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US,Canada,Australia 100% customs passing 1,4-Butanediol BDO CAS 110-63-4
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Propargyl bromide
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3-bromo-1-propyne
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Propargyl bromide solution
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3-Bromopropyne
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106-96-7 Usage

General Description

A colorless to light yellow liquid substance with a sharp odor. Flash point 65°F. Denser than water and insoluble in water. Vapors are heavier than air. May be irritating to skin and eyes. Used to make other chemicals. 3-Bromopropyne may decompose explosively with mild shock.

Air & Water Reactions

Highly flammable. Insoluble in water.

Health Hazard

3-Bromopropyne is very toxic via the oral route. If inhaled, may be harmful; contact may cause burns to skin and eyes.

Chemical Properties

yellow solution

Reactivity Profile

3-Bromopropyne is soluble in alcohol, ether, chloroform, carbon tetrachloride and carbon disulfide. 3-Bromopropyne is highly flammable and a dangerous fire risk, sensitive to shock. 3-Bromopropyne is used in organic syntheses, preparation of resins and perfume intermediates [Hawley]. There is a high danger of formation of explosive metal acetylides, when 3-Bromopropyne comes in contact with copper, high-copper alloys, mercury, or silver.

Fire Hazard

3-Bromopropyne detonates at 428F or more; ignites by impact. Emits highly toxic fumes of bromides when heated to decomposition. Reacts vigorously with oxidizing materials. Becomes shock-sensitive when mixed with chloropicrin. Unstable, avoid heat, flame, shock, and other chemicals

Uses

Used to make propargylic amines employed in enyne metathesis.1Employed in the propargylation of spiro ketones,2 allylic alcohols,3 and enone complexes.4
InChI:InChI=1/C3H3Br/c1-2-3-4/h1H,3H2

106-96-7 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Aldrich (530409)  Propargylbromidesolution  80 wt. % in xylene 106-96-7 530409-125G 1,900.08CNY Detail
Aldrich (530409)  Propargylbromidesolution  80 wt. % in xylene 106-96-7 530409-50G 953.55CNY Detail
Aldrich (P51001)  Propargylbromidesolution  80 wt. % in toluene, contains 0.3% magnesium oxide as stabilizer 106-96-7 P51001-625G 6,072.30CNY Detail
Aldrich (P51001)  Propargylbromidesolution  80 wt. % in toluene, contains 0.3% magnesium oxide as stabilizer 106-96-7 P51001-125G 1,440.27CNY Detail
Aldrich (P51001)  Propargylbromidesolution  80 wt. % in toluene, contains 0.3% magnesium oxide as stabilizer 106-96-7 P51001-50G 776.88CNY Detail
Sigma-Aldrich (81831)  Propargylbromidesolution  purum, ~80% in toluene 106-96-7 81831-250ML 2,992.86CNY Detail
Sigma-Aldrich (81831)  Propargylbromidesolution  purum, ~80% in toluene 106-96-7 81831-50ML 817.83CNY Detail
Alfa Aesar (A16580)  Propargyl bromide, 80% in toluene, stab. with MgO    106-96-7 1000ml 3060.0CNY Detail
Alfa Aesar (A16580)  Propargyl bromide, 80% in toluene, stab. with MgO    106-96-7 250ml 880.0CNY Detail
Alfa Aesar (A16580)  Propargyl bromide, 80% in toluene, stab. with MgO    106-96-7 50ml 224.0CNY Detail
Alfa Aesar (L10595)  Propargyl bromide, 97%, 80% w/w in toluene, stab. with magnesium oxide    106-96-7 100g 996.0CNY Detail
Alfa Aesar (L10595)  Propargyl bromide, 97%, 80% w/w in toluene, stab. with magnesium oxide    106-96-7 25g 313.0CNY Detail

106-96-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Bromopropyne

1.2 Other means of identification

Product number -
Other names 1-Propyne, 3-bromo-

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:106-96-7 SDS

106-96-7Synthetic route

propargyl alcohol
107-19-7

propargyl alcohol

propargyl bromide
106-96-7

propargyl bromide

Conditions
ConditionsYield
With carbon tetrabromide; sodium bromide In N,N-dimethyl-formamide for 3h; Catalytic behavior; Irradiation;88%
With tetradecafluorohexane; phosphorus tribromide In diethyl ether at 20℃; for 12h;80%
With phosphorus tribromide 1.) 50 deg C - 60 deg C, 2.) reflux, 1 h;59%
propargyl alcohol
107-19-7

propargyl alcohol

A

bromoallene
10024-18-7

bromoallene

B

propargyl bromide
106-96-7

propargyl bromide

C

1,3-dibromopropene
627-15-6

1,3-dibromopropene

D

2-bromoallyl bromide
513-31-5

2-bromoallyl bromide

Conditions
ConditionsYield
With phosphorus tribromide In toluene at 0 - 50℃; for 3.25h; Product distribution / selectivity;A 1.38%
B 78.81%
C 3.17%
D 14.78%
With phosphorus tribromide In isopar C at 6 - 50℃; for 3.71667 - 33.5833h; Product distribution / selectivity;A 1.22%
B 62.1%
C 2.88%
D 10.14%
1-Bromcyclopropen
139150-68-8

1-Bromcyclopropen

A

bromoallene
10024-18-7

bromoallene

B

propargyl bromide
106-96-7

propargyl bromide

Conditions
ConditionsYield
at 400℃; flash vacuum pyrolysis;A 65%
B 15%
propargyl alcohol
107-19-7

propargyl alcohol

A

propargyl bromide
106-96-7

propargyl bromide

B

1,3-dibromopropene
627-15-6

1,3-dibromopropene

C

2-bromoallyl bromide
513-31-5

2-bromoallyl bromide

Conditions
ConditionsYield
With phosphorus tribromide In isopar C at 6 - 50℃; for 3.71667h; Product distribution / selectivity;A 64.37%
B 2.54%
C 10.26%
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

A

ethyl 2-(diethoxyphosphoryl)-2-(2-propynyl)pent-4-ynoate
110481-63-5

ethyl 2-(diethoxyphosphoryl)-2-(2-propynyl)pent-4-ynoate

B

propargyl bromide
106-96-7

propargyl bromide

Conditions
ConditionsYield
With potassium carbonate; sodium iodide at 60℃; for 120h; Yields of byproduct given;A 58%
B n/a
bromocyane
506-68-3

bromocyane

N-methyl-N-propargylaniline
4282-82-0

N-methyl-N-propargylaniline

propargyl bromide
106-96-7

propargyl bromide

propargyl p-toluenesulfonate
6165-76-0

propargyl p-toluenesulfonate

propargyl bromide
106-96-7

propargyl bromide

Conditions
ConditionsYield
With water; potassium bromide
3-bromo-2-chloroprop-1-ene
4860-96-2

3-bromo-2-chloroprop-1-ene

A

bromoallene
10024-18-7

bromoallene

B

chloroallene
3223-70-9

chloroallene

C

2-propynyl chloride
624-65-7

2-propynyl chloride

D

propargyl bromide
106-96-7

propargyl bromide

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; phenol Yield given;
1,2,3-tribromopropane
96-11-7

1,2,3-tribromopropane

A

bromoallene
10024-18-7

bromoallene

B

propargyl bromide
106-96-7

propargyl bromide

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; phenol at 120 - 122℃; Yield given;
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; phenol Product distribution; various concentrations of phenol;
2-bromo-3-chloro-propene
16400-63-8

2-bromo-3-chloro-propene

A

bromoallene
10024-18-7

bromoallene

B

chloroallene
3223-70-9

chloroallene

C

2-propynyl chloride
624-65-7

2-propynyl chloride

D

propargyl bromide
106-96-7

propargyl bromide

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; phenol Yield given;
2-bromo-3-chloro-propene
16400-63-8

2-bromo-3-chloro-propene

A

bromoallene
10024-18-7

bromoallene

B

chloroallene
3223-70-9

chloroallene

C

propargyl bromide
106-96-7

propargyl bromide

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; phenol Yield given;
prop-2-yn-1-ol methanesulfonate
16156-58-4

prop-2-yn-1-ol methanesulfonate

propargyl bromide
106-96-7

propargyl bromide

Conditions
ConditionsYield
With magnesium bromide In diethyl ether at 15℃; for 1h;
propynyl radical
6401-87-2, 2932-78-7

propynyl radical

propargyl bromide
106-96-7

propargyl bromide

Conditions
ConditionsYield
With bromine at 22.9 - 258.9℃; Kinetics; Irradiation; carrier gas, He, the role of resonance stabilization;
2-propynyl chloride
624-65-7

2-propynyl chloride

propargyl bromide
106-96-7

propargyl bromide

Conditions
ConditionsYield
With pyridine; tributyltin bromide at 50℃; Thermodynamic data; Equilibrium constant; Δ G;
propargyl iodide
659-86-9

propargyl iodide

A

bromoallene
10024-18-7

bromoallene

B

propargyl bromide
106-96-7

propargyl bromide

Conditions
ConditionsYield
With pyridine; tributyltin bromide at 50℃; Thermodynamic data; Equilibrium constant; Δ G;
propargyl alcohol
107-19-7

propargyl alcohol

A

propargyl bromide
106-96-7

propargyl bromide

B

C3H4Br2

C3H4Br2

Conditions
ConditionsYield
With phosphorus tribromide
bromocyane
506-68-3

bromocyane

N-methyl-N-propargylaniline
4282-82-0

N-methyl-N-propargylaniline

A

methyl(phenyl)cyanamide
18773-77-8

methyl(phenyl)cyanamide

B

propargyl bromide
106-96-7

propargyl bromide

C

methyl-dipropargyl-phenyl-ammonium bromide

methyl-dipropargyl-phenyl-ammonium bromide

Conditions
ConditionsYield
auf dem Wasserbad;
2-[N-propargyl-N-(2',6'-dibromo-phenyl)-amino]-2-imidazoline
61939-85-3

2-[N-propargyl-N-(2',6'-dibromo-phenyl)-amino]-2-imidazoline

A

propargyl bromide
106-96-7

propargyl bromide

B

NC 6
4205-93-0

NC 6

2-[N-propargyl-N-(2',6'-dichloro-4'-bromo-phenyl)-amino]-2-imidazoline
61939-88-6

2-[N-propargyl-N-(2',6'-dichloro-4'-bromo-phenyl)-amino]-2-imidazoline

A

propargyl bromide
106-96-7

propargyl bromide

B

St 871
40065-09-6

St 871

2-[N-propargyl-N-(2'-chloro-3'-methyl-phenyl)-amino]-2-imidazoline
61939-89-7

2-[N-propargyl-N-(2'-chloro-3'-methyl-phenyl)-amino]-2-imidazoline

A

propargyl bromide
106-96-7

propargyl bromide

B

(2-chloro-3-methyl-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-amine
16822-97-2

(2-chloro-3-methyl-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-amine

2-[N-propargyl-N-(2',6'-diethyl-phenyl)-amino]-2-imidazoline
61939-90-0

2-[N-propargyl-N-(2',6'-diethyl-phenyl)-amino]-2-imidazoline

A

propargyl bromide
106-96-7

propargyl bromide

B

NC 5
4751-48-8

NC 5

2-[N-propargyl-N-(3'-methoxyphenyl)-amino]-2-imidazoline
61939-91-1

2-[N-propargyl-N-(3'-methoxyphenyl)-amino]-2-imidazoline

A

2-[N-(3'-methoxy-phenyl)-amino]-2-imidazoline
56447-52-0

2-[N-(3'-methoxy-phenyl)-amino]-2-imidazoline

B

propargyl bromide
106-96-7

propargyl bromide

(2-chloro-4-methyl-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-prop-2-ynyl-amine
61939-92-2

(2-chloro-4-methyl-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-prop-2-ynyl-amine

A

propargyl bromide
106-96-7

propargyl bromide

B

Tolonidine
4201-22-3

Tolonidine

(2-chloro-6-methyl-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-prop-2-ynyl-amine
61939-93-3

(2-chloro-6-methyl-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-prop-2-ynyl-amine

A

propargyl bromide
106-96-7

propargyl bromide

B

(2-chloro-6-methyl-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-amine
4201-24-5

(2-chloro-6-methyl-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-amine

2-[N-propargyl-N-(2',5'-dichloro-phenyl)-amino]-2-imidazoline
61939-94-4

2-[N-propargyl-N-(2',5'-dichloro-phenyl)-amino]-2-imidazoline

A

propargyl bromide
106-96-7

propargyl bromide

B

(2,5-dichloro-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-amine
56514-55-7

(2,5-dichloro-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-amine

(2,4-dichloro-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-prop-2-ynyl-amine
61939-95-5

(2,4-dichloro-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-prop-2-ynyl-amine

A

propargyl bromide
106-96-7

propargyl bromide

B

NC 8
23830-88-8

NC 8

benzophenone
119-61-9

benzophenone

propargyl bromide
106-96-7

propargyl bromide

1,1-diphenyl-but-3-yn-1-ol
29430-66-8

1,1-diphenyl-but-3-yn-1-ol

Conditions
ConditionsYield
With zinc In tetrahydrofuran for 0.5h;100%
Stage #1: propargyl bromide With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In diethyl ether; hexane at -78℃; for 0.333333h;
Stage #2: benzophenone In diethyl ether at -78 - 20℃; for 2h;
Stage #3: With hydrogen cation In diethyl ether
96%
Stage #1: benzophenone; propargyl bromide With dysprosium; sodium iodide; mercury dichloride In tetrahydrofuran at -14 - 20℃; Propargylation;
Stage #2: With hydrogenchloride In water Hydrolysis;
92%
propargyl bromide
106-96-7

propargyl bromide

aniline
62-53-3

aniline

N-phenyl-N-prop-2-ynylamine
14465-74-8

N-phenyl-N-prop-2-ynylamine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;100%
Stage #1: aniline With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h;
Stage #2: propargyl bromide In N,N-dimethyl-formamide at 20℃;
100%
With potassium carbonate In acetonitrile at 20℃; Sealed tube; Inert atmosphere;99%
propargyl bromide
106-96-7

propargyl bromide

diethyl malonate
105-53-3

diethyl malonate

diethyl 2,2-di(prop-2-yn-1-yl)malonate
2689-88-5

diethyl 2,2-di(prop-2-yn-1-yl)malonate

Conditions
ConditionsYield
Stage #1: diethyl malonate With sodium hydride In tetrahydrofuran; mineral oil for 2h; Inert atmosphere; Cooling with ice;
Stage #2: propargyl bromide In tetrahydrofuran; mineral oil at 0℃; Inert atmosphere;
100%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 20℃; for 15h;94%
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride for 16h;90%
propargyl bromide
106-96-7

propargyl bromide

2-acetylaminomalonic acid diethyl ester
1068-90-2

2-acetylaminomalonic acid diethyl ester

diethyl α-acetamido-α-propargylmalonate
61172-60-9

diethyl α-acetamido-α-propargylmalonate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃; for 18h;100%
With caesium carbonate In acetonitrile at 20℃; for 18h;99%
With sodium hydride In N,N-dimethyl-formamide at 60℃; for 3h;95%
thiophenol
108-98-5

thiophenol

propargyl bromide
106-96-7

propargyl bromide

phenyl propargyl sulfide
5651-88-7

phenyl propargyl sulfide

Conditions
ConditionsYield
With sodium hydroxide; tetrabutyl ammonium fluoride In benzene a) 0 deg C, 30 min, b) r.t., 2h;100%
With triethylamine In diethyl ether at 20℃; for 2h;100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;96%
ortho-cresol
95-48-7

ortho-cresol

propargyl bromide
106-96-7

propargyl bromide

1-methyl-2-(2-propynyloxy)benzene
5652-20-0

1-methyl-2-(2-propynyloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran100%
With potassium carbonate In acetone Reflux;100%
Stage #1: ortho-cresol With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 0.5h; Inert atmosphere;
Stage #2: propargyl bromide In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
90%
4-methoxy-phenol
150-76-5

4-methoxy-phenol

propargyl bromide
106-96-7

propargyl bromide

1-methoxy-4-(2-propynyloxy)benzene
17061-86-8

1-methoxy-4-(2-propynyloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; toluene at 20℃; for 60h;100%
With potassium carbonate In acetone Reflux;100%
With potassium carbonate In N,N-dimethyl-formamide; toluene at 20℃; for 12h; Inert atmosphere;100%
p-cresol
106-44-5

p-cresol

propargyl bromide
106-96-7

propargyl bromide

1-methyl-4-(2-propynyloxy)benzene
5651-90-1

1-methyl-4-(2-propynyloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;100%
Stage #1: p-cresol With potassium carbonate In N,N-dimethyl-formamide for 0.166667h; Schlenk technique; Inert atmosphere;
Stage #2: propargyl bromide In N,N-dimethyl-formamide at 20℃; for 24h; Schlenk technique; Inert atmosphere;
99%
With caesium carbonate In acetonitrile93%
propargyl bromide
106-96-7

propargyl bromide

ethanethiol
75-08-1

ethanethiol

propargyl ethyl sulfide
7310-92-1

propargyl ethyl sulfide

Conditions
ConditionsYield
With sodium hydroxide In methanol at 0 - 20℃; for 1h;100%
(i) Na, liq. NH3, (ii) /BRN= 605309/; Multistep reaction;
With sodium ethanolate In ethanol
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

propargyl bromide
106-96-7

propargyl bromide

2-((prop-2-yn-1-yloxy)methyl)furan
32904-79-3

2-((prop-2-yn-1-yloxy)methyl)furan

Conditions
ConditionsYield
Stage #1: (2-furyl)methyl alcohol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1.5h;
Stage #2: propargyl bromide In N,N-dimethyl-formamide at 20℃; Reagent/catalyst;
100%
With para-chlorotoluene; lithium In tetrahydrofuran at -35 - 20℃; for 10h; Heating / reflux;93%
Stage #1: (2-furyl)methyl alcohol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: propargyl bromide In N,N-dimethyl-formamide; toluene at 23℃; for 4h;
86%
1H-indol-2-ylcarboxaldehyde
19005-93-7

1H-indol-2-ylcarboxaldehyde

propargyl bromide
106-96-7

propargyl bromide

1-(prop-2-yn-1-yl)-1H-indole-2-carbaldehyde
136178-42-2

1-(prop-2-yn-1-yl)-1H-indole-2-carbaldehyde

Conditions
ConditionsYield
Stage #1: 1H-indol-2-ylcarboxaldehyde With sodium hydride In N,N-dimethyl-formamide Inert atmosphere; Schlenk technique; Cooling with ice;
Stage #2: propargyl bromide In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Schlenk technique; Cooling with ice;
100%
Stage #1: 1H-indol-2-ylcarboxaldehyde With sodium hydride In N,N-dimethyl-d6-formamide
Stage #2: propargyl bromide In N,N-dimethyl-formamide; toluene for 6.5h;
97%
With sodium hydride In N,N-dimethyl-formamide75%
(+/-)-5-phenyl-2-pyrrolidinone
22050-10-8

(+/-)-5-phenyl-2-pyrrolidinone

propargyl bromide
106-96-7

propargyl bromide

N-propargyl-5-phenyl-2-pyrrolidone
137518-27-5

N-propargyl-5-phenyl-2-pyrrolidone

Conditions
ConditionsYield
With potassium hydroxide; tetrabutylammomium bromide In tetrahydrofuran at 0 - 20℃; for 6h;100%
7-hydroxy-4-methyl-chromen-2-one
90-33-5, 79566-13-5

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

propargyl bromide
106-96-7

propargyl bromide

7-propargyloxy-4-methyl-2H-chromen-2-one
67268-43-3

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

Conditions
ConditionsYield
With potassium carbonate In toluene; acetonitrile at 60℃; Inert atmosphere;100%
With potassium carbonate In acetone for 4h; Heating;97%
With potassium carbonate In toluene; acetonitrile at 60℃; for 12h; Inert atmosphere;97%
indole-2,3-dione
91-56-5

indole-2,3-dione

propargyl bromide
106-96-7

propargyl bromide

1-prop-2-ynyl-1H-indole-2,3-dione
4290-87-3

1-prop-2-ynyl-1H-indole-2,3-dione

Conditions
ConditionsYield
Stage #1: indole-2,3-dione With potassium carbonate In N,N-dimethyl-formamide for 0.333333h; Cooling with ice;
Stage #2: propargyl bromide In N,N-dimethyl-formamide at 20℃; for 3h;
100%
With KF-Celite In 2-methyltetrahydrofuran for 3h; Reflux; chemoselective reaction;95%
With potassium carbonate In N,N-dimethyl-formamide95%
tetramethylene glutarimide
1075-89-4

tetramethylene glutarimide

propargyl bromide
106-96-7

propargyl bromide

8-Propargyl-8-azaspiro<4.5>decane-7,9-dione
25032-23-9

8-Propargyl-8-azaspiro<4.5>decane-7,9-dione

Conditions
ConditionsYield
With potassium carbonate In acetone for 10h; Heating;100%
With potassium carbonate In acetone Heating;100%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

propargyl bromide
106-96-7

propargyl bromide

4-(prop-2-ynyloxy)benzaldehyde
5651-86-5

4-(prop-2-ynyloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone for 4h; Reflux;100%
With potassium carbonate In acetone Reflux;100%
With potassium carbonate for 6h; Reflux;100%
4-chloro-aniline
106-47-8

4-chloro-aniline

propargyl bromide
106-96-7

propargyl bromide

4-chloro-N-prop-2-ynylaniline
22774-67-0

4-chloro-N-prop-2-ynylaniline

Conditions
ConditionsYield
With aluminum oxide In diethyl ether at 20℃; for 96h;100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 5h;85%
With potassium carbonate In N,N-dimethyl-formamide; toluene at 20℃; Inert atmosphere;82%
salicylaldehyde
90-02-8

salicylaldehyde

propargyl bromide
106-96-7

propargyl bromide

o-propargyloxybenzaldehyde
29978-83-4

o-propargyloxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran100%
With potassium carbonate In N,N-dimethyl-formamide; toluene at 25℃; for 16h;100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;100%
vanillin
121-33-5

vanillin

propargyl bromide
106-96-7

propargyl bromide

3-methoxy-4-(prop-2-ynyloxy)benzaldehyde
5651-83-2

3-methoxy-4-(prop-2-ynyloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran100%
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;98%
With potassium carbonate In acetonitrile for 6h; Reflux;97%
methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

propargyl bromide
106-96-7

propargyl bromide

methyl 4-(2-propynoxy)benzoate
98260-05-0

methyl 4-(2-propynoxy)benzoate

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In acetone; toluene for 72h; Reflux;100%
With potassium carbonate In acetone Inert atmosphere;99%
With potassium carbonate In acetone at 65℃; for 18h; Inert atmosphere;98%
isovanillin
621-59-0

isovanillin

propargyl bromide
106-96-7

propargyl bromide

4-methoxy-3-(prop-2-yn-1-yloxy)benzaldehyde
145654-01-9

4-methoxy-3-(prop-2-yn-1-yloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3h;100%
With potassium carbonate In acetone Reflux;97%
With potassium carbonate In N,N-dimethyl-formamide for 4h; Ambient temperature;95%
4-nitro-phenol
100-02-7

4-nitro-phenol

propargyl bromide
106-96-7

propargyl bromide

1-nitro-4-(prop-2-ynyloxy)benzene
17061-85-7

1-nitro-4-(prop-2-ynyloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In acetone; toluene for 24h; Williamson Ether Synthesis; Reflux;100%
Stage #1: 4-nitro-phenol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
Stage #2: propargyl bromide In N,N-dimethyl-formamide at 20℃; for 10h; Inert atmosphere;
100%
Stage #1: 4-nitro-phenol With potassium carbonate In acetonitrile at 20℃; for 0.166667h;
Stage #2: propargyl bromide In acetonitrile Reflux;
100%
ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate
1489-97-0

ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate

propargyl bromide
106-96-7

propargyl bromide

8-Ethoxycarbonyl-8-(prop-2-ynyl)-1,4-dioxaspiro[4.5]decane
155192-22-6

8-Ethoxycarbonyl-8-(prop-2-ynyl)-1,4-dioxaspiro[4.5]decane

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran 1.) -78 to 0 deg C, 2.) -78 deg C, 15 min;100%
With lithium diisopropyl amide In tetrahydrofuran Yield given;
Stage #1: ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate With lithium diisopropyl amide In tetrahydrofuran at -70℃; for 1h; Inert atmosphere;
Stage #2: propargyl bromide In tetrahydrofuran at -70 - 20℃; for 12h; Inert atmosphere;
2-Iodophenol
533-58-4

2-Iodophenol

propargyl bromide
106-96-7

propargyl bromide

1-iodo-2-(2-propynyloxy)benzene
41876-99-7

1-iodo-2-(2-propynyloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; toluene at 60℃; for 2h; Inert atmosphere;100%
With potassium carbonate In N,N-dimethyl-formamide at 60℃; Inert atmosphere;100%
With potassium carbonate In acetone99%
2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

propargyl bromide
106-96-7

propargyl bromide

1-bromo-2-(prop-2-yn-1-yloxy)benzene
38770-76-2

1-bromo-2-(prop-2-yn-1-yloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In toluene; acetonitrile at 60℃; for 16h;100%
With potassium carbonate In N-methyl-acetamide; hexane; water; ethyl acetate99%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 14h;98%
ethyl N-diphenylmethylene glycine
69555-14-2

ethyl N-diphenylmethylene glycine

propargyl bromide
106-96-7

propargyl bromide

ethyl 2-[(diphenylmethylidene)amino]pent-4-ynoate
171922-16-0

ethyl 2-[(diphenylmethylidene)amino]pent-4-ynoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 20h; Heating;100%
With potassium carbonate In acetonitrile Alkylation; Heating;86%
With potassium carbonate In acetonitrile Alkylation;86%
(E)-3-trimethylsilyl-2-propenal
58107-34-9, 64081-45-4, 33755-86-1

(E)-3-trimethylsilyl-2-propenal

propargyl bromide
106-96-7

propargyl bromide

(E)-6-trimethylsilyl-hex-5-en-1-yn-4-ol
119119-60-7

(E)-6-trimethylsilyl-hex-5-en-1-yn-4-ol

Conditions
ConditionsYield
With zinc; titanium tetrachloride In tetrahydrofuran for 0.5h; Ambient temperature;100%
With zinc; titanium tetrachloride In tetrahydrofuran
With titanium tetrachloride; zinc In tetrahydrofuran at 0℃; Yield given;
3-α-Naphthylpropargylpyrrolidine
125014-55-3

3-α-Naphthylpropargylpyrrolidine

propargyl bromide
106-96-7

propargyl bromide

1-(3-Naphthalen-1-yl-prop-2-ynyl)-1-prop-2-ynyl-pyrrolidinium; bromide
138350-56-8

1-(3-Naphthalen-1-yl-prop-2-ynyl)-1-prop-2-ynyl-pyrrolidinium; bromide

Conditions
ConditionsYield
In diethyl ether100%
[3-(α-naphthyl)-2-propynyl]dipropylamine
125014-58-6

[3-(α-naphthyl)-2-propynyl]dipropylamine

propargyl bromide
106-96-7

propargyl bromide

Dipropylpropargyl<3-(α-naphthyl)propargyl>ammonium bromide
138350-55-7

Dipropylpropargyl<3-(α-naphthyl)propargyl>ammonium bromide

Conditions
ConditionsYield
In diethyl ether100%
1-(3-(naphthalen-1-yl)prop-2-ynyl)piperidine
125014-56-4

1-(3-(naphthalen-1-yl)prop-2-ynyl)piperidine

propargyl bromide
106-96-7

propargyl bromide

1-(3-Naphthalen-1-yl-prop-2-ynyl)-1-prop-2-ynyl-piperidinium; bromide
138350-57-9

1-(3-Naphthalen-1-yl-prop-2-ynyl)-1-prop-2-ynyl-piperidinium; bromide

Conditions
ConditionsYield
In diethyl ether100%

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