1,3-Benzodioxol-2-one supplier

Name
BENZO[1,3]DIOXOL-2-ONE
EINECS 218-521-9
CAS No. 2171-74-6
Article Data34
CAS DataBase
Density 1.401 g/cm³
Solubility
Melting Point
Formula C₇H₄O₃
Boiling Point 180.8 °C at 760 mmHg
Molecular Weight 136.107
Flash Point 90.6 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Carbonic acid, cyclic o-phenylene ester;
PSA 43.35000
LogP 1.38600

Synthetic route

: 36156-21-5
Benzo[1,3]dioxol-2-ylidene-dimethyl-ammonium; chloride

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With water for 0.0833333h;	100%

: 67-66-3
chloroform

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

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With pyridine; oxygen at 20℃; for 2h; Irradiation;	99%

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

: 616-38-6
carbonic acid dimethyl ester

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With sodium methylate at 90℃; for 24h; Molecular sieve;	90%

: pyrocatechol bis(dichloroacetate)

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With potassium carbonate In acetone for 14h; Inert atmosphere; Reflux;	77%

: 103-71-9
phenyl isocyanate

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

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With tris(bis(trimethylsilyl)amido)lanthanum(III) In toluene at 80℃; for 24h; Inert atmosphere; Schlenk technique; chemoselective reaction;	74%

: 2032-75-9
2,2-dichloro-1,3-benzodioxole

: 122-52-1
triethyl phosphite

A: 2171-74-6
1,3-benzodioxol-2-one

B: 16259-89-5
2,2-bis(diethylphosphono)-1,3-benzodioxole

Conditions

Conditions	Yield
at 150 - 160℃; for 5h;	A n/a B 65%

...Expand

: 102-09-0
bis(phenyl) carbonate

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

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In 2-methyltetrahydrofuran at 30℃; for 3h;	64%
at 250℃;

: 64736-45-4
2-ethoxy-benzo[1,3]dioxole

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With di-tert-butyl peroxide In benzene at 140℃; for 5h;	55%

: 2-sec-butoxy-1,3-benzodioxole

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With di-tert-butyl peroxide In benzene at 140℃; for 5h;	54%
With tert.-butylhydroperoxide In benzene at 140℃; for 5h; Rate constant;	54%

: 2-sec-butoxy-1,3-benzodioxole

A: 2171-74-6
1,3-benzodioxol-2-one

B: 78-86-4, 53178-20-4
s-butyl chloride

Conditions

Conditions	Yield
With tert.-butylhydroperoxide In tetrachloromethane at 130℃; for 2h; Rate constant;	A 50% B 38%

: 113439-62-6
2-butoxy-1,3-benzodioxole

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With di-tert-butyl peroxide In benzene at 140℃; for 5h;	46%

: 541-41-3
chloroformic acid ethyl ester

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

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
	31%
With potassium hydroxide

: 201230-82-2
carbon monoxide

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

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With oxygen; palladium diacetate; tetra-(n-butyl)ammonium iodide In acetonitrile at 120℃; under 15001.5 Torr; Flow reactor;	26%
With palladium diacetate; triethylamine; triphenylphosphine In tetrahydrofuran at 100 - 110℃; under 20686.5 Torr; for 15h; Autoclave;	89 %Chromat.

: 124-38-9
carbon dioxide

: 286-20-4
cyclohexane-1,2-epoxide

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With tetrabutylammomium bromide at 20℃; under 9000.9 Torr; for 18h;	10%

: 32315-93-8
ethyl (2-hydroxyphenyl) carbonate

: 2171-74-6
1,3-benzodioxol-2-one

: oxalodiimidic acid bis-(2-hydroxy-phenyl ester)

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
at 270 - 290℃;

: 75-44-5
phosgene

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

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With sodium hydroxide; toluene
With sodium hydroxide; toluene

: 58462-99-0
Dichloro-acetic acid 2-(2,2-dichloro-acetoxy)-phenyl ester

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran

: 6823-42-3
2-methoxy-4,5-benz-1,3-dioxolane

: 110-05-4
di-tert-butyl peroxide

A: 2171-74-6
1,3-benzodioxol-2-one

B: 75-65-0
tert-butyl alcohol

Conditions

Conditions	Yield
In chlorobenzene at 140℃; for 1h; Product distribution; Rate constant; other reaction time;

...Expand

: 6823-42-3
2-methoxy-4,5-benz-1,3-dioxolane

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With di-tert-butyl peroxide In chlorobenzene at 140℃; Yield given;

: 2293-75-6
2-methoxyphenyl chlorocarbonate

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With hydrogen fluoride In various solvent(s) under 19501.6 Torr; for 6h; Heating;

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

carbonic acid bis-imidazolidide: carbonic acid bis-imidazolidide

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
at 120℃;

oxalodiimidic acid bis-<2-hydroxy-phenyl ester> (?): oxalodiimidic acid bis-<2-hydroxy-phenyl ester> (?)

: 2171-74-6
1,3-benzodioxol-2-one

pyrocatechol-dichloromethylene ether: pyrocatechol-dichloromethylene ether

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With water

: 460-19-5
ethanedinitrile

: 7732-18-5
water

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

A: 2171-74-6
1,3-benzodioxol-2-one

B oxalimidoic acid bis-<2-hydroxy-phenyl ester>: oxalimidoic acid bis-<2-hydroxy-phenyl ester>

...Expand

: 460-19-5
ethanedinitrile

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

aqueous boric acid: aqueous boric acid

A: 2171-74-6
1,3-benzodioxol-2-one

B oxalimidoic acid bis-<2-hydroxy-phenyl ester>: oxalimidoic acid bis-<2-hydroxy-phenyl ester>

...Expand

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

: 616-38-6
carbonic acid dimethyl ester

A: 2171-74-6
1,3-benzodioxol-2-one

B: 91-16-7
1,2-dimethoxybenzene

C: 90-05-1
2-methoxy-phenol

D: 488-17-5
3-methylbenzene-1,2-diol

Conditions

Conditions	Yield
With potassium; magnesium oxide at 309.85℃; Product distribution; Further Variations:; Temperatures; Reagents;

...Expand

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

1,2-bis<2-(-p-toluenesulfonyloxy)ethoxy>amine: 1,2-bis<2-(-p-toluenesulfonyloxy)ethoxy>amine

: 2171-74-6
1,3-benzodioxol-2-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: benzene; diethyl ether 2: NaH / tetrahydrofuran View Scheme

: 82091-12-1
dimethyl 2,2’-(carbonylbis(oxy))dibenzoate

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

A: 2171-74-6
1,3-benzodioxol-2-one

B: 119-36-8
methyl salicylate

Conditions

Conditions	Yield
sodium hydroxide In chloroform at 61℃; for 1.5h; Inert atmosphere;

...Expand

: 2171-74-6
1,3-benzodioxol-2-one

: 67-63-0
isopropyl alcohol

A: 6482-34-4
bis-2-propyl carbonate

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

Conditions

Conditions	Yield
With sodium methylate In neat (no solvent) at 100℃; under 1500.15 Torr; for 5h; Inert atmosphere; Autoclave;	A 67% B 100%
With sodium methylate at 100℃; for 5h; Temperature; Autoclave; Inert atmosphere;	A 90 %Chromat. B n/a

...Expand

: 2171-74-6
1,3-benzodioxol-2-one

: 71-36-3
butan-1-ol

A: 542-52-9
Dibutyl carbonate

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

Conditions

Conditions	Yield
With sodium methylate In neat (no solvent) at 60℃; for 1h; Catalytic behavior; Temperature; Reagent/catalyst; Inert atmosphere;	A 58% B 90%
With sodium methylate at 60℃; for 1h; Reagent/catalyst; Temperature; Inert atmosphere;	A 71 %Chromat. B n/a

...Expand

: 2171-74-6
1,3-benzodioxol-2-one

: 56-81-5
glycerol

: 931-40-8
4-hydroxymethyl-1,3-dioxolan-2-one

Conditions

Conditions	Yield
With magnesium oxide In tetrahydrofuran at 60℃; under 760.051 Torr; for 1h; Catalytic behavior; Time; Temperature; Reagent/catalyst; Solvent; Inert atmosphere;	77%
With sodium methylate at 60℃; for 1h; Reagent/catalyst; Temperature; Time; Inert atmosphere;	95.5 %Chromat.

: 2171-74-6
1,3-benzodioxol-2-one

: 128-37-0
2,6-di-tert-butyl-4-methyl-phenol

A: 1127943-05-8
4-(1,3-benzodioxol-5-yl)-2,6-di-tert-butyl-4-methylcyclohexa-2,5-dien-1-one

B: 1127943-07-0
4-(1,3-benzodioxol-5-ylmethyl)-2,6-di-tert-butylphenol

Conditions

Conditions	Yield
With bis-[(trifluoroacetoxy)iodo]benzene In 1,1,1,3',3',3'-hexafluoro-propanol at 0℃; for 0.0388889h; oxidative Friedel Crafts reaction;	A 64% B n/a

...Expand

: 2171-74-6
1,3-benzodioxol-2-one

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

Conditions

Conditions	Yield
With diisobutylaluminium hydride In toluene Heating;	49%
With water; sodium methylate In toluene at 100℃; for 6h; Temperature; Solvent;	99 %Chromat.

: 2171-74-6
1,3-benzodioxol-2-one

: 14131-63-6
D-glucosamine hydrochloride

: 108-24-7
acetic anhydride

A: 10022-13-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

B: 10022-13-6, 31505-44-9, 79733-86-1, 81704-02-1, 116347-84-3, 131234-07-6, 144300-04-9
1,3,4,6-tetra-O-acetyl-2-phthalimido-2-deoxy-α-D-glucopyranose

Conditions

Conditions	Yield
Stage #1: D-glucosamine hydrochloride With sodium methylate In methanol at 0 - 20℃; Stage #2: 1,3-benzodioxol-2-one With triethylamine In methanol at 20℃; for 24h; Stage #3: acetic anhydride With pyridine at 20℃; for 48h; optical yield given as %de;	A n/a B 44%

...Expand

: 2171-74-6
1,3-benzodioxol-2-one

: 75519-25-4
8-Methyl-decahydro-naphthalen-1-ol

: 75519-26-5, 75556-98-8, 75557-00-5, 75557-01-6
8β-methyl-trans-1α-decalyl hydrogenphthalate

: 75519-26-5, 75556-98-8, 75557-00-5, 75557-01-6
8α-methyl-cis-1β-decalyl hydrogenphthalate

Conditions

Conditions	Yield
With pyridine for 4h; Heating;	A 40.9% B 6.9%
With pyridine	A 40.9% B 6.9%

...Expand

: 67-56-1
methanol

: 2171-74-6
1,3-benzodioxol-2-one

: 45657-86-1
methylcyclopentadiene-1-carboxylate

Conditions

Conditions	Yield
at 840℃;	34%

: 2171-74-6
1,3-benzodioxol-2-one

: 118-41-2
Eudesmic acid

: 1344112-16-8
5-(3,4,5-trimethoxybenzoyl)-1,3-benzodioxol-2-one

Conditions

Conditions	Yield
With methanesulfonic acid; phosphorus pentoxide at 50℃; for 26h; Friedel Crafts acylation; Inert atmosphere;	3%

: 124-09-4
1,6-Hexanediamine

: 2171-74-6
1,3-benzodioxol-2-one

: N,N'-hexanediyl-bis-carbamic acid bis-(2-hydroxy-phenyl ester)

Conditions

Conditions	Yield
With ethanol at 0℃;

: 2171-74-6
1,3-benzodioxol-2-one

: 64-17-5
ethanol

: 32315-93-8
ethyl (2-hydroxyphenyl) carbonate

: 2171-74-6
1,3-benzodioxol-2-one

: 75-04-7
ethylamine

: 35580-89-3
ethyl-carbamic acid-(2-hydroxy-phenyl ester)

Conditions

Conditions	Yield
With ethanol

: 2171-74-6
1,3-benzodioxol-2-one

: 110-60-1
1,4-diaminobutane

: N,N'-butanediyl-bis-carbamic acid bis-(2-hydroxy-phenyl ester)

Conditions

Conditions	Yield
With acetone

: 2171-74-6
1,3-benzodioxol-2-one

: 62-53-3
aniline

: 35580-96-2
2-Phenylcarbamoyloxy-phenol

: 2171-74-6
1,3-benzodioxol-2-one

: 107-11-9
1-amino-2-propene

: 79224-96-7
allyl-carbamic acid-(2-hydroxy-phenyl ester)

Conditions

Conditions	Yield
With benzene at 70℃;

: 2171-74-6
1,3-benzodioxol-2-one

: 95-53-4
o-toluidine

A: 617-07-2
N,N'-bis(2-methylphenyl)urea

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

...Expand

1,3-Benzodioxol-2-one Specification

The 1,3-Benzodioxol-2-one, with the CAS registry number of 2171-74-6, is also known as Carbonic acid, cyclic o-phenylene ester. Its EINECS registry number is 218-521-9. This chemical's molecular formula is C₇H₄O₃ and molecular weight is 136.1. What's more, its IUPAC name is 1,3-Benzodioxol-2-one.

Physical properties about the 1,3-Benzodioxol-2-one are: (1)ACD/LogP: 1.76; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.76; (4)ACD/LogD (pH 7.4): 1.76; (5)ACD/BCF (pH 5.5): 12.73; (6)ACD/BCF (pH 7.4): 12.73; (7)ACD/KOC (pH 5.5): 215.06; (8)ACD/KOC (pH 7.4): 215.06; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 35.53 Å²; (13)Index of Refraction: 1.584; (14)Molar Refractivity: 32.54 cm³; (15)Molar Volume: 97.1 cm³; (16)Surface Tension: 49.9 dyne/cm; (17)Density: 1.401 g/cm³; (18)Flash Point: 90.6 °C; (19)Enthalpy of Vaporization: 41.71 kJ/mol; (20)Boiling Point: 180.8 °C at 760 mmHg; (21)Vapour Pressure: 0.879 mmHg at 25 °C.

Preparation: this chemical is prepared by reaction of Carbonochloridic acid ethyl ester with Benzene-1,2-diol. The reaction needs reagent Potassium hydroxide.

Uses: it is used to produce other chemicals. For example, it is used to produce Cyclopentadiencabonsaeure-methylester. The reaction temperature is 840 °C. The yield is about 34 %.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C1Oc2ccccc2O1
(2) InChI: InChI=1/C7H4O3/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H
(3) InChIKey: NZPSDGIEKAQVEZ-UHFFFAOYAF

Product Name

BENZO[1,3]DIOXOL-2-ONE

Synthetic route

1,3-Benzodioxol-2-one Specification

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