6%
7-hydroxy-4-methyl-chromen-2-one
90-33-5, 79566-13-5

7-hydroxy-4-methyl-chromen-2-one

allyl bromide
106-95-6

allyl bromide

7-allyloxy-4-methyl-2H-chromen-2-one
3993-57-5

7-allyloxy-4-methyl-2H-chromen-2-one

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃; for 1h; regioselective reaction;100%
With potassium carbonate In acetone for 16h; Reflux;90%
With potassium carbonate In acetone for 12h; Reflux;90%
10H-phenothiazine
92-84-2

10H-phenothiazine

allyl bromide
106-95-6

allyl bromide

10-allylphenothiazine
20962-92-9

10-allylphenothiazine

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In various solvent(s) for 2.5h; Ambient temperature;100%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane for 3h; Product distribution; Ambient temperature; other solvent;90%
87%
With sodium hydroxide; tetrabutylammomium bromide In toluene62%
With copper; sodium carbonate; benzene
cyclohexanone
108-94-1

cyclohexanone

allyl bromide
106-95-6

allyl bromide

1-allyl-1-cyclohexanol
1123-34-8

1-allyl-1-cyclohexanol

Conditions
ConditionsYield
With ammonium acetate; zinc In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere;100%
zinc In N,N-dimethyl-formamide for 2h; Product distribution; Ambient temperature; other solvents : N,N-dimethylacetoamide, N-methyl-2-pyrrolidone, 2-pyrrolidone, 2-methyloxazoline;99%
With zinc In N,N-dimethyl-formamide for 2h; Ambient temperature; other solvents : N,N-dimethylacetoamide, N-methyl-2-pyrrolidone, 2-pyrrolidone, 2-methyloxazoline;99%
4-cyanophenol
767-00-0

4-cyanophenol

allyl bromide
106-95-6

allyl bromide

4-allyloxy-benzonitrile
33148-47-9

4-allyloxy-benzonitrile

Conditions
ConditionsYield
With caesium carbonate In water; N,N-dimethyl-formamide at 20℃; for 12h;100%
With potassium carbonate In acetone at 20℃; for 24h;99%
With potassium carbonate In acetone at 20℃; for 20h; Reflux;98%
benzaldehyde
100-52-7

benzaldehyde

allyl bromide
106-95-6

allyl bromide

1-Phenyl-3-buten-1-ol
80735-94-0

1-Phenyl-3-buten-1-ol

Conditions
ConditionsYield
With zinc In tetrahydrofuran at 20℃; for 1h; Alkylation; Barbier allylation;100%
With potassium fluoride; antimony In water for 16h; allylation;100%
With hydrogenchloride; antimony In water for 16h; Product distribution; Further Variations:; Reagents; times;100%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

allyl bromide
106-95-6

allyl bromide

4-(2-propenyloxy)benzaldehyde
40663-68-1

4-(2-propenyloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone at 65℃;100%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;100%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;100%
salicylaldehyde
90-02-8

salicylaldehyde

allyl bromide
106-95-6

allyl bromide

2-(allyloxy)benzaldehyde
28752-82-1

2-(allyloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone for 9h; Reflux;100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h;100%
3-methoxy-2-hydroxybenzaldehyde
148-53-8

3-methoxy-2-hydroxybenzaldehyde

allyl bromide
106-95-6

allyl bromide

2-allyloxy-3-methoxy-benzaldehyde
23343-06-8

2-allyloxy-3-methoxy-benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone at 50℃; Williamson Ether Synthesis;100%
With sodium hydroxide; benzyltri(n-butyl)ammonium chloride In dichloromethane Ambient temperature;98%
With potassium carbonate In acetonitrile for 4h; Inert atmosphere; Reflux;98%
thiophenol
108-98-5

thiophenol

allyl bromide
106-95-6

allyl bromide

allyl phenyl thioether
5296-64-0

allyl phenyl thioether

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 20℃;100%
With silica gel In water at 20℃; for 1h;95%
With potassium fluoride on Celite In acetonitrile at 83℃; for 2h;95%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

allyl bromide
106-95-6

allyl bromide

3-allyloxy-benzaldehyde
40359-32-8

3-allyloxy-benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone for 18h; Heating;100%
With potassium carbonate; sodium iodide In ethanol for 3h; Reflux;100%
With potassium carbonate In ethanol for 3h; Reflux;100%
4-methoxy-phenol
150-76-5

4-methoxy-phenol

allyl bromide
106-95-6

allyl bromide

allyl (4-methoxyphenyl) ether
13391-35-0

allyl (4-methoxyphenyl) ether

Conditions
ConditionsYield
With potassium carbonate In butanone for 12h; Heating;100%
With potassium carbonate In acetone at 20℃; Reflux;100%
With potassium carbonate In acetone Reflux;99%
2-methoxy-phenol
90-05-1

2-methoxy-phenol

allyl bromide
106-95-6

allyl bromide

O-allyl guaiacol
4125-43-3

O-allyl guaiacol

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; Reflux;100%
With potassium carbonate; potassium iodide In acetone for 18h; Reflux;100%
With potassium carbonate99%
methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

allyl bromide
106-95-6

allyl bromide

methyl 4-allyloxybenzoate
35750-24-4

methyl 4-allyloxybenzoate

Conditions
ConditionsYield
With potassium carbonate In acetone at 65℃; for 20h;100%
With potassium carbonate In dimethyl sulfoxide at 20℃; for 8h;99%
With potassium carbonate In acetone Heating;89%
triethylamine
121-44-8

triethylamine

allyl bromide
106-95-6

allyl bromide

N,N,N-triethylprop-2-en-1-aminium bromide
29443-23-0

N,N,N-triethylprop-2-en-1-aminium bromide

Conditions
ConditionsYield
In ethanol at 95℃; for 48h;100%
for 2h; Reflux;92%
benzophenone
119-61-9

benzophenone

allyl bromide
106-95-6

allyl bromide

1,1-diphenyl-3-buten-1-ol
4165-79-1

1,1-diphenyl-3-buten-1-ol

Conditions
ConditionsYield
With ammonium acetate; zinc In tetrahydrofuran at 0℃; for 0.0166667h; Barbier reaction;100%
With manganese; chloro-trimethyl-silane; indium In tetrahydrofuran at 20℃; for 4h; Alkylation;98%
With manganese; chloro-trimethyl-silane; indium In tetrahydrofuran at 20℃; for 4h; Barbier allylation;98%
heptanal
111-71-7

heptanal

allyl bromide
106-95-6

allyl bromide

dec-1-en-4-ol
36971-14-9

dec-1-en-4-ol

Conditions
ConditionsYield
With ammonium chloride; zinc In tetrahydrofuran for 1h; Ambient temperature;100%
With silica gel; ammonium chloride; zinc for 16h; Product distribution; Mechanism; Ambient temperature; other carbonyl compounds; other allyl halides; var. solid or liquid phases; var. reaction time;98%
With chloro-trimethyl-silane; Piperonyl butoxide; tetrabutylammomium bromide In N,N-dimethyl-formamide for 2h; Ambient temperature;98%
4-bromo-phenol
106-41-2

4-bromo-phenol

allyl bromide
106-95-6

allyl bromide

4-(allyloxy)bromobenzene
25244-30-8

4-(allyloxy)bromobenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; Alkylation;100%
With potassium carbonate In N,N-dimethyl-formamide at 60℃;99%
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 0.833333h;99%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

allyl bromide
106-95-6

allyl bromide

Diisopropyl allylphosphonate
1067-70-5

Diisopropyl allylphosphonate

Conditions
ConditionsYield
With 2,6-di-tert-butyl-4-methyl-phenol at 115℃; for 16h;100%
for 16h; Heating;95%
α-naphthol
90-15-3

α-naphthol

allyl bromide
106-95-6

allyl bromide

allyl naphthyl ether
20009-25-0

allyl naphthyl ether

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; Reflux;100%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetone for 1h; Reflux; Inert atmosphere;100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;99%
2-Iodophenol
533-58-4

2-Iodophenol

allyl bromide
106-95-6

allyl bromide

1-allyloxy-2-iodobenzene
24892-63-5

1-allyloxy-2-iodobenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide100%
With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 24h;99%
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 2h; Inert atmosphere;99%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

allyl bromide
106-95-6

allyl bromide

1-(allyloxy)-2-methoxy-4-methylbenzene
201359-55-9

1-(allyloxy)-2-methoxy-4-methylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetone for 12h; Heating;100%
With potassium carbonate; sodium iodide In acetone for 15h; Reflux; Inert atmosphere;96%
With potassium carbonate In acetone for 6h; Heating;95%
5,6,7,8-Tetrahydronaphthalen-1-ol
529-35-1

5,6,7,8-Tetrahydronaphthalen-1-ol

allyl bromide
106-95-6

allyl bromide

5-(allyloxy)-1,2,3,4-tetrahydronaphthalene
107203-35-0

5-(allyloxy)-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 25℃; for 2h; Inert atmosphere;100%
With methanol; sodium methylate
With sodium; toluene at 70 - 80℃;
With potassium carbonate; acetone
2-methoxy-4-nitrophenol
3251-56-7

2-methoxy-4-nitrophenol

allyl bromide
106-95-6

allyl bromide

1-(allyloxy)-2-methoxy-4-nitrobenzene
99060-58-9

1-(allyloxy)-2-methoxy-4-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In acetone at 55℃; for 12h;100%
With potassium carbonate; acetone
at 70℃; for 6h;
4-Iodophenol
540-38-5

4-Iodophenol

allyl bromide
106-95-6

allyl bromide

1-(allyloxy)-4-iodobenzene
13997-71-2

1-(allyloxy)-4-iodobenzene

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide In 2-methyltetrahydrofuran; water for 0.5h; Reflux;100%
With potassium carbonate In acetone for 1h; Reflux;98%
Stage #1: allyl bromide With sodium hydride In N,N-dimethyl-formamide; oil at -10℃; for 0.166667h;
Stage #2: p-Iodophenol In N,N-dimethyl-formamide; oil for 0.75h;
96%
2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

allyl bromide
106-95-6

allyl bromide

O-allyl-2-bromophenol
60333-75-7

O-allyl-2-bromophenol

Conditions
ConditionsYield
With potassium carbonate In acetone for 6h; Heating / reflux;100%
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;99%
With potassium carbonate In N,N-dimethyl-formamide at 60℃; Schlenk technique;99%
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

allyl bromide
106-95-6

allyl bromide

10,10-bisallylanthrone
57996-28-8

10,10-bisallylanthrone

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane for 1.5h; Ambient temperature;100%
With sodium hydroxide In water for 2h;70%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dichloromethane; water for 1h; Schlenk technique; Inert atmosphere;63%
With lithium methanolate
2-bromo-6-methylphenol
13319-71-6

2-bromo-6-methylphenol

allyl bromide
106-95-6

allyl bromide

2-(allyloxy)-1-bromo-3-methylbenzene
854260-75-6

2-(allyloxy)-1-bromo-3-methylbenzene

Conditions
ConditionsYield
Stage #1: 2-bromo-6-methylphenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.0833333h;
Stage #2: allyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃;
100%
With potassium carbonate; acetone
Stage #1: 2-bromo-6-methylphenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃;
Stage #2: allyl bromide In N,N-dimethyl-formamide; mineral oil at 0 - 25℃;
Stage #3: With water In N,N-dimethyl-formamide; mineral oil
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

allyl bromide
106-95-6

allyl bromide

1-(3-(allyloxy)phenyl)ethanone
58621-54-8

1-(3-(allyloxy)phenyl)ethanone

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; Reflux;100%
With potassium carbonate In acetone for 8h; Heating;95%
With potassium carbonate In ethanol for 3h; Reflux; Inert atmosphere;93%

106-95-6Related news

Theoretical Study on the Gas Phase Reaction of Allyl bromide (cas 106-95-6) with Hydroxyl Radical08/18/2019

Mechanisms and reaction channels of the allyl bromide (CH2CHCH2Br) with OH reaction are studied using quantum chemistry. It is predicted that the H(or Br)-abstraction and addition/elimination mechanisms have been revealed on potential energy surface (PES). Direct H-abstract from the CH2Br group ...detailed

106-95-6Relevant articles and documents

Kinetics of free radicals produced by infrared multiphoton-induced decompositions. 1. Reactions of allyl radicals with nitrogen dioxide and bromine

Slagle, Irene R.,Yamada, Fumiaki,Gutman, David

, p. 149 - 153 (1981)

A new versatile technique to study quantitatively the gaseous reactions of polyatomic free radicals is described in detail. Free radicals are generated homogeneously in a tubular reactor by the infrared multiphoton-induced decomposition (MPD) of suitable radical precursors. The concentrations of reactants and products (both stable and labile) are monitored by using photoionization mass spectrometry. Reactions of the allyl radical, generated by the MPD of allyl bromide, with nitrogen dioxide and bromine have been studied at 300 K. The measured rate constants are 3.9(±0.8) × 10-11 cm3 s-1 for the C3H5 + NO2 reaction and 9.0(±1.8) × 10-12 cm3 s-1 for the C3H5 + Br2 reaction. The potential of the experimental facility for other kinds of studies is discussed.

-

Frazer,Gerrard

, p. 3624,3626, 3627 (1955)

-

Kinetics of the Reactions of Unsaturated Hydrocarbon Free Radicals (Vinyl, Propargyl, and Allyl) with Molecular Bromine

Timonen, R. S.,Seetula, J. A.,Gutman, D.

, p. 8217 - 8221 (1993)

The kinetics of the reactions of three unsaturated free radicals (vinyl, propargyl, and allyl) with molecular bromine have been studied by using a tubular reactor coupled to a photoionization mass spectrometer.The radicals were homogeneously generated by the pulsed photolysis of precursor molecules at 193 nm.The subsequent decays of the radical concentrations were monitored in time-resolved experiments as a function of Br2 concentration to obtain the rate constants of these Br-atom metathesis reactions.Rate constants were measured as a function of temperature to obtain Arrhenius parameters.The following rate constant expressions were obtained (units of the preexponential factor are cm3 molecule-1 s-1 and activation energies are kJ mol-1; the temperature range covered in each study is also indicated): C2H3 + Br2 , C3H3 + Br2 , and C3H5 +/- Br2 .The kinetics of R + Br2 reactions is reviewed, and the factors governing the reactivity of polyatomic free radicals in R + Br2 reactions are discussed.

Generalized route to metal nanoparticles with liquid behavior

Warren, Scott C.,Banholzer, Matthew J.,Slaughter, Liane S.,Giannelis, Emmanuel P.,DiSalvo, Francis J.,Wiesner, Ulrich B.

, p. 12074 - 12075 (2006)

We report the generalized synthesis of metal nanoparticles with liquid-like behavior. We introduce a thiol-containing ionic liquid, N,N-dioctyl-N-(3-mercaptopropyl)-N-methylammonium bromide, which serves as a ligand for platinum, gold, palladium, and rhodium nanoparticles. A rapid reduction using THF-soluble metal salts in the presence of the thiol generates nanoparticles with tunable sizes and size distributions. The as-synthesized nanoparticles are a solid and decompose before melting. Upon exchange of the halide anion for an amphiphilic sulfonate anion, however, the nanoparticles exhibit liquid-like properties at room temperature. The liquids have high metal loadings; for example, the 2.7 nm platinum nanoparticle liquid is 36% platinum by mass. Copyright

Synthesis and characterization of ferroelectric liquid crystalline siloxanes containing 4-hydroxyphenyl(2S,3S)-2-chloro-3-methylvalerate

Lin, Chih-Hung

, p. 33 - 42 (2012)

New series of organosiloxane ferroelectric liquid crystalline materials have been synthesized, and their mesomorphic and physical properties have been characterized. These new series contain bis-siloxane or tris-siloxane unit attached to the flexible alkyl chain end of (2S,3S)-2-chloro-3-methylvalerate. The siloxane molecule induction is helpful to the chiral smectic C (S C) formation and chiral SC* stabilization, and it simultaneously causes the liquid crystal temperature range of chiral S C* to be broader. The siloxane member is helpful in reducing the smectic C (SC) transation shift temperature, and the molecule containing tris-siloxane units shows better effect than the bis-siloxane one. The synthesis and characterization of the new FLCs materials which exhibit SC* phase at room temperature and higher spontaneous polarization are presented.

-

Philippi

, p. 277 (1929)

-

-

Asahara,T. et al.

, p. 1130 - 1133 (1971)

-

Reaction Acceleration Promoted by Partial Solvation at the Gas/Solution Interface

Qiu, Lingqi,Wei, Zhenwei,Nie, Honggang,Cooks, R. Graham

, p. 1362 - 1365 (2021/09/14)

The kinetics of organic reactions of different types in microvolumes (droplets, thin films, and sealed tubes) show effects of gas/solution interfacial area, reaction molecularity and solvent polarity. Partial solvation at the gas/solution interface is a major contributor to the 104-fold reaction acceleration seen in bimolecular but not unimolecular reactions in microdroplets. Reaction acceleration can be used to manipulate selectivity by solvent choice.

Nickel-Catalyzed Asymmetric Reductive 1,2-Carboamination of Unactivated Alkenes

He, Jun,Xue, Yuhang,Han, Bo,Zhang, Chunzhu,Wang, You,Zhu, Shaolin

supporting information, p. 2328 - 2332 (2020/01/08)

Starting from diverse alkene-tethered aryl iodides and O-benzoyl-hydroxylamines, the enantioselective reductive cross-electrophilic 1,2-carboamination of unactivated alkenes was achieved using a chiral pyrox/nickel complex as the catalyst. This mild, modular, and practical protocol provides rapid access to a variety of β-chiral amines with an enantioenriched aryl-substituted quaternary carbon center in good yields and with excellent enantioselectivities. This process reveals a complementary regioselectivity when compared to Pd and Cu catalysis.

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