CAS No.274-09-9,1,3-Benzodioxole Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	274-09-9
Name:	1,3-Benzodioxole
Article Data:	87

Formula:	C₇H₆O₂
Molecular Weight:	122.123
Synonyms:	Benzene,1,2-(methylenedioxy)- (6CI,8CI);(Methylenedioxy)benzene;1,2-(Methylenedioxy)benzene;1,3-Dioxaindan;1,3-Dioxindan;2H-1,3-Benzodioxole;2H-Benzo[d]-1,3-dioxolane;Benzene,1,2-[methylenebis(oxy)]-;Benzodioxole;o-(Methylenedioxy)benzene;Methylene Dioxy Benzene;1,2-Methylenedioxybenzene;
EINECS:	205-992-0
Density:	1.213 g/cm³
Melting Point:	-18 °C
Boiling Point:	173 °C at 760 mmHg
Flash Point:	55 °C
Solubility:	0.2 g/100 mL (25 °C) in water
Appearance:	clear colourless to light yellow liquid
Hazard Symbols:	Xn, Xi
Risk Codes:	20/22-22-10-36/37/38-20/21/22
Safety:	23-24/25-36/37/39-26-16-36
Transport Information:	UN 1993 3/PG 3
PSA:	18.46000
LogP:	1.41530

Synthetic route

: 7228-38-8
5-chloro-1,3-benzodioxole

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With 4-methyl-morpholine; tetrahydroxydiboron; 5%-palladium/activated carbon In 1,2-dichloro-ethane at 50℃; for 5h;	100%
Stage #1: 5-chloro-1,3-benzodioxole With ethidium Bromide; magnesium; iron(II) chloride; magnesium chloride In tetrahydrofuran at 22 - 52℃; for 23h; Stage #2: With water In tetrahydrofuran
In isopropyl alcohol for 15h; Irradiation; Inert atmosphere;	100 %Chromat.

: 94839-07-3
3,4-(methylenedioxy)-benzeneboronic acid

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; tetrahydroxydiboron; 1,3-bis(bis(4-methoxyphenyl)phosphino)propane In water; 1,2-dichloro-ethane at 70℃; for 0.25h;	99%
With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); water In toluene at 90℃; for 1h; Microwave irradiation; Green chemistry;	62%
Stage #1: 3,4-(methylenedioxy)-benzeneboronic acid With (HOCH2)2CMeCH2O-polymer In tetrahydrofuran Cyclization; Stage #2: With Ag(NH3)NO3 In tetrahydrofuran for 8h; Protodeboronation; Heating; Further stages.;

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

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With potassium phosphate In N,N-dimethyl-formamide; cyclohexanol at 110℃; for 12h;	96%
With tris(dibenzylideneacetone)dipalladium (0); tris(2,4-di-tert-butylphenyl)phosphite; caesium carbonate In cyclohexanol at 120℃; for 10h;	85 %Chromat.
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate; isopropyl alcohol at 100℃; Schlenk technique; Inert atmosphere;	88%Chromat.
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; carbon dioxide; palladium diacetate; N-ethyl-N,N-diisopropylamine; triphenylphosphine In N,N-dimethyl acetamide at 20℃; under 760.051 Torr; for 12h; Reagent/catalyst; Solvent; Irradiation;	100 %Spectr.
With triethylamine In acetonitrile at 20℃; for 15h; Irradiation; Inert atmosphere;	94 %Spectr.

: 75-09-2
dichloromethane

: 120-80-9
benzene-1,2-diol

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With sodium hydroxide In dimethyl sulfoxide at 50 - 100℃; for 5.5h; Reagent/catalyst; Temperature; Microwave irradiation;	95%
In 1-methyl-pyrrolidin-2-one Reagent/catalyst;	94.69%
With sodium hydroxide In dimethyl sulfoxide at 90 - 120℃; for 0.5h; Temperature; Solvent; Reagent/catalyst;	85.4%

: 74-97-5
chlorobromomethane

: 120-80-9
benzene-1,2-diol

A: 274-09-9
Methylenedioxybenzene

B: 263-29-6
dibenzo-tetroxecin

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20 - 110℃;	A 88% B 11%

...Expand

: 75-11-6
diiodomethane

: 120-80-9
benzene-1,2-diol

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 110℃; for 1h; Inert atmosphere;	80%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 80℃; for 12h;	62.1%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 80℃; for 12h;	62.1%
With potassium hydroxide; hydrogen
With sodium hydride 1.) HMPT, room temp.; 2.) room temp., 20 min; Yield given. Multistep reaction;

: 124-38-9
carbon dioxide

: 5876-51-7
5-iodo-1,3-benzodioxole

A: 274-09-9
Methylenedioxybenzene

B: 94-53-1
Piperonylic acid

Conditions

Conditions	Yield
With tetraethylammonium tosylate; triphenylphosphine; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide Pt anode/Pt cathode; electrolysis with 2.5 mA/cm2;	A 13% B 76%

...Expand

: 7228-38-8
5-chloro-1,3-benzodioxole

: 95-93-2
1,2,4,5-tetramethylbenzene

A: 274-09-9
Methylenedioxybenzene

B: 954367-93-2
3,4-methylenedioxy-2',3',5',6'-tetramethyl-biphenyl

Conditions

Conditions	Yield
With triethylamine In 2,2,2-trifluoroethanol for 7h; Photolysis;	A n/a B 76%

...Expand

: 930-68-7
cyclohexenone

: 994-30-9
triethylsilyl chloride

: 5876-51-7
5-iodo-1,3-benzodioxole

A: 274-09-9
Methylenedioxybenzene

B: 1416985-76-6
((3-(benzo[d][1,3]dioxol-5-yl)cyclohex-1-en-1-yl)oxy)triethylsilane

Conditions

Conditions	Yield
With bis(acetylacetonate)nickel(II); manganese; 2.9-dimethyl-1,10-phenanthroline In N,N-dimethyl acetamide at 20℃; for 1h;	A 5 mg B 76%

...Expand

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

: 677-22-5
tert-butylmagnesium chloride

A: 274-09-9
Methylenedioxybenzene

B: 7228-36-6
5-(tert-butyl)benzo[d][1,3]dioxole

Conditions

Conditions	Yield
With 1.54H2O*Cl2Ni; 1,3-bis(cyclohexyl)imidazolium tetrafluoroborate In tetrahydrofuran at -10℃; for 1.5h; Kumada coupling reaction; Inert atmosphere;	A 17 mg B 73%

...Expand

Raw Materials

75-09-2

1682-37-7

994-30-9

67-64-1

110-88-3

Downstream Products

102-53-4

75-11-6

Total:177 Page 1 of 5 1 2 3 4 5 Next>>

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Chemistry

IUPAC Name: 1,3-Benzodioxole
Canonical SMILES: C1OC2=CC=CC=C2O1
InChI: InChI=1S/C7H6O2/c1-2-4-7-6(3-1)8-5-9-7/h1-4H,5H2
InChIKey: FTNJQNQLEGKTGD-UHFFFAOYSA-N
Molecular Weight: 122.12134 [g/mol]
Molecular Formula: C₇H₆O₂
XLogP3: 2.1
H-Bond Donor: 0
H-Bond Acceptor: 2
EINECS: 205-992-0
Melting Point: -18 °C
Index of Refraction: 1.557
Molar Refractivity: 32.41 cm³
Molar Volume: 100.6 cm³
Surface Tension: 46.4 dyne/cm
Density: 1.213 g/cm³
Flash Point: 55 °C
Enthalpy of Vaporization: 39.25 kJ/mol
Boiling Point: 173 °C at 760 mmHg
Vapour Pressure: 1.73 mmHg at 25 °C
Water Solubility: 0.2 g/100 mL (25 °C)
Product Categories: Aromatic Ethers
Appearance of 1,2-Methylenedioxybenzene (CAS NO.274-09-9): clear colourless to light yellow liquid

Uses

1,2-Methylenedioxybenzene (CAS NO.274-09-9), in chemistry, especially organic chemistry, is an aromatic ring.

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	1220mg/kg (1220mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: COMA SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
rat	LD50	oral	580mg/kg (580mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT	Toxicology and Applied Pharmacology. Vol. 7, Pg. 18, 1965.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: Xn,Xi
Hazard Note: Irritant
Risk Statements:
10: Flammable
22: Harmful if swallowed
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
20/22: Harmful by inhalation and if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements:
16: Keep away from sources of ignition - No smoking
23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
24/25: Avoid contact with skin and eyes
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
RTECS of 1,2-Methylenedioxybenzene (CAS NO.274-09-9): DA5600000

Specification

1,2-Methylenedioxybenzene (CAS NO.274-09-9), its Synonyms are 1,3-Dioxaindan ; 1,3-Dioxindan ; 2H-1,3-Benzodioxole ; 3,4-Methylenedioxybenzene ; Benzene, 1,2-(methylenebis(oxy))- ; Benzodioxole ; Methylenedioxybenzene ; o-(Methylenedioxy)benzene ; 1,3-Benzodioxolane ; 1,3-Benzodioxole ; Benzene, 1,2-methylenedioxy- .