22961-82-6

Basic information

• Product Name: 2,2-dimethylbenzo[1,3]dioxol-4-ol
• Synonyms: 2,2-dimethylbenzo[1,3]dioxol-4-ol;1,3-Benzodioxol-4-ol, 2,2-dimethyl-;Bendiocarb phenol;2,2-dimethyl-1,3-benzodioxol-4-ol;2, 2-Dimethyl-4-hydroxy-1,3-benzodioxole
• CAS NO: 22961-82-6
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17
• EINECS: 400-900-7
• Mol File: 22961-82-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 239.586 °C at 760 mmHg
• Flash Point: 98.699 °C
• Appearance: White crystalline solid
• Density: 1.209 g/cm³
• Vapor Pressure: 0.0257mmHg at 25°C
• Refractive Index: 1.547
• CAS DataBase Reference: 2,2-dimethylbenzo[1,3]dioxol-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dimethylbenzo[1,3]dioxol-4-ol(22961-82-6)
• EPA Substance Registry System: 2,2-dimethylbenzo[1,3]dioxol-4-ol(22961-82-6)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 24-26-39
• Hazardous Substances Data: 22961-82-6(Hazardous Substances Data)

Usage

General Description

White crystalline solid.

Air & Water Reactions

Hydrolyzes rapidly in alkaline media and decomposes above 125°C.

Reactivity Profile

2,2-dimethylbenzo[1,3]dioxol-4-ol is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.

InChI:InChI=1/C9H10O3/c1-9(2)11-7-5-3-4-6(10)8(7)12-9/h3-5,10H,1-2H3

Upstream product

• 116-11-0 2-Methoxypropene 
• 87-66-1 2-hydroxyresorcinol 
• 77-76-9 2,2-dimethoxy-propane 
• 4188-73-2 bisisopropenyl ether 
• 22781-23-3 bendiocarb 

Downstream Products

• 183293-48-3 toluene-4-sulfonic acid 8-hydroxy-2,3-dihydrobenzo[1,4]dioxin-2-ylmethyl ester 
• 22781-23-3 bendiocarb 
• 1355330-20-9 2,2-dimethyl-5-(1-(3,4,5-trimethoxyphenyl)-1H-1,2,3-triazol-5-yl)benzo[d][1,3]dioxol-4-ol 
• 1355330-37-8 5-(4-(methoxymethoxy)-2,2-dimethylbenzo[d][1,3]-dioxol-5-yl)-1-(3,4,5-trimethoxyphenyl)-1H-1,2,3-triazole 
• 100020-11-9 Tris<3-(2,2-dihydroxyphenoxy)propyl>amin-hydrochlorid 
• 129917-39-1 1,7-Bis(2,3-dihydroxyphenoxy)heptan 
• 129917-34-6 Benzylbis<3-(2,2-dimethyl-1,3-benzodioxol-4-yloxy)propyl>amin 

Relevant articles and documents

Synthesis method of 4-hydroxy-2,2-dimethyl-1,3-benzodioxole

The invention discloses a synthetic method of 4-hydroxy-2,2-dimethyl-1,3-benzodioxole. The method comprises the following steps: using pyrogallic acid and 2-methoxy propylene as raw materials and toluene or xylene as a solvent, reacting at 110-135 DEG C, carrying out gas-phase separation to separate the byproduct methanol from the entrained solvent in the reaction process, carrying out condensation recovery on the separated methanol, returning the separated solvent to the reaction system, and completing the reaction to obtain the 4-hydroxy-2,2-dimethyl-1,3-benzodioxole. The content of the product reaches 99.0%-99.6%, and the yield reaches 88.1%-90.5%. The synthesis method disclosed by the invention is simple to operate and high in reaction selectivity, 50% of byproduct methanol is reducedfrom the source, the impurity generation probability is reduced, the amount of three wastes is greatly reduced, and the synthesis cost is greatly reduced.

4-hydroxy -2,2-dimethyl -1,3-benzodioxan method for preparing wicked cyclopentadiene

The invention discloses a preparation method of 4-hydroxy-2,2-dimethyl-1,3-benzodioxole (called dioxole for short). According to the preparation method, pyrogallic acid and 2,2-dimethoxy propane are taken as raw materials, methyl benzene or dimethyl benzene is taken as a reaction solvent, methanesulfonic acid dry resin is taken as a catalyst, a rectifying catalytic reaction mode is adopted, and the catalyst is arranged at the bottom of a rectifying tower positioned between a reaction kettle and a condenser; by-products methoxyl propylene and methanol which are generated through reaction are reacted under the action of the catalyst when passing through the rectifying tower to generate the raw material 2,2-dimethoxy propane, and the 2,2-dimethoxy propane is returned to the reaction kettle to participate in the reaction for preparing the dioxole again; surplus by-product methanol is transferred from the condenser positioned on the top of the rectifying tower, and a product is obtained from a tower kettle. The preparation method disclosed by the invention is simple in technological operation and high in reaction selectivity, and can be used for promoting the reaction equilibrium to move towards a target product direction, thus achieving the effects of low material consumption, high transformation rate and high selectivity; in addition, reaction liquid obtained through synthesis can be used for synthesis of active compound bendiocarb, no three wastes are basically generated and industrialized production is facilitated.

99mTc Complexes with Hexadentate Tricatechol Ligands

The tricatechol ligand trisamine hydrochloride, TRIPACE (9), is prepared from tris(3-chloropropyl)amine (5) and the potassium salt of 2,2-dimethyl-1,3-benzodioxol-4-ol (7).This ligand is capable of reducing the 99m- ion to lower valent 99mTc and subsequent complexation of the reduced 99mTc ion.The structures of 5 and of trisamine (8) are determined by X-ray diffration.