Phenylacetyl chloride supplier

Name
phenylacetyl chloride
EINECS 203-146-5
CAS No. 103-80-0
Article Data166
CAS DataBase
Density 1.16 g/cm³
Solubility
Melting Point 91oC
Formula C₈H₇ClO
Boiling Point 218.7 °C at 760 mmHg
Molecular Weight 154.596
Flash Point 90 °C
Transport Information UN 2577 8/PG 2
Appearance Colourless liquid
Safety 26-36/37/39-45-25-27
Risk Codes 34-37-14
Molecular Structure
Hazard Symbols C
Synonyms Benzeneacetyl chloride;Acetylchloride, phenyl- (6CI,7CI,8CI);2-Phenylacetyl chloride;2-Phenylethanoylchloride;Phenacetyl chloride;Phenylacetic acid chloride;Phenylaceticchloride;a-Phenylacetyl chloride;
PSA 17.07000
LogP 1.99450

Synthetic route

: 103-82-2
phenylacetic acid

: 103-80-0
phenylacetyl chloride

Conditions

Conditions	Yield
With thionyl chloride In dichloromethane	100%
With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 23℃;	100%
With thionyl chloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;	100%

: 383865-57-4
4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine

A: N-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-2-phenyl-acetamide

B: 103-80-0
phenylacetyl chloride

Conditions

Conditions	Yield
	A 37% B n/a

: 103-82-2
phenylacetic acid

: 79-37-8
oxalyl dichloride

: 103-80-0
phenylacetyl chloride

: 79-37-8
oxalyl dichloride

: 114-70-5
sodium phenylacetate

: 103-80-0
phenylacetyl chloride

Conditions

Conditions	Yield
With benzene

: 937611-56-8
4-chloro-1,3,4-triphenyl-butan-2-one

A: 588-59-0
stilbene

B: 103-80-0
phenylacetyl chloride

: 5437-84-3
phenyl-acetic acid hydrazide; hydrochloride

: 103-80-0
phenylacetyl chloride

Conditions

Conditions	Yield
With Nitroethane; chlorine

: 114-70-5
sodium phenylacetate

A: 1555-80-2
phenylacetic anhydride

B: 103-80-0
phenylacetyl chloride

Conditions

Conditions	Yield
With sulfuryl dichloride

: 79-37-8
oxalyl dichloride

: 108-88-3
toluene

: 94-36-0
dibenzoyl peroxide

: 103-80-0
phenylacetyl chloride

...Expand

: 103-82-2
phenylacetic acid

: 79-37-8
oxalyl dichloride

: 71-43-2
benzene

A: 1555-80-2
phenylacetic anhydride

B: 103-80-0
phenylacetyl chloride

...Expand

: 140-29-4
phenylacetonitrile

: 103-80-0
phenylacetyl chloride

Conditions

Conditions	Yield
With thionyl chloride; sulfuric acid Multistep reaction;

: 629-01-6
n-octanamide

: 103-80-0
phenylacetyl chloride

Conditions

Conditions	Yield
With tetrachloromethane; cross-linked polymer (containing 2.50 mmol of phosphine/g) for 4h; Heating; Yield given;

: 88211-07-8
Benzylchlorocarbene

: 103-80-0
phenylacetyl chloride

Conditions

Conditions	Yield
With methyloxirane In cyclohexane at 22℃; Rate constant; other oxygen donors; also in acetonitrile;

: 103-82-2
phenylacetic acid

: 71-43-2
benzene

silicon tetrachloride: silicon tetrachloride

: 103-80-0
phenylacetyl chloride

Conditions

Conditions	Yield
at 60℃;

...Expand

: 114-70-5
sodium phenylacetate

sulfuryl chloride: sulfuryl chloride

A: 1555-80-2
phenylacetic anhydride

B: 103-80-0
phenylacetyl chloride

...Expand

: Vulpinsaeure

: 103-80-0
phenylacetyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. barium hydroxide solution 2: PCl5 View Scheme

: 872-50-4
1-methyl-pyrrolidin-2-one

Ar: Ar

COCl2 (Union Carbide, New York, N.Y.): COCl2 (Union Carbide, New York, N.Y.)

PhCH2 CO2 H: PhCH2 CO2 H

: 103-80-0
phenylacetyl chloride

Conditions

Conditions	Yield
In toluene

...Expand

: trans-[(phenylacetyl)bis(triphenylphosphine)palladium(II)(Cl)]

: 103-80-0
phenylacetyl chloride

Conditions

Conditions	Yield
With chlorine In dichloromethane byproducts: (P(C6H5)3)2PdCl2; addition of Cl2 to Pd(P(C6H5)3)2(C6H5CH2CO)Cl in CH2Cl2; determination : IR;

: trans-phenylacetylchlorobis(triphenylphosphine)platinum(II)

: 103-80-0
phenylacetyl chloride

Conditions

Conditions	Yield
With Iodine monochloride In dichloromethane byproducts: (PPh)2PtClI; addition of ICl to trans-(Pt(PPh3)2(PhCH2CO)Cl) in CH2Cl2; determination:IR;
With chlorine In dichloromethane byproducts: (PPh)2PtCl2; addition of Cl2 to trans-(Pt(PPh3)2(PhCH2CO)Cl) in CH2Cl2; determination:IR;

: 101-41-7
benzeneacetic acid methyl ester

: 103-80-0
phenylacetyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol; sodium hydroxide / water / 3 h / 70 °C 2: thionyl chloride / 1 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide; water / 70 - 85 °C 2: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 40 °C View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide / water / 3 h / 70 °C 2: thionyl chloride / 1 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide / methanol; water / 3 h / Reflux 2: chlorinating agent / dichloromethane / 0 °C View Scheme

: 122-78-1
phenylacetaldehyde

: 103-80-0
phenylacetyl chloride

Conditions

Conditions	Yield
With trichloroisocyanuric acid In dichloromethane at 20℃; for 120h; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; for 4h; Inert atmosphere; Irradiation;

: 123-75-1
pyrrolidine

: 103-80-0
phenylacetyl chloride

: 3389-53-5
phenylacetylpyrrolidine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	100%
With triethylamine In dichloromethane at 20℃; for 14h; Inert atmosphere;	100%
With triethylamine In dichloromethane at 20℃;	92%

: 110-89-4
piperidine

: 103-80-0
phenylacetyl chloride

: 3626-62-8
2-phenyl-1-(1-piperidinyl)ethanone

Conditions

Conditions	Yield
In dichloromethane	100%
at 20℃; for 1h;	91%
In chloroform Cooling with ice;	90%

: 67-51-6
3,5-dimethyl-1H-pyrazole

: 103-80-0
phenylacetyl chloride

: 36140-84-8
1-(3,5-dimethyl-1H-pyrazol-1-yl)-2-phenylethan-1-one

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;	100%
With triethylamine In benzene for 5h; Heating;	65%
With pyridine; benzene
With triethylamine
With triethylamine

: 118-92-3
anthranilic acid

: 103-80-0
phenylacetyl chloride

: 28565-98-2
N-phenylacetylanthranilic acid

Conditions

Conditions	Yield
In N,N-dimethyl acetamide at 0℃; for 4h;	100%
In N,N-dimethyl acetamide for 0.333333h; Cooling with ice;	92%
With pyridine for 2h; Cooling with ice;	91.43%

: 103-80-0
phenylacetyl chloride

: 100-51-6
benzyl alcohol

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	100%
With samarium In acetonitrile at 70℃; for 0.0333333h;	92%
With triethylamine In dichloromethane at 20℃; for 12h;	70.1%

: 103-67-3
benzyl-methyl-amine

: 103-80-0
phenylacetyl chloride

: 34317-22-1
N-benzyl-N-methyl-2-phenylacetamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 14h; Inert atmosphere;	100%
In diethyl ether
With sodium hydroxide In dichloromethane for 1h; Yield given;
With TEA; N-methylglycine potassium salt 1.) DMF, 4 h; 2.) DMF, 0.5 h; Yield given. Multistep reaction;

: 1071-46-1
hydrogen ethyl malonate

: 103-80-0
phenylacetyl chloride

: 718-08-1
ethyl 3-oxo-4-phenylbutyrate

Conditions

Conditions	Yield
Stage #1: hydrogen ethyl malonate With n-butyllithium In tetrahydrofuran; hexane at -78 - -10℃; Stage #2: phenylacetyl chloride In tetrahydrofuran; hexane at -78℃; for 0.166667h; Further stages.;	100%
With [2,2]bipyridinyl; n-butyllithium In tetrahydrofuran; hexane at -65℃; for 0.0833333h;	85%
	75%

: 103-80-0
phenylacetyl chloride

: 103-49-1
dibenzylamine

: 102459-18-7
N,N-dibenzyl-2-phenylacetamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 14h; Inert atmosphere;	100%
With triethylamine In dichloromethane at 20℃;	60%

: 2033-24-1
cycl-isopropylidene malonate

: 103-80-0
phenylacetyl chloride

: 66696-84-2
5-(1-hydroxy-2-phenylethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; Acylation;	100%
With dmap Inert atmosphere;	75%
Stage #1: cycl-isopropylidene malonate With pyridine In dichloromethane at 0℃; Stage #2: phenylacetyl chloride In dichloromethane at 0 - 20℃; Stage #3: With hydrogenchloride In dichloromethane; water Cooling with ice;	71%

: 100-01-6
4-nitro-aniline

: 103-80-0
phenylacetyl chloride

: 13140-77-7
N-(4-nitrophenyl)-2-phenylacetamide

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran at 0 - 20℃; for 2h;	100%
With potassium phosphate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;	95%
In dichloromethane at 20℃; for 1h;	70%

: 99-09-2
3-nitro-aniline

: 103-80-0
phenylacetyl chloride

: 13140-76-6
N-(3-nitrophenyl)-2-phenylacetamide

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran at 0 - 20℃; for 2h;	100%

: 17639-64-4
N-p-toluenesulfonylpyrrole

: 103-80-0
phenylacetyl chloride

: 152171-07-8
2-phenyl-1-[1-(toluene-4-sulfonyl)-1H-pyrrol-3-yl]ethanone

Conditions

Conditions	Yield
With aluminum (III) chloride In 1,2-dichloro-ethane at 0 - 20℃; for 1h; Friedel Crafts acylation;	100%
With aluminium trichloride 1.) CH2Cl2, 15 min, 2.) CH2Cl2, 25 deg C, 2 h; Yield given. Multistep reaction;

: 86945-25-7
4-(2-aminoethyl)-1-(phenylmethyl)piperidine

: 103-80-0
phenylacetyl chloride

: 1-benzyl-4-<2-(N-phenylacetylamino)ethyl>piperidine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0℃; for 1h;	100%

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 103-80-0
phenylacetyl chloride

: 95092-10-7
N-methoxy-N-methyl-2-phenylacetamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; for 4h;	100%
With pyridine In dichloromethane at 0 - 20℃; for 1.25h; Inert atmosphere;	99%
With hydrogenchloride; potassium carbonate In tert-butyl methyl ether; water; toluene	95%

: 15690-38-7
(6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

: 103-80-0
phenylacetyl chloride

: 28240-15-5
3-hydroxymethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
Stage #1: (6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid With benzenesulfonamide In N,N-dimethyl acetamide at 20℃; for 0.5h; Stage #2: phenylacetyl chloride In N,N-dimethyl acetamide at -20 - -10℃; for 1.5h;	100%
Stage #1: (6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid With N,O-bis-(trimethylsilyl)-acetamide In N,N-dimethyl acetamide at 20℃; for 0.5h; Stage #2: phenylacetyl chloride In N,N-dimethyl acetamide at -20 - -10℃; for 1.5h;	51.9%
In acetone at 0℃; for 1h;
With triethylamine Acylation;
In water; acetone pH=7.5 - 8.5;

: 103-80-0
phenylacetyl chloride

: 5330-97-2
N-hydroxy-2-phenylacetamide

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; potassium hydroxide In methanol at 0 - 20℃; Inert atmosphere;	100%
With hydroxylamine hydrochloride; potassium carbonate In diethyl ether; water 1.) 0 deg.C, 7 h, 2.) room temp.;	82%
With hydroxylamine hydrochloride; potassium carbonate In water; ethyl acetate at 0 - 23℃; for 2h;	78%

: 364-76-1
4-Fluoro-3-nitroaniline

: 103-80-0
phenylacetyl chloride

: N-(4-fluoro-3-nitro-phenyl)-2-phenyl-acetamide

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran at 0 - 20℃; for 2h;	100%
With triethylamine at 60℃; for 5h;

: 103-80-0
phenylacetyl chloride

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 1-BOC-4-phenylacetamidopiperazine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane; water	100%

: methyl 4-(piperidin-4-yl)butanoate hydrochloride

: 103-80-0
phenylacetyl chloride

: 910540-10-2
4-(1-phenylacetyl-piperidin-4-yl)-butyric acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 2h;	100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 2h;	100%
With N-ethyl-N,N-diisopropylamine In dichloromethane

: 852691-00-0
4-(1,3-dioxolan-2-yl)-N1-hydroxybenzenecarboximidamide

: 103-80-0
phenylacetyl chloride

: 1003867-83-1
(4-[1,3]-dioxolan-2-yl)-O-phenylacetylbenzamidoxime

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 16h;	100%

: Os3(CO)9(μ3-η2-3-aminoquinolin)(μ-H)

: 103-80-0
phenylacetyl chloride

: [Os3(CO)9(μ3-η2-(3-NHCOCH2C6H5)C9H5N)(μ-H)]

Conditions

Conditions	Yield
With Et3N; Me3N In tetrahydrofuran byproducts: Et3NHCl; dissolving of Os3(CO)9(NH2C9H5N)H in THF, addn. of stoich. amts. of Et3N, PhCH2COCl and 10% excess of trimethylamine; pptn., filtration, rotary evapn. of solvent; elem. anal.;	100%

: 103-80-0
phenylacetyl chloride

: 2835-77-0
(2-aminophenyl)(phenyl)methanone

: 342603-80-9
N-(2-benzoylphenyl)-2-phenylacetamide

Conditions

Conditions	Yield
With pyridine In dichloromethane for 3h;	100%

: 150-76-5
4-methoxy-phenol

: 103-80-0
phenylacetyl chloride

: 2308-20-5
4-methoxyphenyl 2-phenylacetate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20 - 25℃; for 17h; Inert atmosphere;	100%
With Fe/SWCNTs at 20℃; for 0.333333h;	89%
With sodium hydroxide In water for 2h;

: 765-39-9
1H-pyrrol-1-amine

: 103-80-0
phenylacetyl chloride

: 1357159-02-4
2-phenyl-N-(1H-pyrrol-1-yl)acetamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;	100%

: 5003-71-4
3-bromopropylamine hydrochloride

: 103-80-0
phenylacetyl chloride

: 910794-36-4
N-(3'-bromopropyl)-2-phenylacetamide

Conditions

Conditions	Yield
Stage #1: 3-bromopropylamine hydrochloride With sodium carbonate In dichloromethane; water at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: phenylacetyl chloride In dichloromethane; water at 0 - 20℃; for 4h; Inert atmosphere;	100%

: 5-(pent-4-yn-1-yl)-1,3,4-thiadiazol-2-amine

: 103-80-0
phenylacetyl chloride

: N-(5-(pent-4-yn-1-yl)-1,3,4-thiadiazol-2-yl)-2-phenylacetamide

Conditions

Conditions	Yield
With pyridine at 20℃; for 2h;	100%

: 4-bromodeacetyl colchicine

: 103-80-0
phenylacetyl chloride

: 4-bromo-N-(phenylacetyl)deacetyl colchicine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	100%

: N1-(1-Nitronaphthalen-2-yl)benzene-1,4-diamine

: 103-80-0
phenylacetyl chloride

: C24H19N3O3

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 3h; Inert atmosphere;	100%

: 533-58-4
2-Iodophenol

: 103-80-0
phenylacetyl chloride

: 2-iodophenyl 2-phenylacetate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20 - 25℃; for 4h; Inert atmosphere;	100%
With triethylamine In tetrahydrofuran; dichloromethane at 0 - 25℃; Inert atmosphere;	98%

Phenylacetyl chloride Specification

The Phenylacetyl chloride with CAS registry number of 103-80-0 is also known as Phenylacetic acid chloride. The IUPAC name is 2-Phenylacetyl chloride. It belongs to product categories of Pharmaceutical Intermediates; Acid Halides; Carbonyl Compounds; Organic Building Blocks. Its EINECS registry number is 203-146-5. In addition, the formula is C₈H₇ClO and the molecular weight is 154.60. This chemical is a colourless liquid that soluble in water and ether. It may destroy living tissue on contact and should be sealed in ventilated, cool, dry place away from oxidants, alkali, alcohols and water. What's more, this chemical is used as intermediates for pharmaceuticals, pesticides, spices and organic synthesis.

Physical properties about Phenylacetyl chloride are: (1)ACD/LogP: 1.628; (2)ACD/LogD (pH 5.5): 1.63; (3)ACD/LogD (pH 7.4): 1.63; (4)ACD/BCF (pH 5.5): 10.17; (5)ACD/BCF (pH 7.4): 10.17; (6)ACD/KOC (pH 5.5): 183.07; (7)ACD/KOC (pH 7.4): 183.07; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.535; (11)Molar Refractivity: 40.681 cm³; (12)Molar Volume: 130.755 cm³; (13)Polarizability: 16.127 10-24cm³; (14)Surface Tension: 39.2970008850098 dyne/cm; (15)Density: 1.182 g/cm³; (16)Flash Point: 89.971 °C; (17)Enthalpy of Vaporization: 45.51 kJ/mol; (18)Boiling Point: 218.704 °C at 760 mmHg; (19)Vapour Pressure: 0.123999997973442 mmHg at 25°C

Preparation of Phenylacetyl chloride: it is prepared by reaction of benzeneacetic acid with thionyl chloride. The reaction releases sulfur dioxide and hydrogen chloride gas at room temperature. When reaction is complete, the reaction mixture is heated to 30-40 °C for 25 hours and benzene is added. After steaming volatile matter, product is obtained by collecting distillate at 55-57 °C (0.133kPa). The yield is about 80-85%.

Uses of Phenylacetyl chloride: it is used to produce 1,2-diphenyl-ethanone by reaction with iodobenzene. The reaction occurs with reagent NBu₄BF₄, catalyst NiBr₂bpy and solvent acetonitrile with ambient temperature. The yield is about 35%.

Phenylacetyl chloride is used to produce 1,2-diphenyl-ethanone by reaction with iodobenzene.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to respiratory system and reacts violently with water. It can cause burns. During using it, wear suitable protective clothing, gloves and eye/face protection. Avoid contact with eyes. After using it, take off immediately all contaminated clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If accident happens or you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC=C(C=C1)CC(=O)Cl
2. InChI: InChI=1S/C8H7ClO/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2
3. InChIKey: VMZCDNSFRSVYKQ-UHFFFAOYSA-N

Product Name

phenylacetyl chloride

Synthetic route

Phenylacetyl chloride Specification

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