4-Chloro-3,5-dimethylphenol supplier

Name
4-Chloro-3,5-dimethylphenol
EINECS 201-793-8
CAS No. 88-04-0
Article Data34
CAS DataBase
Density 1.183 g/cm³
Solubility 0.3 g/L (20 °C) in water
Melting Point 114-116 °C(lit.)
Formula C₈H₉ClO
Boiling Point 246 °C at 760 mmHg
Molecular Weight 156.612
Flash Point 105.9 °C
Transport Information UN 3077 9/PG 3
Appearance white or cream crystalline powder with a characteristic odour
Safety 24-37
Risk Codes 22-36/38-43
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms 3,5-Xylenol,4-chloro- (6CI,8CI);2-Chloro-5-hydroxy-1,3-dimethylbenzene;2-Chloro-5-hydroxy-m-xylene;4-Chloro-3,5-Xylenol;4-Chloro-3,5-dimethylphenol;4-Chloro-5,3-dimethylphenol;4-Chloro-m-xylenol;Benzytol;Camel;Camel(pesticide);Chloroxylenol;Desson;Dettol;Dettol (biocide);Ecotru;Espadol;Husept Extra;NSC 4971;Nipacide PX;Ottasept Extra;PCMX;Parametaxylenol;RBA 777;p-Chloro-3,5-xylenol;p-Chloro-m-Xylenol;
PSA 20.23000
LogP 2.66240

Synthetic route

: 108-68-9
3,5-Dimethylphenol

: 88-04-0
4-Chloro-3,5-dimethylphenol

Conditions

Conditions	Yield
With N-chloro-N-(benzenesulfonyl)benzenesulfonamide In acetonitrile at 20 - 25℃; for 0.166667h; Green chemistry;	98.9%
With hydrogenchloride; copper(II) choride dihydrate; oxygen; sodium chloride In 1,2-dichloro-ethane at 80℃; under 3750.38 Torr; Temperature; Solvent; Reagent/catalyst; Autoclave;	97.2%
With iron(III) chloride; N-chloro-succinimide; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide In tetrahydrofuran at 60℃; for 12h; Inert atmosphere; regioselective reaction;	76%

: 6981-15-3
4-chloro-3,5-dimethylanisole

: 88-04-0
4-Chloro-3,5-dimethylphenol

Conditions

Conditions	Yield
Kaninchen-Organismus;
With boron tribromide In dichloromethane at 0℃; for 2h;

: 22012-58-4
4-chloro-3, 5, dimethyl phenyl acetate

: 88-04-0
4-Chloro-3,5-dimethylphenol

Conditions

Conditions	Yield
Kaninchen-Organismus;

: 108-68-9
3,5-Dimethylphenol

A: 88-04-0
4-Chloro-3,5-dimethylphenol

B: 5538-41-0
o-chloro-m-xylenol

Conditions

Conditions	Yield
With sulfuryl dichloride; chloroform
With iron(III) chloride; 1,2-dithiacyclooctane; sulfuryl dichloride In dichloromethane at 20℃; for 4h; Reagent/catalyst; regioselective reaction;	A 89 %Chromat. B 7.6 %Chromat.
With 1,3-dichloro-5,5-dimethylhydantoin; diisopropylamine hydrochloride In toluene at 0℃; for 4h; Darkness; Overall yield = 86 %; regioselective reaction;

: 4-chloro-3,5-dimethylphenyl phosphate monoester

: 88-04-0
4-Chloro-3,5-dimethylphenol

Conditions

Conditions	Yield
With hydrogenchloride at 98℃; Kinetics; Mechanism; Thermodynamic data; E(activ.), ΔS(excit.);

: N,N,N',N'-Tetramethyl-acridine-3,6-diamine; compound with 4-chloro-3,5-dimethyl-phenol

A: 88-04-0
4-Chloro-3,5-dimethylphenol

B: 494-38-2
acridine orange

Conditions

Conditions	Yield
In benzonitrile at 25℃; Equilibrium constant; ionic strength 0.1 M;

: N,N,N',N'-Tetramethyl-acridine-3,6-diamine; compound with 4-chloro-3,5-dimethyl-phenol

A: 88-04-0
4-Chloro-3,5-dimethylphenol

B: 494-38-2
acridine orange

Conditions

Conditions	Yield
In benzonitrile at 25℃; Equilibrium constant; ionic strength 0.1 M;

: 108-68-9
3,5-Dimethylphenol

A: 88-04-0
4-Chloro-3,5-dimethylphenol

B: 133-53-9
2,4-dichloro-3,5-dimethylphenol

Conditions

Conditions	Yield
With N-chlorotriethylammonium chloride In trifluoroacetic acid Ambient temperature; Yield given. Yields of byproduct given;

: 7782-50-5
chlorine

: 64-19-7
acetic acid

: 108-68-9
3,5-Dimethylphenol

: 88-04-0
4-Chloro-3,5-dimethylphenol

...Expand

: 67-66-3
chloroform

: 108-68-9
3,5-Dimethylphenol

sulfuryl chloride (1 mol): sulfuryl chloride (1 mol)

A: 88-04-0
4-Chloro-3,5-dimethylphenol

B: 5538-41-0
o-chloro-m-xylenol

...Expand

: 23399-89-5
5-(2-ethoxy)-2-chloro-1,3-dimethylbenzene

rabbit-organism: rabbit-organism

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 64-17-5
ethanol

: 855950-62-8
(4-chloro-3,5-dimethyl-phenyl)-chloromethyl ether

A: 50-00-0
formaldehyd

B: 88-04-0
4-Chloro-3,5-dimethylphenol

C ethoxy-<4-chloro-3,5-dimethyl-phenoxy>-methane: ethoxy-<4-chloro-3,5-dimethyl-phenoxy>-methane

Conditions

Conditions	Yield
at 25℃; Rate constant; Solvolyse;

...Expand

: 874-63-5
3,5-dimethylmethoxybenzene

: 88-04-0
4-Chloro-3,5-dimethylphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-chloro-succinimide 2: boron tribromide / dichloromethane / 2 h / 0 °C View Scheme

: 108-68-9
3,5-Dimethylphenol

A: 88-04-0
4-Chloro-3,5-dimethylphenol

B: 133-53-9
2,4-dichloro-3,5-dimethylphenol

C: 5538-41-0
o-chloro-m-xylenol

Conditions

Conditions	Yield
With iron(III) chloride; sulfuryl dichloride; 1,3-bis(methylthio)propane In dichloromethane at 20℃; for 4h; Reagent/catalyst; regioselective reaction;	A 75 %Chromat. B 9 %Chromat. C 10 %Chromat.

...Expand

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 1194-02-1
4-fluorobenzonitrile

: 938300-53-9
4-(4-chloro-3,5-dimethylphenoxy)benzonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 16h;	100%
With potassium carbonate In dimethyl sulfoxide Microwave irradiation;

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 459-57-4
4-fluorobenzaldehyde

: 4-(4-chloro-3,5-dimethylphenoxy)benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 16h;	100%
With potassium carbonate In N,N-dimethyl-formamide at 110℃; Inert atmosphere;	70%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 102-92-1
Cinnamoyl chloride

: 89329-16-8
4-chloro-3,5-dimethylphenylcinnamate

Conditions

Conditions	Yield
With pyridine In benzene for 1h; Heating;	99%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 1866-39-3
trans-p-methylcinnamic acid

: 6-chloro-5,7-dimethyl-4-(p-tolyl)-3,4-dihydrochromen-2-one

Conditions

Conditions	Yield
With trifluoroacetic acid at 100℃; for 23h;	99%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 1011-54-7
2-methoxycinnamic acid

: 6-chloro-4-(2-methoxyphenyl)-5,7-dimethyl-3,4-dihydrochromen-2-one

Conditions

Conditions	Yield
With trifluoroacetic acid at 100℃; for 16h;	99%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 20329-98-0, 20329-99-1, 90-50-6
(E)-3,4,5-trimethoxy-cinnamic acid

: 6-chloro-5,7-dimethyl-4-(3,4,5-trimethoxyphenyl)-3,4-dihydrochromen-2-one

Conditions

Conditions	Yield
With trifluoroacetic acid at 100℃; for 16h;	99%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

: 850496-03-6
4-(benzo[d][1,3]dioxol-5-yl)-6-chloro-5,7-dimethyl-3,4-dihydrochromen-2-one

Conditions

Conditions	Yield
With trifluoroacetic acid for 23h;	99%
With trifluoroacetic acid

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 2373-80-0
3,4-(methylenedioxy)cinnamic acid

: 850496-03-6
4-(benzo[d][1,3]dioxol-5-yl)-6-chloro-5,7-dimethyl-3,4-dihydrochromen-2-one

Conditions

Conditions	Yield
With acetyl chloride at 25℃; for 10h; Inert atmosphere;	99%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 830-09-1
3-(4'-methoxyphenyl)propenoic acid

: 850496-00-3
6-chloro-5,7-dimethyl-4-(4-methoxyphenyl)-3,4-dihydrochromen-2-one

Conditions

Conditions	Yield
With acetyl chloride at 25℃; for 1h; Inert atmosphere;	99%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 501-65-5
diphenyl acetylene

: (Z)-(1-(4-chloro-3,5-dimethylphenoxy)ethene-1,2-diyl)dibenzene

Conditions

Conditions	Yield
With [{Au(IPr)}2(μ-OH)][BF4] In toluene at 80℃; for 6h; regioselective reaction;	98%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 274924-71-9
4-(1H-1,2,3-benzotriazol-1-yl)-5-nitrophthalonitrile

: 4-benzotriazol-1-yl-5-(4-chloro-3,5-dimethyl-phenoxy)-phthalonitrile

Conditions

Conditions	Yield
With potassium carbonate In water; N,N-dimethyl-formamide at 20℃;	96%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 802294-64-0
propionic acid

: 6-chloro-2-ethyl-3,5,7-trimethyl-4H-chromen-4-one

Conditions

Conditions	Yield
With titanium tetrachloride In neat (no solvent) at 100℃; for 3h; Inert atmosphere;	96%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 106-54-7
p-Chlorothiophenol

: 4-chloro-2-((4-chlorophenyl)thio)-3,5-dimethylphenol

Conditions

Conditions	Yield
With nitronium tetrafluoborate; oxygen In sulfolane at 20℃; for 24h; Sealed tube;	96%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 943-89-5
(E)-3-(4-methoxyphenyl)acrylic acid

: 850496-00-3
6-chloro-5,7-dimethyl-4-(4-methoxyphenyl)-3,4-dihydrochromen-2-one

Conditions

Conditions	Yield
With trifluoroacetic acid for 16h;	95%

: 358-23-6
trifluoromethylsulfonic anhydride

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 1242759-17-6
4-chloro-3,5-dimethylphenyl trifluoromethanesulfonate

Conditions

Conditions	Yield
Stage #1: 4-Chloro-3,5-dimethylphenol With triethylamine In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at -78 - 20℃; for 12h; Inert atmosphere;	95%
With triethylamine In dichloromethane at 0 - 20℃;	78%
Inert atmosphere;
With pyridine In dichloromethane at 0 - 20℃; for 5h;

: 1866-39-3
4-methylcinnamic acid

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 6-chloro-5,7-dimethyl-4-(p-tolyl)-3,4-dihydrochromen-2-one

Conditions

Conditions	Yield
With acetyl chloride at 25℃; for 10h; Inert atmosphere;	95%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 51-46-7
1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane

: 1423170-05-1
1,3-bis[2′-hydroxy-5′-chloro-4′,6′-dimethylbenzyl]imidazolidine

Conditions

Conditions	Yield
at 150℃; for 0.333333h; Mannich Aminomethylation;	94%

: 3132-99-8
m-bromobenzoic aldehyde

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 1426937-26-9
3-(4-chloro-3,5-dimethylphenoxy)benzaldehyde

Conditions

Conditions	Yield
With copper(l) iodide; dimethylaminoacetic acid; caesium carbonate In 1,4-dioxane at 180℃; for 16h;	94%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 54582-90-0
4-chloro-3,5-dimethyl-2-nitrophenol

Conditions

Conditions	Yield
With nitric acid; acetic acid at 5 - 25℃; for 1h;	93.2%
With nitric acid In acetic acid at 5 - 20℃; for 1h;	90.1%
With bismuth (III) nitrate pentahydrate In acetone at 56℃; for 6h;	80%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 92-30-8
2-(trifluoromethyl)-10H-phenothiazine

: 4-chloro-3,5dimethyl-2-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)phenol

Conditions

Conditions	Yield
With Trimethylacetic acid at 150℃; Sealed tube;	92.3%
With oxygen; sodium nitrite In toluene at 0 - 20℃; Sealed tube;	74%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 104-15-4
toluene-4-sulfonic acid

: 19545-94-9
4-chloro-3,5-dimethylphenyl p-toluenesulfonate

Conditions

Conditions	Yield
Fe(3+)-exchanged montmorillonite clay In 1,2-dichloro-ethane at 80℃; for 24h;	92%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 108-68-9
3,5-Dimethylphenol

Conditions

Conditions	Yield
With potassium carbonate; isopropyl alcohol; palladium diacetate; triphenylphosphine at 90℃; for 14h;	92%
In isopropyl alcohol for 15h; Irradiation; Inert atmosphere;	100 %Chromat.

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 74-88-4
methyl iodide

: 6981-15-3
4-chloro-3,5-dimethylanisole

Conditions

Conditions	Yield
	92%
With potassium carbonate In acetone for 3h; Inert atmosphere; Reflux;	84%
With potassium carbonate In acetone for 3h; Heating / reflux;	77%
With potassium carbonate In acetone for 6h; Reflux;

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 802294-64-0
propionic acid

: 100126-79-2
4-chloro-3,5-dimethylphenyl propionate

Conditions

Conditions	Yield
With tin(IV) chloride In neat (no solvent) at 100℃; for 8h; Inert atmosphere; chemoselective reaction;	92%

: 124-07-2
Octanoic acid

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 6-chloro-2-heptyl-3-hexyl-5,7-dimethyl-4H-chromen-4-one

Conditions

Conditions	Yield
With titanium tetrachloride In neat (no solvent) at 100℃; for 6h; Inert atmosphere;	91%

: 103-82-2
phenylacetic acid

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 4-chloro-3,5-dimethylphenyl 2-phenylacetate

Conditions

Conditions	Yield
With tin(IV) chloride In neat (no solvent) at 100℃; for 8h; Inert atmosphere; chemoselective reaction;	91%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 188348-50-7, 188348-52-9, 155566-46-4
2,2'-dihydroxy-5,5'-dichloro-4,4',6,6'-tetramethyl-1,1'-biphenyl

Conditions

Conditions	Yield
With air; Cu-exchange montmorillonite In chlorobenzene at 140℃; for 6h;	90%
With aluminum (III) chloride; propionic acid In nitromethane at 50℃; for 18h; Reagent/catalyst; Inert atmosphere;	86%
With clay; oxygen; copper In chlorobenzene for 10h; coupling; Heating;	63%
With iron(III) chloride	30%
With Cu-exchanged clay In chlorobenzene at 140℃; for 6h;	27%

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 3029-79-6, 14473-89-3, 16642-82-3
(E)-3-methylcinnamic acid

: 6-chloro-5,7-dimethyl-4-(m-tolyl)-3,4-dihydrochromen-2-one

Conditions

Conditions	Yield
With trifluoroacetic acid at 100℃; for 40h;	90%

: 19009-39-3
N,N-diisopropylcarbamoyl chloride

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 4-chloro-3,5-dimethylphenyl diisopropylcarbamate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile	90%

4-Chloro-3,5-dimethylphenol Specification

The 4-Chloro-3,5-xylenol is an organic compound with the formula C₈H₉ClO. The IUPAC name of this chemical is 4-chloro-3,5-dimethylphenol. With the CAS registry number 88-04-0, it is also named as 2-Chloro-5-hydroxy-1,3-dimethylbenzene. The product's category is Categories: Phenoles and Thiophenoles. Besides, it is a white or cream crystalline powder with a characteristic odour, which should be stored in a cool, dry place at temperature of 2 - 8 °C. It used as Antiseptic and germicide.

Physical properties about 4-Chloro-3,5-xylenol are: (1)ACD/LogP: 3.35; (2)ACD/LogD (pH 5.5): 3.35; (3)ACD/LogD (pH 7.4): 3.34; (4)ACD/BCF (pH 5.5): 205.53; (5)ACD/BCF (pH 7.4): 204.65; (6)ACD/KOC (pH 5.5): 1574.57; (7)ACD/KOC (pH 7.4): 1567.83; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 20.23 Å²; (12)Index of Refraction: 1.558; (13)Molar Refractivity: 42.67 cm³; (14)Molar Volume: 132.3 cm³; (15)Polarizability: 16.91×10^-24cm³; (16)Surface Tension: 40.2 dyne/cm; (17)Density: 1.183 g/cm³; (18)Flash Point: 105.9 °C; (19)Enthalpy of Vaporization: 50.27 kJ/mol; (20)Boiling Point: 246 °C at 760 mmHg; (21)Vapour Pressure: 0.0177 mmHg at 25°C.

Preparation: this chemical can be prepared by 3,5 - dichloro-dimethyl phenol and acid, also can be prepared by 3,5 - dimethyl phenol and chlorine catalyzed by zinc.

Uses of 4-Chloro-3,5-xylenol: it can be used to produce 2,6-bis-bromomethyl-4-chloro-3,5-dimethyl-phenol. It will need reagent HBr(g) and solvent acetic acid with reaction time of 30 min. The yield is about 57%.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed and may cause sensitisation by skin contact. Besides, this chemical is irritating to eyes and skin. When you are using it, wear suitable gloves and avoid contact with skin.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=CC(=CC(=C1Cl)C)O
(2)InChI: InChI=1S/C8H9ClO/c1-5-3-7(10)4-6(2)8(5)9/h3-4,10H,1-2H3
(3)InChIKey: OSDLLIBGSJNGJE-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	115gm/kg (115000mg/kg)		Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 41, Pg. 595, 1952.
mouse	LD50	oral	1gm/kg (1000mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: ATAXIA GASTROINTESTINAL: OTHER CHANGES	Science Reports of the Research Institutes, Tohoku University, Series C: Medicine. Vol. 36(1-4), Pg. 10, 1989.
rat	LD50	oral	3830mg/kg (3830mg/kg)	LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES GASTROINTESTINAL: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES	Journal of the American College of Toxicology. Vol. 4(5), Pg. 147, 1985.
women	LDLo	oral	6mL/kg (6mL/kg)	VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED	Postgraduate Medical Journal. Vol. 53, Pg. 229, 1977.

Product Name

4-Chloro-3,5-dimethylphenol

Synthetic route

4-Chloro-3,5-dimethylphenol Specification

Related Products

Hot Products