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Basic Information
CAS No.: 17825-58-0
Name: 2,3-Diphenylcycloprop-2-ene-1-carboxylic acid
Molecular Structure:
Molecular Structure of 17825-58-0 (2,3-Diphenylcycloprop-2-ene-1-carboxylic acid)
Formula: C16H12 O2
Molecular Weight: 236.27
Synonyms: 1,2-Diphenylcyclopropene-3-carboxylicacid; 2,3-Diphenyl-2-cyclopropene-1-carboxylic acid; 2,3-Diphenyl-2-cyclopropenecarboxylicacid; NSC 406044
Density: 1.29g/cm3
Melting Point: 209.5-211.5 °C
Boiling Point: 394.1°Cat760mmHg
Flash Point: 181.9°C
PSA: 37.30000
LogP: 3.31180
Synthetic route
7382-06-1

ethyl 2,3-diphenylcycloprop-2-enecarboxylate

17825-58-0

2,3-diphenylcycloprop-2-enecarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran; methanol; water at 20℃; for 48h; Hydrolysis;95%
Stage #1: ethyl 2,3-diphenylcycloprop-2-enecarboxylate With water; potassium hydroxide In methanol at 20℃; for 48h;
Stage #2: With hydrogenchloride In water pH=1;
93%
623-73-4

diazoacetic acid ethyl ester

501-65-5

diphenyl acetylene

17825-58-0

2,3-diphenylcycloprop-2-enecarboxylic acid

Conditions
ConditionsYield
(i) Cu, (heating), (ii) KOH; Multistep reaction;
501-65-5

diphenyl acetylene

bis(1,3,2-dioxaborol-2-yl)dicobaltatetrahedrane

bis(1,3,2-dioxaborol-2-yl)dicobaltatetrahedrane

17825-58-0

2,3-diphenylcycloprop-2-enecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 56 percent / Cu-bronze
2: 95 percent / KOH / tetrahydrofuran; methanol; H2O / 48 h / 20 °C
View Scheme
501-65-5

diphenyl acetylene

thiocyanato

thiocyanato

17825-58-0

2,3-diphenylcycloprop-2-enecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: rhodium acetate dimer / CH2Cl2 / 35 °C
2: KOH / methanol / 4 h / Heating
View Scheme
501-65-5

diphenyl acetylene

17825-58-0

2,3-diphenylcycloprop-2-enecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Cu / 0.25 h / 105 °C
2: KOH / methanol; H2O / 1 h / Heating
View Scheme
17825-58-0

2,3-diphenylcycloprop-2-enecarboxylic acid

100-39-0

benzyl bromide

99838-01-4

2,3-Diphenyl-cycloprop-2-enecarboxylic acid benzyl ester

Conditions
ConditionsYield
With N(Et)4(1+)*(2-pyrrolidone-anion) In N,N-dimethyl-formamide for 1h; Ambient temperature;99%
17825-58-0

2,3-diphenylcycloprop-2-enecarboxylic acid

6415-58-3

2,3-diphenyl-2-cyclopropene-1-carbonyl chloride

Conditions
ConditionsYield
With oxalyl dichloride In chloroform for 48h; Ambient temperature; further reagent: SOCl2;92%
With thionyl chloride90%
With thionyl chloride
524-38-9

N-hydroxyphthalimide

17825-58-0

2,3-diphenylcycloprop-2-enecarboxylic acid

234075-38-8

N-(2,3-diphenyl-2-cyclopropenylcarbonyloxy)phthalimide

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide Substitution;87%
17825-58-0

2,3-diphenylcycloprop-2-enecarboxylic acid

N-(2,3-diphenylcycloprop-2-enyl)urea

Conditions
ConditionsYield
Stage #1: 2,3-diphenylcycloprop-2-enecarboxylic acid
Stage #2: With ammonia
86%
17825-58-0

2,3-diphenylcycloprop-2-enecarboxylic acid

methyl 1,5-diphenyl-2,3-diazabicyclo[3.1.0]hex-2-ene-endo-6-carboxylate

methyl 1,5-diphenyl-2,3-diazabicyclo[3.1.0]hex-2-ene-exo-6-carboxylate

Conditions
ConditionsYield
In diethyl ether at -10℃; for 480h;A 14%
B 73%
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