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Name	4-Bromo-1,2-(methylenedioxy)benzene	EINECS	220-123-5
CAS No.	2635-13-4	Density	1.721 g/cm³
PSA	18.46000	LogP	2.17780
Solubility	N/A	Melting Point	N/A
Formula	C₇H₅BrO₂	Boiling Point	268.6 °C at 760 mmHg
Molecular Weight	201.019	Flash Point	107.5 °C
Transport Information	N/A	Appearance	clear yellow-orange liquid
Safety	26-36-37/39	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	Benzene,4-bromo-1,2-(methylenedioxy)- (6CI,7CI,8CI);1-Bromo-3,4-(methylenedioxy)benzene;3,4-Methylenedioxybromobenzene;3,4-Methylenedioxyphenyl bromide;5-Bromo-1,3-benzodioxolane;5-Bromo-1,3-benzodioxole;Benzodioxol-5-yl bromide;	Article Data	44

4-Bromo-1,2-(methylenedioxy)benzene Synthetic route

: 274-09-9
Methylenedioxybenzene

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate; lithium bromide In acetonitrile at 20℃; for 2h;	99%
With N-Bromosuccinimide; methyl bis[4-(trifluoromethyl)phenyl]selenonium tetrafluoroborate In 1,2-dichloro-ethane at 23℃; for 48h; Inert atmosphere; Darkness;	99%
With N-Bromosuccinimide; (Z)-N-[3,5-bis(trifluoromethyl)phenyl]-4-(dimethyliminio)pyridine-1(4H)-carbimidothioate In dichloromethane at 25℃; for 36h; Darkness; regioselective reaction;	98%

: 109586-40-5
1,3-dihydroisobenzofuran-5-yl trifluoromethanesulfonate

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

Conditions

Conditions	Yield
With [Cp*Ru(CH3CN)3]OTf; lithium bromide at 100℃; for 12h; Inert atmosphere;	94%
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; potassium bromide In 1,4-dioxane at 130℃; for 16h; Inert atmosphere;	83%

: 128-08-5
N-Bromosuccinimide

: 274-09-9
Methylenedioxybenzene

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 0.25h; Flow reactor; UV-irradiation;	79%

: potassium (3,4-(methylenedioxy)phenyl)trifluoroborate

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

Conditions

Conditions	Yield
With acetic acid; lithium bromide In dimethyl sulfoxide at 100℃; for 8h; Schlenk technique;	75%

: 202001-83-0
7-bromo-1-oxaspiro<2.5>octa-5,7-dien-4-one

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

Conditions

Conditions	Yield
With tert-butyldimethylsilyl chloride In tetrachloromethane at 70℃; for 4.5h;	70%

: 128-08-5
N-Bromosuccinimide

: 274-09-9
Methylenedioxybenzene

: 67-66-3
chloroform

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

: 202001-83-0
7-bromo-1-oxaspiro<2.5>octa-5,7-dien-4-one

A: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

B: 4-Bromo-2-chloromethoxy-phenol

Conditions

Conditions	Yield
With chloro-trimethyl-silane In toluene Ambient temperature;

<4-amino-pyrocatechol>-methylene ether-sulfate: <4-amino-pyrocatechol>-methylene ether-sulfate

A: 274-09-9
Methylenedioxybenzene

B: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

Conditions

Conditions	Yield
With sulfuric acid; sodium nitrite at 0℃; Diazotization.Zersetzen des Diazoniumsalzes mit einer waessr. Loesung von Kaliumbromid, Natriumhypophosphit und Kupfersulfat;

: 2316-64-5
5-bromo-2-hydroxybenzyl alcohol

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 60 percent / NaIO4 2: 70 percent / TBDMSCl / CCl4 / 4.5 h / 70 °C View Scheme
Multi-step reaction with 2 steps 1: 60 percent / NaIO4 2: TMSCl / toluene / Ambient temperature View Scheme

: 274-09-9
Methylenedioxybenzene

A: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

B: 5279-32-3
5,6-dibromo-1,3-benzodioxole

Conditions

Conditions	Yield
With N-Bromosuccinimide; chloro-trimethyl-silane In acetonitrile at 20℃; for 1h; Overall yield = 181 mg; regioselective reaction;

4-Bromo-1,2-(methylenedioxy)benzene Chemical Properties

The Molecular Structure of 1,3-Benzodioxole, 5-bromo- (CAS NO.2635-13-4):

Empirical Formula: C₇H₅BrO₂
Molecular Weight: 201.0174
IUPAC Name: 5-bromo-1,3-benzodioxole
Appearance: clear yellow-orange liquid
Nominal Mass: 200 Da
Average Mass: 201.0174 Da
Monoisotopic Mass: 199.947284 Da
Index of Refraction: 1.602
Molar Refractivity: 40.1 cm³
Molar Volume: 116.7 cm³
Surface Tension: 51.6 dyne/cm
Density: 1.721 g/cm³
Flash Point: 107.5 °C
Enthalpy of Vaporization: 48.63 kJ/mol
Boiling Point: 268.6 °C at 760 mmHg
Vapour Pressure: 0.0126 mmHg at 25°C
InChI
InChI=1/C7H5BrO2/c8-5-1-2-6-7(3-5)10-4-9-6/h1-3H,4H2
Smiles
c12cc(Br)ccc1OCO2
Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives; Miscellaneous; Bromine Compounds; Miscellaneous Compounds

4-Bromo-1,2-(methylenedioxy)benzene Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
S37/39: Wear suitable gloves and eye/face protection
WGK Germany: 3
Hazard Note: Irritant

4-Bromo-1,2-(methylenedioxy)benzene Specification

1,3-Benzodioxole, 5-bromo- (CAS NO.2635-13-4) is also called as 4-Bromomethylenedioxybenzene ; 1,2-Methylenedioxy-4-bromobenzene ; 1-Bromo-3,4-(methylenedioxy)benzene ; 3,4-Methylenedioxybromobenzene ; 3,4-Methylendioxybromobenzene ; 4-Bromo-1,2-methylenedioxybenzene . 1,3-Benzodioxole, 5-bromo- (CAS NO.2635-13-4) is used as intermediates of daily chemical products.

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