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Cas Database

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

Phenylacetylene Synthetic route

: 103-64-0
bromostyrene

: 536-74-3
phenylacetylene

Conditions

Conditions	Yield
With potassium tert-butylate	100%
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

Conditions	Yield
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

Conditions	Yield
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

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

...Expand

: (C5H5)2V(C2C6H5)2

A: 12083-48-6
bis(cyclopentadienyl)vanadium dichloride

B: 536-74-3
phenylacetylene

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

: 7732-18-5
water

A: ytterbium hydroxide

B: 536-74-3
phenylacetylene

Conditions

Conditions	Yield
In tetrahydrofuran hydrolysis;	A 97.5% B 86.9%

: 2170-06-1
1-Phenyl-2-(trimethylsilyl)acetylene

: 536-74-3
phenylacetylene

Conditions

Conditions	Yield
With potassium trimethylsilonate In dimethyl sulfoxide at 60℃; under 760.051 Torr; for 6h; Catalytic behavior; Reagent/catalyst; Solvent; Sealed tube;	97%
With potassium hydroxide	95%
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

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

Phenylacetylene Chemical Properties

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

Phenylacetylene Uses

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

Phenylacetylene Toxicity Data With Reference

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 .

Phenylacetylene Consensus Reports

Reported in EPA TSCA Inventory.

Phenylacetylene 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: Xn Harmful
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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