3,5-Dichloroanisole supplier | CasNO.33719-74-3

Name
3,5-Dichloroanisole
EINECS 251-655-6
CAS No. 33719-74-3
Article Data13
CAS DataBase
Density 1.289g/cm³
Solubility
Melting Point 39-41 °C (dec.)(lit.)
Formula C₇H₆Cl₂O
Boiling Point 223.6 °C at 760 mmHg
Molecular Weight 177.03
Flash Point 106.1 °C
Transport Information
Appearance Whitetoyellowcrystalpowde
Safety 22-24/25-37/39-26
Risk Codes 20/22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms Anisole,3,5-dichloro- (8CI);1,3-Dichloro-5-methoxybenzene;3,5-Dichloroanisole;
PSA 9.23000
LogP 3.00200

Synthetic route

: 591-35-5
3,5-dichlorophenol

: 77-78-1
dimethyl sulfate

: 33719-74-3
3,5-dichloroanisole

Conditions

Conditions	Yield
With potassium carbonate In acetone for 3h;	100%
With potassium carbonate In acetone for 3h; Ambient temperature;	100%
With sodium hydroxide

: 591-35-5
3,5-dichlorophenol

: 616-38-6
carbonic acid dimethyl ester

: 33719-74-3
3,5-dichloroanisole

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 90℃; Inert atmosphere;	100%

: 108-70-3
1,3,5-trichlorobenzene

: 124-41-4
sodium methylate

: 33719-74-3
3,5-dichloroanisole

Conditions

Conditions	Yield
In dimethyl sulfoxide at 80 - 90℃; Concentration; Reagent/catalyst; Solvent; Temperature; Time;	98%
In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃; for 1h;	78%
In methanol; dimethyl sulfoxide at 50.1℃; Rate constant;
With methanol at 180℃;

: 67-56-1
methanol

: 108-70-3
1,3,5-trichlorobenzene

: 124-41-4
sodium methylate

A: 591-35-5
3,5-dichlorophenol

B: 33719-74-3
3,5-dichloroanisole

Conditions

Conditions	Yield
at 180℃; im Rohr;
at 175℃; Kinetics; im Rohr;

...Expand

: 591-35-5
3,5-dichlorophenol

: 74-88-4
methyl iodide

: 33719-74-3
3,5-dichloroanisole

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl acetamide at 25℃; Rate constant;

: 65800-69-3
3,5-dichlorophenolate

: 29829-22-9
S-methyldibenzothiophenium tetrafluoroborate

: 33719-74-3
3,5-dichloroanisole

Conditions

Conditions	Yield
In methanol at 30℃; for 3h;

: 626-43-7
3,5-Dichloroaniline

: 33719-74-3
3,5-dichloroanisole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Diazotization.Verkochen mit H2SO4 2: NaOH-solution View Scheme

: 929626-16-4
2-(3-chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 33719-74-3
3,5-dichloroanisole

Conditions

Conditions	Yield
With copper dichloride In methanol at 90℃;	193 mg

: 33719-74-3
3,5-dichloroanisole

: 54135-82-9
3,4,5-trichloroanisole

Conditions

Conditions	Yield
With trichloroisocyanuric acid In N,N-dimethyl-formamide for 1h;	87%
With 1,3,5-trichloro-2,4,6-triazine In N,N-dimethyl-formamide for 1h; Ambient temperature;	87%
With chlorine

: 33719-74-3
3,5-dichloroanisole

: 89-75-8
2,4-dichlorobenzoyl chloride

: 934562-64-8
(2,6-dichloro-4-methoxyphenyl)(2,4-dichlorophenyl)methanone

Conditions

Conditions	Yield
With aluminium trichloride In nitrobenzene at -78 - 20℃; for 25h; Friedel-Crafts reaction;	85%
With aluminum (III) chloride In nitrobenzene at -78 - 20℃; for 25h;	85%
Stage #1: 3,5-dichloroanisole; 2,4-dichlorobenzoyl chloride With aluminum (III) chloride In nitromethane at -78 - 20℃; for 25h; Friedel Crafts Acylation; Stage #2: With sodium hydroxide In diethyl ether; nitromethane at 0℃; Product distribution / selectivity; Friedel Crafts Acylation;	80%

: 33719-74-3
3,5-dichloroanisole

: 65262-96-6
3-chloro-5-methoxyphenol

Conditions

Conditions	Yield
With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; Inert atmosphere;	82%

: 33719-74-3
3,5-dichloroanisole

A: 100-96-9
1-methoxy-3,5-diamino-benzene

B: 10272-06-7
3-chloro-5-methoxyaniline

Conditions

Conditions	Yield
With ammonium hydroxide; potassium phosphate; copper(l) iodide; N1,N2-bis(5-methyl-[1,1'-biphenyl]-2-yl)oxalamide In water; dimethyl sulfoxide at 110℃; for 24h; Concentration; Inert atmosphere; Sealed tube;	A 10% B 81%

: 33719-74-3
3,5-dichloroanisole

: 4136-95-2
2,4,6-trichlorobenzoyl chloride

: 1380572-64-4
(2,6-dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl)methanone

Conditions

Conditions	Yield
With aluminum (III) chloride In nitrobenzene at 0 - 20℃; Friedel-Crafts reaction;	80%

: 33719-74-3
3,5-dichloroanisole

: 79-05-0
Propionamid

: N-(3-chloro-5-methoxyphenyl)propionamide

Conditions

Conditions	Yield
With copper(I) oxide; potassium phosphate; N1,N2-bis(thiophen-2-ylmethyl)oxalamide In tert-butyl alcohol at 130℃; for 24h; Schlenk technique;	78%

: 33719-74-3
3,5-dichloroanisole

: 98273-17-7
1,3-dichloro-2-iodo-5-methoxybenzene

Conditions

Conditions	Yield
With iodine; silver sulfate In acetonitrile at 20℃; for 72h; Inert atmosphere;	77%
Multi-step reaction with 3 steps 1: HNO3; H2SO4 / CH2Cl2 / 18 h / 20 °C 2: 7 percent / Na2S2O4 / aq. ethanol / 2 h / Heating View Scheme
Multi-step reaction with 2 steps 1.1: sulfuric acid; nitric acid / dichloromethane / 18 h 1.2: 14 h / Heating 2.1: sulfuric acid; potassium iodide; sodium nitrite / water / 18 h / 0 °C / Heating View Scheme
Multi-step reaction with 3 steps 1: sulfuric acid; nitric acid / dichloromethane / 18 h 2: sodium dithionite / ethanol; water / 14 h / Heating 3: sulfuric acid; potassium iodide; sodium nitrite / water / 18 h / 0 °C / Heating View Scheme
With iodine; silver sulfate In acetonitrile at 20℃; for 42h; regioselective reaction;	65 %Chromat.

: 33719-74-3
3,5-dichloroanisole

: 4659-45-4
2,6-Dichlorobenzoyl chloride

: 34786-96-4
(2,4-dichloro-6-hydroxyphenyl)(2,6-dichlorophenyl)methanone

Conditions

Conditions	Yield
With aluminum (III) chloride at 0 - 110℃; for 15h; Inert atmosphere;	72%

: 33719-74-3
3,5-dichloroanisole

: 591-35-5
3,5-dichlorophenol

Conditions

Conditions	Yield
With boron triiodide-N,N-diethylaniline In benzene for 4h; Ambient temperature;	67%
With hydrogen bromide In water Reflux;

: 33719-74-3
3,5-dichloroanisole

: 271242-20-7
(2-(4-bromophenyl)ethynyl)triisopropylsilane

: 2'-iodo-5'-methoxy-4,4''-bis[2-(triisopropylsilyl)ethynyl]-1,1':3',1''-terphenyl

Conditions

Conditions	Yield
Stage #1: 3,5-dichloroanisole With [bis-(trifluoroacetoxy)iodo]benzene; iodine In dichloromethane at 20℃; for 2.5h; Stage #2: (2-(4-bromophenyl)ethynyl)triisopropylsilane With tert.-butyl lithium In diethyl ether; pentane at 10 - 20℃; for 15h; Stage #3: With iodine In diethyl ether; pentane at 0℃; for 1h;	66%

: 33719-74-3
3,5-dichloroanisole

: Potassium; 3,5-dichloro-phenolate

Conditions

Conditions	Yield
With Triton X-114; potassium thioacyanate at 180℃; for 6h;	65%

: 33719-74-3
3,5-dichloroanisole

A: 1271523-34-2
1,5-dichloro-2-iodo-3-methoxybenzene

B: 98273-17-7
1,3-dichloro-2-iodo-5-methoxybenzene

Conditions

Conditions	Yield
With [bis-(trifluoroacetoxy)iodo]benzene; iodine In dichloromethane at 20℃; for 2.5h; Overall yield = 85 %; Overall yield = 3.20 g;	A 21% B 64%
With N-iodo-succinimide; toluene-4-sulfonic acid In acetonitrile for 18h; regioselective reaction;	A 14 %Chromat. B 68 %Chromat.

: 110-89-4
piperidine

: 33719-74-3
3,5-dichloroanisole

: 1,1′-(5-methoxy-1,3-phenylene)dipiperidine

Conditions

Conditions	Yield
With potassium tert-butylate In toluene at 155℃; for 24h; Autoclave;	63%

: 110-00-9
furan

: 33719-74-3
3,5-dichloroanisole

: 7-chloro-5-methoxy-1,4-dihydro-1,4-epoxidonaphthalene

Conditions

Conditions	Yield
With n-butyllithium; diisopropylamine In tetrahydrofuran at -78 - 0℃; for 3h;	60%

: 33719-74-3
3,5-dichloroanisole

: 4136-95-2
2,4,6-trichlorobenzoyl chloride

: (2,4-dichloro-6-hydroxyphenyl)(2,4,6-trichlorophenyl)methanone

Conditions

Conditions	Yield
With aluminum (III) chloride at 0 - 110℃; for 15h; Inert atmosphere;	58.6%

: 33719-74-3
3,5-dichloroanisole

: 106-93-4
ethylene dibromide

: 164650-68-4
3-methoxy-5-chlorobenzaldehyde

Conditions

Conditions	Yield
Stage #1: 3,5-dichloroanisole; ethylene dibromide With magnesium In tetrahydrofuran for 3h; Heating / reflux; Stage #2: With N,N-dimethyl-formamide In tetrahydrofuran at 0℃;	54%

: 33719-74-3
3,5-dichloroanisole

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 164650-68-4
3-methoxy-5-chlorobenzaldehyde

Conditions

Conditions	Yield
Stage #1: 3,5-dichloroanisole With magnesium; ethylene dibromide In tetrahydrofuran at 0 - 25℃; for 3h; Heating / reflux; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran Stage #3: With hydrogenchloride; water In tetrahydrofuran	54%
Stage #1: 3,5-dichloroanisole With magnesium; ethylene dibromide In tetrahydrofuran for 3h; Heating / reflux; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 0℃;	54%
Stage #1: 3,5-dichloroanisole With magnesium; ethylene dibromide In tetrahydrofuran for 3h; Heating / reflux; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 0℃;	54%
Stage #1: 3,5-dichloroanisole With magnesium; ethylene dibromide In tetrahydrofuran for 3h; Heating / reflux; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 0℃;	54%

: 33719-74-3
3,5-dichloroanisole

: 124-41-4
sodium methylate

A: 591-35-5
3,5-dichlorophenol

B: 65262-96-6
3-chloro-5-methoxyphenol

C: 7051-16-3
1-chloro-3,5-dimethoxybenzene

Conditions

Conditions	Yield
In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃;	A 51% B 7% C 40%
In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃; for 1h;	A 51% B 7% C 40%

...Expand

: 33719-74-3
3,5-dichloroanisole

A: 591-35-5
3,5-dichlorophenol

B: 65262-96-6
3-chloro-5-methoxyphenol

C: 7051-16-3
1-chloro-3,5-dimethoxybenzene

Conditions

Conditions	Yield
With sodium methylate In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃; for 1h;	A 51% B 7% C 40%

...Expand

: 124-38-9
carbon dioxide

: 33719-74-3
3,5-dichloroanisole

: 82477-67-6
3-chloro-5-methoxy-benzoic acid

Conditions

Conditions	Yield
Stage #1: 3,5-dichloroanisole With magnesium; ethylene dibromide In tetrahydrofuran for 2h; Heating / reflux; Stage #2: carbon dioxide In tetrahydrofuran	41%
With hydrogenchloride; magnesium Yield given. Multistep reaction;

: 33719-74-3
3,5-dichloroanisole

: 82477-67-6
3-chloro-5-methoxy-benzoic acid

Conditions

Conditions	Yield
Stage #1: 3,5-dichloroanisole With magnesium; ethylene dibromide In tetrahydrofuran for 2h; Heating / reflux; Stage #2: With hydrogenchloride In tetrahydrofuran; water	41%

: 33719-74-3
3,5-dichloroanisole

: 75-36-5
acetyl chloride

: 157487-30-4
1-(2,6-dichloro-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
Stage #1: acetyl chloride With aluminum (III) chloride In dichloromethane at 0℃; for 0.5h; Stage #2: 3,5-dichloroanisole In dichloromethane at 20℃; for 2h;	40%

: 50-00-0
formaldehyd

: 33719-74-3
3,5-dichloroanisole

: 86111-47-9
(2,6-dichloro-4-methoxy-phenyl)-methanol

Conditions

Conditions	Yield
Stage #1: formaldehyd; 3,5-dichloroanisole With hydrogenchloride; sulfuric acid In water at 60℃; Stage #2: With sodium hydroxide In 1,4-dioxane; water for 3h; Heating;	30%
With hydrogenchloride; sulfuric acid In water at 60℃;	30%
Stage #1: formaldehyd; 3,5-dichloroanisole With hydrogenchloride; sulfuric acid In water at 100℃; for 8h; Stage #2: With water; sodium hydroxide In 1,4-dioxane at 100℃; for 3h;	4.67 g

: 4885-02-3
Dichloromethyl methyl ether

: 33719-74-3
3,5-dichloroanisole

: 82772-93-8
2,6-dichloro-4-methoxy-benzaldehyde

Conditions

Conditions	Yield
With tin(IV) chloride In dichloromethane 1.) 0 deg C, 30 min, 2.) RT, 3 h;	28%

: 50-00-0
formaldehyd

: 33719-74-3
3,5-dichloroanisole

A: 911718-18-8
2,4-dichloro-6-methoxybenzyl alcohol

B: 86111-47-9
(2,6-dichloro-4-methoxy-phenyl)-methanol

Conditions

Conditions	Yield
With hydrogenchloride; sulfuric acid In water at 60℃; for 7h; Inert atmosphere;	A 15% B 25%
Stage #1: formaldehyd; 3,5-dichloroanisole With hydrogenchloride; sulfuric acid In water at 70℃; for 7h; Inert atmosphere; Stage #2: With sodium hydroxide In 1,4-dioxane; water for 7h; Reflux; Inert atmosphere;	A 3.74 g B 7.9 g

...Expand

: 33719-74-3
3,5-dichloroanisole

A: 4-bromo-3,5-dichloroanisole

B: 73931-43-8
C7H5BrCl2O

Conditions

Conditions	Yield
With hydrogenchloride; N-Bromosuccinimide In water; acetone at 20℃; for 0.5h;	A 25% B n/a
With hydrogenchloride; N-Bromosuccinimide; water In acetone at 20℃; for 0.0833333h; Inert atmosphere;

3,5-Dichloroanisole Specification

The 3,5-Dichloroanisole, with CAS registry number 33719-74-3, belongs to the following product categories: (1)Aromatic Ethers; (2)Anisole; (3)Anisoles, Alkyloxy Compounds & Phenylacetates; (4)Chlorine Compounds. Its systematic name and its IUPAC name are the same, which is 1,3-dichloro-5-methoxybenzene.

Physical properties about this chemical are: (1)ACD/LogP: 3.80; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.8; (4)ACD/LogD (pH 7.4): 3.8; (5)ACD/BCF (pH 5.5): 454.99; (6)ACD/BCF (pH 7.4): 454.99; (7)ACD/KOC (pH 5.5): 2781; (8)ACD/KOC (pH 7.4): 2781; (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)Polarizability: 16.93×10^-24cm³; (17)Surface Tension: 35.6 dyne/cm; (18)Enthalpy of Vaporization: 44.14 kJ/mol; (19)Vapour Pressure: 0.142 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
The 3,5-Dichloroanisole irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides this, it is harmful by inhalation and if swallowed. So avoid contact with skin and eyes and do not breathe dust.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cc(OC)cc(Cl)c1
(2)InChI: InChI=1/C7H6Cl2O/c1-10-7-3-5(8)2-6(9)4-7/h2-4H,1H3
(3)InChIKey: SSNXYMVLSOMJLU-UHFFFAOYAF
(4)Std. InChI: InChI=1S/C7H6Cl2O/c1-10-7-3-5(8)2-6(9)4-7/h2-4H,1H3
(5)Std. InChIKey: SSNXYMVLSOMJLU-UHFFFAOYSA-N

Product Name

3,5-Dichloroanisole

Synthetic route

3,5-Dichloroanisole Specification

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