2,6-Dichloroanisole supplier

Name
2,6-Dichloroanisole
EINECS 217-855-2
CAS No. 1984-65-2
Article Data12
CAS DataBase
Density 1.289 g/cm³
Solubility 0.14g/L(25 oC)
Melting Point 10-11 °C(lit.)
Formula C₇H₆Cl₂O
Boiling Point 218.194 °C at 760 mmHg
Molecular Weight 177.03
Flash Point 91.111 °C
Transport Information UN 2810
Appearance Clear colourless liquid
Safety 23-24/25-37/39-26
Risk Codes 20/22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms 2,3- Dichloro methyl phenoxide;
PSA 9.23000
LogP 3.00200

Synthetic route

: 87-65-0
2,6-Dichlorophenol

: 616-38-6
carbonic acid dimethyl ester

: 1984-65-2
2,6-dichloroanisole

Conditions

Conditions	Yield
With N,N'-dimethylimidazolium-2-carboxylate In acetonitrile at 160℃; for 2h; Microwave irradiation; Green chemistry;	97%

: 87-65-0
2,6-Dichlorophenol

: 77-78-1
dimethyl sulfate

: 1984-65-2
2,6-dichloroanisole

Conditions

Conditions	Yield
With sodium hydroxide In water at 90℃; for 0.5h;	77%
With alkali

: 124-41-4
sodium methylate

: 87-61-6
1,2,3-trichlorobenzene

A: 1984-59-4
2,3-dichloroanisole

B: 1984-65-2
2,6-dichloroanisole

Conditions

Conditions	Yield
In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃; for 1h;	A 46% B 25%
In methanol; dimethyl sulfoxide at 50.1℃; Rate constant;

...Expand

: 87-61-6
1,2,3-trichlorobenzene

A: 87-65-0
2,6-Dichlorophenol

B: 1984-59-4
2,3-dichloroanisole

C: 1984-65-2
2,6-dichloroanisole

Conditions

Conditions	Yield
With potassium hydroxide; Tris(3,6-dioxaheptyl)amine at 135℃; for 2h;	A 23% B 756 g C 496 g

...Expand

: 87-40-1
2,4,6-trichloroanisole

A: 623-12-1
4-chloromethoxybenzene

B: 553-82-2
1,3-dichloro-4-methoxybenzene

C: 766-51-8
2-Chloroanisole

D: 1984-65-2
2,6-dichloroanisole

Conditions

Conditions	Yield
With (C2H5)3NH2CO2; palladium on activated charcoal In acetonitrile at 80℃; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 100-66-3
methoxybenzene

A: 623-12-1
4-chloromethoxybenzene

B: 553-82-2
1,3-dichloro-4-methoxybenzene

C: 766-51-8
2-Chloroanisole

D: 1984-65-2
2,6-dichloroanisole

Conditions

Conditions	Yield
With chlorine at 25℃; for 2h; Product distribution; var. time; other substituted aromatic ethers;	A 61.4 % Chromat. B 0.8 % Chromat. C 15.4 % Chromat. D 0.2 % Chromat.

...Expand

: 67-56-1
methanol

: 87-61-6
1,2,3-trichlorobenzene

A: 1984-59-4
2,3-dichloroanisole

B: 1984-65-2
2,6-dichloroanisole

Conditions

Conditions	Yield
With potassium hydroxide; Tris(3,6-dioxaheptyl)amine at 135℃; for 2h;	A 756 g B 496 g

...Expand

: 108-95-2
phenol

: 1984-65-2
2,6-dichloroanisole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: chlorine / Reaktion ueber mehrere Stufen 2: alkali View Scheme

: 75-77-4
chloro-trimethyl-silane

: 1984-65-2
2,6-dichloroanisole

: 1221589-81-6
(4,6-dichloro-5-methoxy-1,3-phenylene)bis(trimethylsilane)

Conditions

Conditions	Yield
Stage #1: 2,6-dichloroanisole With lithium diisopropyl amide In tetrahydrofuran at -78 - -65℃; for 3h; Inert atmosphere; Stage #2: chloro-trimethyl-silane In tetrahydrofuran at -78 - -40℃; for 22.5h; Inert atmosphere;	100%
Stage #1: 2,6-dichloroanisole With lithium diisopropyl amide In tetrahydrofuran at -78 - -65℃; for 3.5h; Inert atmosphere; Schlenk technique; Stage #2: chloro-trimethyl-silane In tetrahydrofuran at -75 - -65℃; for 1h; Inert atmosphere; Schlenk technique; Stage #3: chloro-trimethyl-silane Further stages;	74%

: 124-38-9
carbon dioxide

: 1984-65-2
2,6-dichloroanisole

A: 37908-97-7
3,5-dichloro-4-methoxybenzoic acid

B: 115382-33-7
2,4-dichloro-3-methoxybenzoic acid

Conditions

Conditions	Yield
Stage #1: 2,6-dichloroanisole With sec.-butyllithium In tetrahydrofuran; cyclohexane at -75℃; for 0.75h; Stage #2: carbon dioxide In tetrahydrofuran; cyclohexane at 25℃;	A n/a B 85%

...Expand

: 1984-65-2
2,6-dichloroanisole

: 100-39-0
benzyl bromide

: 253610-05-8
2,6-dibenzylanisole

Conditions

Conditions	Yield
Stage #1: benzyl bromide With magnesium In diethyl ether Metallation; Stage #2: 2,6-dichloroanisole; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether for 12h; Alkylation; Heating;	78%

: 1984-65-2
2,6-dichloroanisole

: 20383-28-2
N,N-diisopropyl benzamide

: 1440963-11-0
3',5'-dichloro-N,N-diisopropyl-4'-methoxy-[1,1'-biphenyl]-2-carboxamide

Conditions

Conditions	Yield
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; hexabromobenzene; 2-chloro-1,4-dimethyl-benzene; copper diacetate; cesium pivalate; Trimethylacetic acid at 150℃; for 21h; Inert atmosphere;	71%

: 1984-65-2
2,6-dichloroanisole

: 4265-16-1
2-formylbenzo[b]furan

: benzofuran-2-yl(3-chloro-2-methoxyphenyl)methanol

Conditions

Conditions	Yield
Stage #1: 2,6-dichloroanisole With N,N,N',N'',N'''-pentamethyldiethylenetriamine; C8H18Mg2Li(1+)2C8H17O(1-) In toluene at 25℃; for 1h; Inert atmosphere; Schlenk technique; Stage #2: 2-formylbenzo[b]furan In toluene at 25℃; for 1h; Inert atmosphere; Schlenk technique;	70%

: 1984-65-2
2,6-dichloroanisole

: 501-65-5
diphenyl acetylene

: 7,9-dichloro-1,2,3,4-tetraphenylspiro [4.5] deca-1,3,6,9-tetraen-8-one

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; palladium diacetate at 80℃; for 24h;	65%
With dipotassium peroxodisulfate; palladium diacetate; acetic acid at 80℃; Inert atmosphere;	65%

: 1984-65-2
2,6-dichloroanisole

: 77102-92-2
3-Chloro-2-methoxyphenol

Conditions

Conditions	Yield
Stage #1: 2,6-dichloroanisole With potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos In 1,4-dioxane; water at 100℃; for 2h; Stage #2: With hydrogenchloride In 1,4-dioxane; water	62%

: 1984-65-2
2,6-dichloroanisole

: 33872-80-9
o-tolyl magnesium chloride

: 2,2”-dimethyl-2’-methoxy-1,1‘:3’,1“-terphenyl

Conditions

Conditions	Yield
With triphenylphosphine; nickel dibromide In o-xylene Inert atmosphere;	39%

: 110-85-0
piperazine

: 1984-65-2
2,6-dichloroanisole

: 391882-60-3
1-(3-chloro-2-methoxyphenyl)piperazine

Conditions

Conditions	Yield
With sodium t-butanolate; palladium diacetate; tri(tert-butyl)phosphite In toluene at 70℃; for 21h;	37%
With sodium t-butanolate; tri(tert-butyl)phosphite; palladium diacetate In toluene at 70℃; for 21h;	37%
With palladium diacetate; johnphos; sodium t-butanolate In toluene at 80℃; for 21h; Buchwald-Hartwig cross-coupling;
With palladium diacetate; johnphos; sodium t-butanolate In toluene at 80℃; for 21h;

: 1984-65-2
2,6-dichloroanisole

: 87-65-0
2,6-Dichlorophenol

Conditions

Conditions	Yield
With sodium methylate In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃;	33%

: 1984-65-2
2,6-dichloroanisole

A: 2,6-dichloro(dichloromethoxy) benzene

B: 97608-48-5
1,3-Dichloro-2-trichloromethoxy-benzene

C: 87-61-6
1,2,3-trichlorobenzene

Conditions

Conditions	Yield
With chlorine; phosphorus pentachloride at 195℃; for 11.5h;	A n/a B 24.5% C n/a

...Expand

: 124-38-9
carbon dioxide

: 1984-65-2
2,6-dichloroanisole

: 115382-33-7
2,4-dichloro-3-methoxybenzoic acid

Conditions

Conditions	Yield
Stage #1: 2,6-dichloroanisole With isopropyllithium In tetrahydrofuran; cyclohexane at -78℃; for 0.75h; Stage #2: carbon dioxide In tetrahydrofuran; cyclohexane	24%
With sec.-butyllithium In tetrahydrofuran; dichloromethane

: 1984-65-2
2,6-dichloroanisole

: 95-76-1
m,p-dichloroaniline

: 75422-27-4
2,3',4,4'-tetrachloro-3-methoxybiphenyl

Conditions

Conditions	Yield
With n-Amyl nitrite at 60℃;	16%

: 1984-65-2
2,6-dichloroanisole

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 846031-51-4
4-(3-chloro-2-methoxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With caesium carbonate; tris-(dibenzylideneacetone)dipalladium(0); DavePhos In toluene at 100℃; for 16h;	8%

: 1984-65-2
2,6-dichloroanisole

: 79-03-8
propionyl chloride

: 213470-65-6
1-(3',5'-dichloro-4'-methoxyphenyl)-1-propanone

Conditions

Conditions	Yield
With carbon disulfide; aluminium trichloride

: 1984-65-2
2,6-dichloroanisole

: 88-95-9
Phthaloyl dichloride

: phthalic acid bis-(2,6-dichloro-phenyl ester)

Conditions

Conditions	Yield
With carbon disulfide; aluminium trichloride

: 1984-65-2
2,6-dichloroanisole

A: 25319-98-6
3,5-dichloro-4-hydroxybenzene sulfonic acid

B: 118795-79-2
2,6-dichloroanisole-4-sulfonic acid

Conditions

Conditions	Yield
With sulfuric acid at 20℃; for 91.6667h;

: 1984-65-2
2,6-dichloroanisole

A: 766-51-8
2-Chloroanisole

B: 100-66-3
methoxybenzene

Conditions

Conditions	Yield
With tetrabutylammonium perchlorate In N,N-dimethyl-formamide at 25 - 30℃; Title compound not separated from byproducts;	A 7 % Chromat. B 39 % Chromat.

: 1984-65-2
2,6-dichloroanisole

: 118795-79-2
2,6-dichloroanisole-4-sulfonic acid

Conditions

Conditions	Yield
With sulfuric acid at 20℃; Rate constant;

: 634-67-3
2,3,4-trichloroaniline

: 1984-65-2
2,6-dichloroanisole

A: 4-methoxy-3,5,2',3',4'-pentachlorobiphenyl

B: 3-methoxy-2,4,2',3',4'-pentachlorobiphenyl

Conditions

Conditions	Yield
With isopentyl nitrite at 120℃; for 1.5h; Cadogan diaryl coupling reaction;

...Expand

: 634-67-3
2,3,4-trichloroaniline

: 1984-65-2
2,6-dichloroanisole

A: 2',3,3',4',5-Pentachlorobiphenyl-4-ol

B: 3-hydroxy-2,2',3',4,4'-pentachlorobiphenyl

Conditions

Conditions	Yield
Stage #1: 2,3,4-trichloroaniline; 2,6-dichloroanisole With isopentyl nitrite at 140℃; Cadogan coupling; Stage #2: With boron tribromide In dichloromethane demethylation;

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2,6-Dichloroanisole Specification

The 2,6-Dichloroanisole, with the CAS registry number of 1984-65-2, is also known as 2,3- Dichloro methyl phenoxide. It belongs to the product categories of Anisole; Anisoles, Alkyloxy Compounds & Phenylacetates; Chlorine Compounds; Ethers; Organic Building Blocks; Oxygen Compounds. Its EINECS registry number is 217-855-2. This chemical's molecular formula is C₇H₆Cl₂O and molecular weight is 177.03. What's more, its IUPAC name is 1,3-Dichloro-2-methoxybenzene. In addition, it must be stored in airtight containers and placed in a dry, cool place. Besides, ensure the work place is well-ventilated.

Physical properties about the 2,6-Dichloroanisole are: (1)ACD/LogP: 3.24; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.24; (4)ACD/LogD (pH 7.4): 3.24; (5)ACD/BCF (pH 5.5): 169.63; (6)ACD/BCF (pH 7.4): 169.63; (7)ACD/KOC (pH 5.5): 1372.42; (8)ACD/KOC (pH 7.4): 1372.42; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 9.23 Å²; (13)Index of Refraction: 1.534; (14)Molar Refractivity: 42.72 cm³; (15)Molar Volume: 137.3 cm³; (16)Surface Tension: 35.6 dyne/cm; (17)Density: 1.289 g/cm³; (18)Flash Point: 91.1 °C; (19)Enthalpy of Vaporization: 43.61 kJ/mol; (20)Boiling Point: 218.2 °C at 760 mmHg; (21)Vapour Pressure: 0.188 mmHg at 25 °C.

Preparation: this chemical is prepared by reaction of Sulfuric acid dimethyl ester with 2,6-Dichloro-phenol. The reaction needs reagent NaOH and solvent H₂O. The reaction time is 30 min with reaction temperature of 90 °C. The yield is about 77 %.

Uses: it is used to produce other chemicals. For example, it is used to produce 2,6-Dichloro-phenol at 120 °C. This reaction needs reagent Sodium methoxide. Meanwhile, it needs solvent Hexamethylphosphoric acid triamide. The yield is about 33 %.

When you are using this chemical, please be cautious about it as the following:
As a chemical, it is irritating to eyes, respiratory system and skin. And you should avoid contacting with skin and eyes. It is harmful in contact with skin and if swallowed. During using it, wear suitable gloves and eye/face protection. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. Besides, you should avoid breathing the gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer).

You can still convert the following datas into molecular structure:
(1) SMILES:Clc1cccc(Cl)c1OC
(2) InChI:InChI=1/C7H6Cl2O/c1-10-7-5(8)3-2-4-6(7)9/h2-4H,1H3
(3) InChIKey:KZLMCDNAVVJKPX-UHFFFAOYAU

Product Name

2,6-Dichloroanisole

Synthetic route

2,6-Dichloroanisole Specification

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