Chlorphenesin supplier | CasNO.104-29-0

Name
Chlorphenesin
EINECS 203-192-6
CAS No. 104-29-0
Article Data26
CAS DataBase
Density 1.318 g/cm³
Solubility Slightly soluble in water.
Melting Point 77-79 °C
Formula C₉H₁₁ClO₃
Boiling Point 369.45 °C at 760 mmHg
Molecular Weight 202.638
Flash Point 177.237 °C
Transport Information
Appearance white to off-white crystalline powder
Safety 26-36
Risk Codes 20/21/22
Molecular Structure
Hazard Symbols
Synonyms 1,2-Propanediol,3-(p-chlorophenoxy)- (6CI,7CI,8CI);3-(4-Chlorophenoxy)-1,2-propanediol;3-(p-Chlorophenoxy)propane-1,2-diol;Adermykon;Demykon;ElestabCPN;Gecophen;Glycerol a-p-chlorophenyl ether;p-Chlorophenyl glyceryl ether;p-Chlorophenyl-a-glycerylether;p-Chlorphenesin;
PSA 49.69000
LogP 1.07200

Synthetic route

: 106-48-9
4-chloro-phenol

: 96-24-2
3-monochloro-1,2-propanediol

: 104-29-0
chlorphenesin

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydroxide at 105℃; for 3h; Concentration; Reagent/catalyst;	95.1%
With sodium hydroxide In ethanol for 2h; Heating;	81%
With alkali

: 106-48-9
4-chloro-phenol

: 56-81-5
glycerol

: 104-29-0
chlorphenesin

Conditions

Conditions	Yield
With potassium carbonate; Diethyl carbonate at 150℃; for 15h; Temperature; Reagent/catalyst; Green chemistry;	95%
With potassium carbonate; Diethyl carbonate at 105 - 110℃; for 20h;	77 %Spectr.

: 556-52-5
oxiranyl-methanol

: 106-48-9
4-chloro-phenol

: 104-29-0
chlorphenesin

Conditions

Conditions	Yield
Stage #1: 4-chloro-phenol With potassium carbonate In acetonitrile at 70℃; for 0.5h; Stage #2: oxiranyl-methanol In acetonitrile	90%
With tetrabutylammomium bromide; potassium carbonate; palladium dichloride In water at 60℃; for 4.5h;	69%
With pyridine
With pyridine

: 556-52-5
oxiranyl-methanol

: 1193-00-6
sodium 4-chlorophenolate

: 104-29-0
chlorphenesin

Conditions

Conditions	Yield
With cerium(IV) triflate; sodium dodecyl-sulfate at 20℃; for 4h;	89%
Stage #1: sodium 4-chlorophenolate With Amberlite IRA-400 resin In water Stage #2: oxiranyl-methanol In ethanol at 50℃; for 2h;	85%

: 2212-05-7
4-chlorophenyl 2,3-epoxypropyl ether

: 104-29-0
chlorphenesin

Conditions

Conditions	Yield
With β‐cyclodextrin In methanol; water at 40℃; for 10h;	85%
With sulfuric acid for 1h; Ambient temperature;

: 2212-05-7
4-chlorophenyl 2,3-epoxypropyl ether

: 139-02-6
sodium phenoxide

A: 104-29-0
chlorphenesin

B: 112718-82-8
1-(4-chloro-phenoxy)-3-phenoxy-propan-2-ol

Conditions

Conditions	Yield
With β‐cyclodextrin In water at 60℃; for 8h;	A 19% B 75%

...Expand

: 62067-19-0
2-Benzyloxy-3-(4-chloro-phenoxy)-propan-1-ol

: 104-29-0
chlorphenesin

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; palladium on activated charcoal In isopropyl alcohol; benzene

: 886-74-8, 126632-50-6
chlorphenesin carbamate

: 104-29-0
chlorphenesin

Conditions

Conditions	Yield
With hydrogenchloride In water at 40 - 60℃; for 192h; Kinetics; Mechanism; Thermodynamic data; various acid concentrations; apparent activation energies and entropies;

: 886-74-8, 126632-50-6
chlorphenesin carbamate

A: 104-29-0
chlorphenesin

B: 61514-96-3
3-(p-chlorophenoxy)-1,2-propanediol-2-carbamate

Conditions

Conditions	Yield
With sodium hydroxide In water at 0℃; Kinetics; Mechanism; Thermodynamic data; other concentrations of reagent, other temperature; isomerization, degradation, rate-pH profile were studied; apparent activation energies, and entropies were calculated;

: 61514-96-3
3-(p-chlorophenoxy)-1,2-propanediol-2-carbamate

A: 886-74-8, 126632-50-6
chlorphenesin carbamate

B: 104-29-0
chlorphenesin

Conditions

Conditions	Yield
With sodium hydroxide In water at 0℃; Rate constant; degradation was studied;

: 61514-96-3
3-(p-chlorophenoxy)-1,2-propanediol-2-carbamate

: 104-29-0
chlorphenesin

Conditions

Conditions	Yield
With hydrogenchloride In water at 40 - 60℃; for 192h; Kinetics; Thermodynamic data; various acid concentrations; apparent activation energies and entropies;

(+-)-1-chloro-3-<4-chloro-phenoxy>-propan-2-ol: (+-)-1-chloro-3-<4-chloro-phenoxy>-propan-2-ol

: 104-29-0
chlorphenesin

Conditions

Conditions	Yield
With potassium carbonate

: 106-48-9
4-chloro-phenol

: 104-29-0
chlorphenesin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K2CO3 / acetone / Heating 2: 1N sulfuric acid / 1 h / Ambient temperature View Scheme

: 1121-74-0
potassium 4-chlorophenoxide

: 104-29-0
chlorphenesin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (i) Me2SO3, (ii) /BRN= 4161425/, DMSO 2: H2, HCl / Pd-C / benzene; propan-2-ol View Scheme

: 4-((4-chlorophenoxy)methyl)-2,2-dimethyl-1,3-dioxolane

: 104-29-0
chlorphenesin

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water for 2h; Heating / reflux;

: 2212-05-7
4-chlorophenyl 2,3-epoxypropyl ether

A: 104-29-0
chlorphenesin

B: 129098-57-3
(S)-1,2-epoxy-3-(4-chlorophenoxy) propane

C: 129098-58-4
(R)-2-((4-chlorophenoxy)methyl)oxirane

Conditions

Conditions	Yield
With Bacillus megaterium ECU1001 epoxide hydrolase In potassium phosphate buffer; dimethyl sulfoxide at 30℃; for 0.5h; pH=7; Resolution of racemate; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;

...Expand

: 108-05-4
vinyl acetate

: 104-29-0
chlorphenesin

: 204584-11-2
1-acetoxy-3-(4-chlorophenoxy)propan-2-ol

Conditions

Conditions	Yield
With porcine pancreatic lipase In di-isopropyl ether at 20℃; for 3h; Enzymatic reaction; regioselective reaction;	98%

: 104-29-0
chlorphenesin

: 18162-48-6
tert-butyldimethylsilyl chloride

: 3-(4-chlorophenoxy)-1,2-bis(tert-butyldimethylsiloxy)propane

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;	93%

: 104-29-0
chlorphenesin

: 43018-72-0
p-chlorophenoxyacetaldehyde

Conditions

Conditions	Yield
With sodium periodate; silica gel In dichloromethane for 0.25h;	90%
With polymer-supported phenyliodine(III) diacetate In dichloromethane at 20℃; for 6h;	90%
With lead(IV) acetate; benzene
With sodium periodate; silica gel In dichloromethane
With sodium periodate In water for 1h; Ambient temperature;

: 104-29-0
chlorphenesin

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1-((tert-butyldimethylsilyl)oxy)-3-(4-chlorophenoxy)propan-2-ol

Conditions

Conditions	Yield
With 1H-imidazole In tetrahydrofuran at 20℃; for 24h;	90%

: 104-29-0
chlorphenesin

: 124-63-0
methanesulfonyl chloride

: 87481-87-6
3-(4-chlorophenoxy)-1,2-propanediol dimesylate

Conditions

Conditions	Yield
With pyridine	89%

: 104-29-0
chlorphenesin

: 108-24-7
acetic anhydride

: 204584-11-2
1-acetoxy-3-(4-chlorophenoxy)propan-2-ol

Conditions

Conditions	Yield
With pyridine at 4℃;	85%
With pyridine; dmap In dichloromethane	62%

: 13416-90-5
divinyl butanedioate

: 104-29-0
chlorphenesin

: 935477-90-0
1-O-vinylsuccinyl-chlorphenesin

Conditions

Conditions	Yield
With Lipozyme(R) In acetone at 50℃; for 1h;	84.7%

: 104-29-0
chlorphenesin

: 98-59-9
p-toluenesulfonyl chloride

: 87481-86-5
3-(4-chlorophenoxy)-1,2-propanediol ditosylate

Conditions

Conditions	Yield
With pyridine	84%

: 201230-82-2
carbon monoxide

: 104-29-0
chlorphenesin

: 40492-32-8
4-((4-chlorophenoxy)methyl)-1,3-dioxolan-2-one

Conditions

Conditions	Yield
With palladium 10% on activated carbon; oxygen; sodium acetate; potassium iodide In 1,2-dimethoxyethane at 100℃; under 10343.2 Torr; for 3h; Autoclave; Inert atmosphere;	83%

: 4074-90-2
divinyl adipate

: 104-29-0
chlorphenesin

: 1-O-vinyladipoyl-chlorphenesin

Conditions

Conditions	Yield
With Lipozyme(R) In acetone at 50℃; for 2h;	72.5%

: 104-29-0
chlorphenesin

: 530-62-1
1,1'-carbonyldiimidazole

: 40492-32-8
4-((4-chlorophenoxy)methyl)-1,3-dioxolan-2-one

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 23℃; for 18h; Inert atmosphere;	67%

: 10355-49-4
azelaic acid divinyl ester

: 104-29-0
chlorphenesin

: 1-O-vinylazeloyl-chlorphenesin

Conditions

Conditions	Yield
With Lipozyme(R) In acetone at 50℃; for 2h;	56.8%

: 104-29-0
chlorphenesin

: 3-(4-chloro-2-hydroxyphenoxy)propane-1,2-diol

Conditions

Conditions	Yield
Stage #1: chlorphenesin With 4,5-dichlorophthalic anhydride; 6,7-dichlorobenzo[d][1,2]dioxine-1,4-dione In chloroform at 50℃; for 24h; Stage #2: With water; sodium hydrogencarbonate In methanol at 50℃; for 1h; Inert atmosphere; regioselective reaction;	52%

: 10355-50-7
divinyl sebacate

: 104-29-0
chlorphenesin

: 1-O-vinylsebacoyl-chlorphenesin

Conditions

Conditions	Yield
With Lipozyme(R) In acetone at 50℃; for 2h;	51.9%

: 108-05-4
vinyl acetate

: 104-29-0
chlorphenesin

A: 147220-31-3
(R)-1-acetoxy-3-(4-chlorophenoxy)propan-2-ol

B: (S)-3-(4-chlorophenoxy)propane-1,2-diol

Conditions

Conditions	Yield
With pseudomonas fluorescens lipase In toluene at 30℃; for 1h; Catalytic behavior; Concentration; Solvent; Temperature; Time; Resolution of racemate; Enzymatic reaction; enantioselective reaction;	A 48% B 49%

...Expand

: 108-05-4
vinyl acetate

: 104-29-0
chlorphenesin

: 147220-41-5
Acetic acid (S)-1-acetoxymethyl-2-(4-chloro-phenoxy)-ethyl ester

Conditions

Conditions	Yield
In tetrahydrofuran for 72h; Ambient temperature; lipase Amano PS;	38%

: 104-29-0
chlorphenesin

: 39735-79-0
1-chloro-3-(4-chloro-phenoxy)-propan-2-ol

Conditions

Conditions	Yield
With hydrogenchloride; acetic acid at 100 - 110℃;

: 104-29-0
chlorphenesin

: 79-04-9
chloroacetyl chloride

: 23958-75-0
Chloro-acetic acid 3-(4-chloro-phenoxy)-2-hydroxy-propyl ester

Conditions

Conditions	Yield
With N,N-dimethyl-aniline

: 104-29-0
chlorphenesin

: 79-04-9
chloroacetyl chloride

: 23958-86-3
Chloro-acetic acid 1-(2-chloro-acetoxymethyl)-2-(4-chloro-phenoxy)-ethyl ester

Conditions

Conditions	Yield
With N,N-dimethyl-aniline

: 104-29-0
chlorphenesin

: 57-13-6
urea

: 14716-97-3
5-(4-chloro-phenoxymethyl)-oxazolidin-2-one

Conditions

Conditions	Yield
at 180 - 200℃; for 5h;

: 104-29-0
chlorphenesin

: 98-80-6
phenylboronic acid

: 2170-24-3
4-(4-chloro-phenoxymethyl)-2-phenyl-[1,3,2]dioxaborolane

: 108-05-4
vinyl acetate

: 104-29-0
chlorphenesin

A: 147220-31-3
(S)-1-acetoxy-3-(4-chlorophenoxy)propan-2-ol

B: 147220-31-3
(R)-1-acetoxy-3-(4-chlorophenoxy)propan-2-ol

C: 147220-41-5
Acetic acid (S)-1-acetoxymethyl-2-(4-chloro-phenoxy)-ethyl ester

D: 147220-41-5
Acetic acid (R)-1-acetoxymethyl-2-(4-chloro-phenoxy)-ethyl ester

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran lipase PS; Title compound not separated from byproducts;

...Expand

: 108-05-4
vinyl acetate

: 104-29-0
chlorphenesin

A: 147220-31-3
(S)-1-acetoxy-3-(4-chlorophenoxy)propan-2-ol

B: 147220-31-3
(R)-1-acetoxy-3-(4-chlorophenoxy)propan-2-ol

C: 911835-63-7
Acetic acid 1-acetoxymethyl-2-(4-chloro-phenoxy)-ethyl ester

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 25h; lipase amano PS; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

Chlorphenesin Specification

The 1,2-Propanediol,3-(4-chlorophenoxy)-, with the CAS registry number 104-29-0, is also known as Chlorphenesin. It belongs to the classification codes of Central Nervous System Agents; Drug / Therapeutic Agent; Muscle Relaxants, Central; Neuromuscular Agents; Peripheral Nervous System Agents. Its EINECS registry number is 203-192-6. This chemical's molecular formula is C₉H₁₁ClO₃ and molecular weight is 202.63. What's more, both its IUPAC name and systematic name are the same which is called 3-(4-Chlorophenoxy)propane-1,2-diol. It should be stored in a cool, dry and well-ventilated place.

Physical properties about 1,2-Propanediol,3-(4-chlorophenoxy)- are: (1)ACD/LogP: 1.713; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.71; (4)ACD/LogD (pH 7.4): 1.71; (5)ACD/BCF (pH 5.5): 11.80; (6)ACD/BCF (pH 7.4): 11.80; (7)ACD/KOC (pH 5.5): 203.59; (8)ACD/KOC (pH 7.4): 203.59; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 6 ; (12)Polar Surface Area: 49.69 Å²; (13)Index of Refraction: 1.565; (14)Molar Refractivity: 50.121 cm³; (15)Molar Volume: 153.788 cm³; (16)Polarizability: 19.869×10^-24cm³; (17)Surface Tension: 50.629 dyne/cm; (18)Density: 1.318 g/cm³; (19)Flash Point: 177.237 °C; (20)Enthalpy of Vaporization: 65.013 kJ/mol; (21)Boiling Point: 369.45 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of 1,2-Propanediol,3-(4-chlorophenoxy)-: this chemical can be prepared by 4-chloro-phenol with 3-chloro-propane-1,2-diol. This reaction needs reagent NaOH and solvent ethanol heating for 2 hours. The yield is 81 %.

1,2-Propanediol,3-(4-chlorophenoxy)- can be prepared by 4-chloro-phenol with 3-chloro-propane-1,2-diol.

Uses of 1,2-Propanediol,3-(4-chlorophenoxy)-: it is used to produce other chemicals. For example, it can react with acetoxyethene to get acetic acid 1-acetoxymethyl-2-(4-chloro-phenoxy)-ethyl ester. The reaction occurs with reagent tetrahydrofuran at ambient temperature for 72 hours. The yield is 38 %.

1,2-Propanediol,3-(4-chlorophenoxy)- can react with acetoxyethene to get acetic acid 1-acetoxymethyl-2-(4-chloro-phenoxy)-ethyl ester.

When you are dealing with this chemical, you should be very careful. This chemical is harmful by inhalation, in contact with skin and if swallowed. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: Clc1ccc(OCC(O)CO)cc1
(2) InChI: InChI=1S/C9H11ClO3/c10-7-1-3-9(4-2-7)13-6-8(12)5-11/h1-4,8,11-12H,5-6H2
(3) InChIKey: MXOAEAUPQDYUQM-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	subcutaneous	911mg/kg (911mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: MUSCLE WEAKNESS	Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 470, 1948.

Product Name

Chlorphenesin

Synthetic route

Chlorphenesin Specification

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