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536-74-3

Basic Information
CAS No.: 536-74-3
Name: Phenylacetylene
Article Data: 489
Molecular Structure:
Molecular Structure of 536-74-3 (Phenylacetylene)
Formula: C8H6
Molecular Weight: 102.136
Synonyms: 1-Phenylethyne;Ethyne, phenyl-;NSC 4957;Ethynylbenzene;Phenylethyne;
EINECS: 208-645-1
Density: 0.951 g/cm3
Melting Point: - 44.8 °C
Boiling Point: 142.4 °C at 760 mmHg
Flash Point: 31.111 °C
Solubility: insoluble in water
Appearance: colourless liquid
Hazard Symbols: HarmfulXn
Risk Codes: 10-36/37/38-40-65
Safety: 16-26-36/37/39-45
Transport Information: UN 3295 3/PG 3
PSA: 0.00000
LogP: 1.66790
Synthetic route
103-64-0

bromostyrene

536-74-3

phenylacetylene

Conditions
ConditionsYield
With potassium tert-butylate100%
With sodium hexamethyldisilazane In 1,2-dimethoxyethane at 20℃; for 1h;92%
With potassium tert-butylate In 1-methyl-pyrrolidin-2-one at 50℃; for 0.166667h; Schlenk technique; Inert atmosphere;86%
637-44-5

phenylpropyolic acid

536-74-3

phenylacetylene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0)100%
With [Au(DPB)SbF6]2(cod) In 1,2-dichloro-ethane at 20℃; for 24h; Inert atmosphere;24%
With water at 120℃; im geschlossenen Rohr;

2,2-diphenylethenyl(phenyl)iodonium tetrafluoroborate

536-74-3

phenylacetylene

Conditions
ConditionsYield
With triphenyl-arsane; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1.5h; Rearrangement; reductive elimination;100%
591-51-5

phenyllithium

diphenyl(phenylethynyl)selenium trifluoromethanesulfonate

A

886-66-8

1,4-diphenyl-1,3-butadiyne

B

1132-39-4

diphenylselenide

C

10271-65-5

2-(phenylethynyl)-1,1'-biphenyl

D

536-74-3

phenylacetylene

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; cyclohexane at 20℃; for 3h; Substitution; Further byproducts given;A 2%
B 100%
C 4%
D 60%

(C5H5)2V(C2C6H5)2

A

12083-48-6

bis(cyclopentadienyl)vanadium dichloride

B

536-74-3

phenylacetylene

Conditions
ConditionsYield
With HCl In diethyl ether -28°C;A 99%
B 61%
With HCl In diethyl ether -50°C;A 99%
B 68%
With HCl In diethyl ether 20°C;A 94%
B 50%
102921-26-6, 93-52-7

(1,2-dibromoethyl)benzene

536-74-3

phenylacetylene

Conditions
ConditionsYield
With potassium hydroxide; tetraoctyl ammonium bromide In Petroleum ether at 80℃; for 1h;98%
With sodium methylate In tetrahydrofuran Solvent; Reagent/catalyst; Reflux;97.5%
With 18-crown-6 ether; potassium tert-butylate In Petroleum ether at 25℃; for 0.5h;95%
588-73-8

(Z)-β-bromostyrene

536-74-3

phenylacetylene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 60℃; for 1h;98%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 1h; microwave irradiation;88%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 0.0166667h; microwave irradiation;
With potassium hydroxide In N,N-dimethyl-formamide at 120℃; for 12h; Solvent;

bis(phenylethynyl) ytterbium tetrahydrofuranate

A

ytterbium hydroxide

B

536-74-3

phenylacetylene

Conditions
ConditionsYield
In tetrahydrofuran hydrolysis;A 97.5%
B 86.9%
2170-06-1

1-Phenyl-2-(trimethylsilyl)acetylene

536-74-3

phenylacetylene

Conditions
ConditionsYield
With potassium trimethylsilonate In dimethyl sulfoxide at 60℃; under 760.051 Torr; for 6h; Catalytic behavior; Reagent/catalyst; Solvent; Sealed tube;97%
With potassium hydroxide95%
With tetrabutyl ammonium fluoride In tetrahydrofuran for 0.5h;93%
100-52-7

benzaldehyde

145397-30-4

C8H21N4PSi

A

α-trimethylsilyloxybenzyl-N,N,N',N'-tetramethylphosphondiamide

B

536-74-3

phenylacetylene

Conditions
ConditionsYield
In pentane at 20℃; for 0.166667h;A 97%
B n/a
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Chemistry

 Ethynylbenzene (CAS NO.536-74-3) is also named as 1-Phenylethyne ; Acetylene, phenyl- ; acetylene,phenyl- ; Benzene, ethynyl- ; Benzene,ethynyl- ; Ethinylbenzene ; Ethyne, phenyl- ; ethyne,phenyl- ; Phenylacethylene ; Styrene trimer,and so on.  Phenylacetylene(CAS NO.536-74-3) is colourless liquid.
CAS: 536-74-3
Molecular Formula: C8H6
Molecular Weight: 102.13
Molecular structure:
EINECS: 208-645-1
Melting point: -44.8 °C 
Boiling point: 142-144 °C(lit.)
Density: 0.93 g/mL at 25 °C(lit.)
Vapor pressure: 17.6 mm Hg ( 37.7 °C)
Refractive index: n20/D 1.549(lit.)
Flash point: 88 °F
Storage temp.: 2-8°C
Water Solubility: Insoluble
Sensitive: Light Sensitive
BRN: 605461

Uses

 Ethynylbenzene (CAS NO.536-74-3) is mainly used as pharmaceutical intermediates.

Toxicity Data With Reference

1.    

ivn-mus LD50:100 mg/kg

    CSLNX*    U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#04866 .

 

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by intravenous route. Explosive reaction with perchloric acid above −78°C. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes:  XnHarmful
Risk Statements:  10-36/37/38-40-65 (10:  Flammable 36/37/38:  Irritating to eyes, respiratory system and skin 40:  Limited evidence of a carcinogenic effect 65:  Harmful: May cause lung damage if swallowed)
Safety Statements:  16-26-36/37/39-45 (16:  Keep away from sources of ignition - No smoking 26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible))
RIDADR:  UN 3295 3/PG 3
WGK Germany:  1
F:  8-19
HazardClass:  3
PackingGroup:  III

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