2-Bromo-4,5-dimethoxybenzyl bromide supplier

Name
2-Bromo-4,5-dimethoxybenzyl bromide
EINECS
CAS No. 53207-00-4
Article Data20
CAS DataBase
Density 1.693g/cm³
Solubility
Melting Point 84.0-85.5 °C
Formula C₉H₁₀Br₂O₂
Boiling Point 320.637 °C at 760 mmHg
Molecular Weight 309.985
Flash Point 129.614 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Benzene, 1-bromo-2-(bromomethyl)-4,5-dimethoxy-;5-Bromo-4-(bromomethyl)-1,2-dimethoxybenzene;
PSA 18.46000
LogP 3.36120

Synthetic route

: 93-03-8
(3,4-dimethoxyphenyl)methanol

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

Conditions

Conditions	Yield
With bromine In acetic acid at 20℃; for 1h;	100%
With bromine; acetic acid at 25℃;	95%
With bromine; acetic acid at 0 - 20℃;	95%

: 494-99-5
1,2-dimethoxy-4-methylbenzene

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

Conditions

Conditions	Yield
Stage #1: 1,2-dimethoxy-4-methylbenzene With sodium bromate; sodium bromide In tetrachloromethane Reflux; Stage #2: With sulfuric acid In tetrachloromethane; water for 2.5h; Stage #3: With 2,2'-azobis-(2,4-dimethylvaleronitrile); sulfuric acid In tetrachloromethane; water for 6h; Reflux;	85%

: 54370-00-2
2-bromo-4,5-dimethoxybenzyl alcohol

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

Conditions

Conditions	Yield
With pyridine; phosphorus tribromide In chloroform at 0 - 20℃;	81%
With carbon tetrabromide; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 20h;	39%
With phosphorus tribromide

: 5392-10-9
2-bromo-4,5-dimethoxybenzaldehyde

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaBH4 2: NBS; Ph3P View Scheme
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / dichloromethane / 0.5 h / 20 °C 2: phosphorus tribromide / dichloromethane / 0.5 h / 0 °C View Scheme
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; methanol / 2.5 h / 0 °C 2: phosphorus tribromide / dichloromethane / 0.75 h / 0 - 5 °C View Scheme
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C 2: pyridine; phosphorus tribromide / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere View Scheme

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: Br2 / methanol 2: NaBH4 3: NBS; Ph3P View Scheme
Multi-step reaction with 2 steps 1.1: sodium tetrahydroborate; methanol / 0.33 h / 0 °C 2.1: acetic acid / 0.5 h / 0 °C 2.2: 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; methanol / 8 h / 20 °C 2: acetic acid; bromine / 0.83 h / 20 °C View Scheme

: 52806-46-9
1-bromo-4,5-dimethoxy-2-methylbenzene

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

Conditions

Conditions	Yield
With N-Bromosuccinimide In tetrachloromethane at 20℃; for 6h; Wohl-Ziegler Bromination; Irradiation;

: 6286-46-0
2-bromo-4,5-dimethoxybenzoic acid

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 31 h / 0 - 20 °C / Inert atmosphere 2: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 20 h / 0 - 20 °C View Scheme

: 120-72-9
indole

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 1314797-89-1
1-(2-bromo-4,5-dimethoxybenzyl)-1H-indole

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide	100%
Stage #1: indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Inert atmosphere; Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In N,N-dimethyl-formamide; mineral oil Inert atmosphere;	75%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 1394134-51-0
N-(2-bromo-4,5-dimethoxybenzyl)-4-methoxy-N-methylaniline

Conditions

Conditions	Yield
Stage #1: N-methyl-N-(4-methoxyphenyl)amine With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In N,N-dimethyl-formamide at 0 - 20℃; for 2h;	99%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 105-56-6
ethyl 2-cyanoacetate

: 2,2-bis(2-bromo-4,5-dimethoxybenzyl)-3-hydroxypropanenitrile

Conditions

Conditions	Yield
Stage #1: ethyl 2-cyanoacetate With potassium carbonate In acetonitrile at 20℃; for 0.5h; Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In acetonitrile at 20℃; Stage #3: With sodium tetrahydroborate In ethanol at 0 - 20℃; for 12h;	97%

: 1003-29-8
2-pyrrole aldehyde

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 1-(2-bromo-4,5-dimethoxybenzyl)-1H-pyrrole-2-carbaldehyde

Conditions

Conditions	Yield
Stage #1: 2-pyrrole aldehyde With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.25h; Inert atmosphere; Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In N,N-dimethyl-formamide; mineral oil at 0℃; Inert atmosphere;	97%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 603-35-0
triphenylphosphine

: (2-bromo-4,5-dimethoxybenzyl)triphenylphosphonium bromide

Conditions

Conditions	Yield
In toluene for 0.5h; Reflux;	96%
In toluene	95%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 2-amino-4-hydroxyphenylacetic acid methyl ester

: methyl 2-amino-4-(2-bromo-4,5-dimethoxybenzyloxy)phenylacetate

Conditions

Conditions	Yield
With palladium / hydroxyapatite In acetone at 80℃; for 4h;	95%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 38284-47-8
4-{2-[2-(6,6-dimethyl-norpinan-2-yl)-ethoxy]-ethyl}-morpholine

: 53251-94-8
Pinaverium bromide

Conditions

Conditions	Yield
In butanone Solvent; Reflux;	92.1%

: 95-14-7
1,2,3-Benzotriazole

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 1-(2-bromo-4,5-dimethoxybenzyl)-1H-benzotriazole

Conditions

Conditions	Yield
In N,N-dimethyl-formamide microwave irradiation;	92%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 2603-10-3
N-phenyl methyl carbamate

: 1449388-47-9
methyl 2-bromo-4,5-dimethoxybenzyl(phenyl)carbamate

Conditions

Conditions	Yield
Stage #1: N-phenyl methyl carbamate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 2h; Inert atmosphere;	92%

: 496-15-1
1-indoline

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 636608-03-2
1-(2-bromo-4,5-dimethoxybenzyl)-2,3-dihydroindole

Conditions

Conditions	Yield
With tetraethylammonium iodide; N-ethyl-N,N-diisopropylamine In acetonitrile at 70℃; for 0.5h;	91%

: 93-98-1
N-phenyl benzoyl amide

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 1449388-49-1
N-(2-bromo-4,5-dimethoxybenzyl)-N-phenylbenzamide

Conditions

Conditions	Yield
Stage #1: N-phenyl benzoyl amide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 2h; Inert atmosphere;	91%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 2,4-dihydroxyphenylacetic acid methyl ester

: methyl 2-hydroxy-4-(2-bromo-4,5-dimethoxybenzyloxy)phenylacetate

Conditions

Conditions	Yield
With palladium on activated charcoal at 80℃; for 4h; Reagent/catalyst;	91%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 1-(2-bromo-4,5-dimethoxybenzyl)-2-butyl-4-chloro-1H-imidazole-5-carbaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 10h;	90%

: 13031-49-7
N-(3-methoxyphenyl)benzamide

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 1449388-54-8
N-(2-bromo-4,5-dimethoxybenzyl)-N-(3-methoxyphenyl)benzamide

Conditions

Conditions	Yield
Stage #1: N-(3-methoxyphenyl)benzamide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 2h; Inert atmosphere;	90%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 5034-74-2
5-bromo-3-methoxysalicylaldehyde

: -4-bromo-2-(2-bromo-4,5-dimethoxystyryl)-6-methoxyphenol

Conditions

Conditions	Yield
Stage #1: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene With triphenylphosphine In toluene for 5h; Reflux; Stage #2: 5-bromo-3-methoxysalicylaldehyde With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran; toluene for 12h; Reagent/catalyst;	90%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 219781-97-2
N-methyl-6,7-(methylenedioxy)-1-naphthylamine

: 1449388-29-7
N-(2-bromo-4,5-dimethoxybenzyl)-N-methylnaphtho[2,3-d][1,3]dioxol-5-amine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 10h; Inert atmosphere; Sealed tube;	89%

: 616-45-5
2-pyrrolidinon

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 1-(2-bromo-4,5-dimethoxybenzyl)pyrrolidin-2-one

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; hexane for 24.5h; Cooling;	89%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 90-02-8
salicylaldehyde

: 1015221-50-7
2-(2-bromo-4,5-dimethoxybenzyloxy)benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetone for 3h; Heating;	88%

: 533-17-5
N-(2-chlorophenyl)acetamide

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: N-(2-bromo-4,5-dimethoxybenzyl)-N-(2-chlorophenyl)acetamide

Conditions

Conditions	Yield
Stage #1: N-(2-chlorophenyl)acetamide With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In tetrahydrofuran; mineral oil Inert atmosphere; Reflux;	88%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 5188-07-8
sodium thiomethoxide

: (2-bromo-4,5-dimethoxybenzyl)(methyl)sulfane

Conditions

Conditions	Yield
In ethanol at 25℃; for 24h;	88%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one hydrochloride

: 960004-51-7
C20H27BrN2O3

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 0.0180556h; microwave irradiation;	87%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 103-84-4
Acetanilid

: 1449388-48-0
N-(2-bromo-4,5-dimethoxybenzyl)-N-phenylacetamide

Conditions

Conditions	Yield
Stage #1: Acetanilid With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 2h; Inert atmosphere;	87%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 588-16-9
m-methoxyacetanilide

: 1449388-53-7
N-(2-bromo-4,5-dimethoxybenzyl)-N-(3-methoxyphenyl)acetamide

Conditions

Conditions	Yield
Stage #1: m-methoxyacetanilide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 2h; Inert atmosphere;	87%

: 90-15-3
α-naphthol

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 1532552-81-0
1-((2-bromo-4,5-dimethoxybenzyl)oxy)naphthalene

Conditions

Conditions	Yield
Stage #1: α-naphthol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In N,N-dimethyl-formamide at 0 - 20℃; for 2h; Inert atmosphere;	86%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 96013-75-1
2-(4{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethanol

A: 1008355-80-3
2-[4-(2-bromo-4,5-dimethoxybenzyloxy)phenyl]ethan-1-ol

B: 1008355-79-0
2-[4-(2-bromo-4,5-dimethoxybenzyloxy)phenyl]-1-t-butyldimethylsilyloxyethane

Conditions

Conditions	Yield
Stage #1: 2-(4{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethanol With sodium hydride In N,N-dimethyl-formamide Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In N,N-dimethyl-formamide at 60℃; for 4h;	A 84% B 14%

...Expand

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 100-61-8
N-methylaniline

: 1394134-47-4
N-(2-bromo-4,5-dimethoxybenzyl)-N-methylaniline

Conditions

Conditions	Yield
Stage #1: N-methylaniline With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In N,N-dimethyl-formamide at 0 - 20℃; for 2h;	84%

: 1202-04-6
indole-2-carboxylic acid methyl ester

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 238750-16-8
1-(2-bromo-4,5-dimethoxy-benzyl)-1H-indole-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile Alkylation; Heating;	83%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 91-56-5
indole-2,3-dione

: 1394134-40-7
N-(6-bromo-3,4-dimethoxy)benzyl isatin

Conditions

Conditions	Yield
Stage #1: indole-2,3-dione With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.333333h; Inert atmosphere; Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In N,N-dimethyl-formamide at 0 - 23℃; Inert atmosphere;	82%

2-Bromo-4,5-dimethoxybenzyl bromide Specification

The 2-Bromo-4,5-dimethoxybenzyl bromide, with the CAS registry number 53207-00-4, is also known as Benzene, 1-bromo-2-(bromomethyl)-4,5-dimethoxy- and 5-Bromo-4-(bromomethyl)-1,2-dimethoxybenzene. This chemical's molecular formula is C₉H₁₀Br₂O₂ and molecular weight is 309.9825. What's more, both its IUPAC name and systematic name are the same which is called 1-Bromo-2-(bromomethyl)-4,5-dimethoxybenzene.

Physical properties about 2-Bromo-4,5-dimethoxybenzyl bromide are: (1)ACD/LogP: 3.29; (2)#of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4; (4)ACD/LogD (pH 7.4): 4; (5)ACD/BCF (pH 5.5): 461; (6)ACD/BCF (pH 7.4): 461; (7)ACD/KOC (pH 5.5): 2808; (8)ACD/KOC (pH 7.4): 2808; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 18.46 Å²; (13)Index of Refraction: 1.568; (14)Molar Refractivity: 59.948 cm³; (15)Molar Volume: 183.115 cm³; (16)Surface Tension: 39.843 dyne/cm; (17)Density: 1.693 g/cm³; (18)Flash Point: 129.614 °C; (19)Enthalpy of Vaporization: 53.995 kJ/mol; (20)Boiling Point: 320.637 °C at 760 mmHg; (21)Vapour Pressure: 0.001 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: BrCc1cc(OC)c(OC)cc1Br
(2) InChI: InChI=1/C9H10Br2O2/c1-12-8-3-6(5-10)7(11)4-9(8)13-2/h3-4H,5H2,1-2H3
(3) InChIKey: PAJNRELOTRXFAQ-UHFFFAOYAC

Product Name

2-Bromo-4,5-dimethoxybenzyl bromide

Synthetic route

2-Bromo-4,5-dimethoxybenzyl bromide Specification

Related Products

Hot Products