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53823-02-2

53823-02-2

Identification

  • Product Name:Onitin

  • CAS Number: 53823-02-2

  • EINECS:

  • Molecular Weight:248.322

  • Molecular Formula: C15H20O3

  • HS Code:2914400090

  • Mol File:53823-02-2.mol

Synonyms:2,2,5,7-Tetramethyl-4-hydroxy-6-(2-hydroxyethyl)indanone;Onitin

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price view more

  • Manufacture/Brand
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  • Manufacture/Brand:Crysdot
  • Product Description:Onitin 95+%
  • Packaging:5mg
  • Price:$ 730
  • Delivery:In stock
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  • Manufacture/Brand:Arctom
  • Product Description:Onitin ≥98%
  • Packaging:5mg
  • Price:$ 463
  • Delivery:In stock
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  • Manufacture/Brand:Arctom
  • Product Description:Onitin ≥98%
  • Packaging:5mg
  • Price:$ 282
  • Delivery:In stock
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:2,3-DIHYDRO-4-HYDROXY-6-(2-HYDROXYETHYL)-2,2,5,7-TETRAMETHYL-1H-INDEN-1-ONE 95.00%
  • Packaging:5MG
  • Price:$ 495.13
  • Delivery:In stock
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Relevant articles and documentsAll total 3 Articles be found

Total Synthesis of Onitin

Suresh, Muthiah,Kumari, Anusueya,Das, Debjit,Singh, Raj Bahadur

, p. 2111 - 2114 (2018)

The total synthesis of the phenolic sesquiterpene onitin using dimethylated indanone as the key intermediate is reported. Key to the success of this synthesis route is the Suzuki-Miyaura cross-coupling reaction of aryl bromide to introduce the vinyl side chain followed by formyl selective Wacker oxidation to generate the aldehyde. The target aldehyde was also obtained in high overall yield via an acid-catalyzed pinacol-pinacolone-type rearrangement of the epoxide. The epoxide was generated from oxidation of a styrene derivative by oxone. Demethylation of the aldehyde followed by chemoselective reduction furnished onitin.

Synthesis of (+/-)-Pterosin-M and Onitin

Raju, B.,Rao, G. S. Krishna

, p. 914 - 916 (2007/10/02)

2,4-Dimethyl-3-carbomethoxymethylanisole (3) on LAH reduction gives the alcohol (4) which is converted into the methyl ether (5).Formylation of 5 to 6, followed by Horner reaction on 6 with the appropriate phosphonate yields the unsaturated ester (7) whic

Process route upstream and downstream products

Process route

(7-hydroxy-2,2,4,6-tetramethyl-3-oxoindan-5-yl)acetaldehyde

(7-hydroxy-2,2,4,6-tetramethyl-3-oxoindan-5-yl)acetaldehyde

Onitin
53823-02-2

Onitin

Conditions
Conditions Yield
With sodium tris(acetoxy)borohydride; In dichloromethane; at 0 - 20 ℃; for 4.5h; chemoselective reaction;
69%
4-Methoxy-6-β-methoxyethyl-2,2,5,7-tetramethylindan-1-one
118304-40-8

4-Methoxy-6-β-methoxyethyl-2,2,5,7-tetramethylindan-1-one

Onitin
53823-02-2

Onitin

Conditions
Conditions Yield
With hydrogen bromide; acetic acid; at 80 ℃; for 2h;
60%
4-methoxy-2,2,5,7-tetramethylindan-1-one

4-methoxy-2,2,5,7-tetramethylindan-1-one

Onitin
53823-02-2

Onitin

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1: bromine / chloroform / 0 °C
2: caesium carbonate; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 44 h / 140 - 145 °C / Schlenk technique; Inert atmosphere
3: p-benzoquinone; dichloro bis(acetonitrile) palladium(II); water / tert-butyl alcohol / 2 h / 85 °C
4: boron tribromide / dichloromethane / 3 h / 0 - 20 °C
5: sodium tris(acetoxy)borohydride / dichloromethane / 4.5 h / 0 - 20 °C
With bis-triphenylphosphine-palladium(II) chloride; dichloro bis(acetonitrile) palladium(II); water; bromine; boron tribromide; sodium tris(acetoxy)borohydride; caesium carbonate; p-benzoquinone; In dichloromethane; chloroform; N,N-dimethyl-formamide; tert-butyl alcohol; 2: |Suzuki-Miyaura Coupling / 3: |Wacker Oxidation;
Multi-step reaction with 6 steps
1: bromine / chloroform / 0 °C
2: caesium carbonate; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 44 h / 140 - 145 °C / Schlenk technique; Inert atmosphere
3: potassium peroxymonosulfate sulfate; sodium hydrogencarbonate / acetone; water / 8 h / 20 °C
4: toluene-4-sulfonic acid / dichloromethane / 4 h / 20 °C / Molecular sieve
5: boron tribromide / dichloromethane / 3 h / 0 - 20 °C
6: sodium tris(acetoxy)borohydride / dichloromethane / 4.5 h / 0 - 20 °C
With bis-triphenylphosphine-palladium(II) chloride; potassium peroxymonosulfate sulfate; bromine; boron tribromide; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; caesium carbonate; toluene-4-sulfonic acid; In dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; 2: |Suzuki-Miyaura Coupling;
6-bromo-4-methoxy-2,2,5,7-tetramethylindan-1-one

6-bromo-4-methoxy-2,2,5,7-tetramethylindan-1-one

Onitin
53823-02-2

Onitin

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: caesium carbonate; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 44 h / 140 - 145 °C / Schlenk technique; Inert atmosphere
2: p-benzoquinone; dichloro bis(acetonitrile) palladium(II); water / tert-butyl alcohol / 2 h / 85 °C
3: boron tribromide / dichloromethane / 3 h / 0 - 20 °C
4: sodium tris(acetoxy)borohydride / dichloromethane / 4.5 h / 0 - 20 °C
With bis-triphenylphosphine-palladium(II) chloride; dichloro bis(acetonitrile) palladium(II); water; boron tribromide; sodium tris(acetoxy)borohydride; caesium carbonate; p-benzoquinone; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 1: |Suzuki-Miyaura Coupling / 2: |Wacker Oxidation;
Multi-step reaction with 5 steps
1: caesium carbonate; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 44 h / 140 - 145 °C / Schlenk technique; Inert atmosphere
2: potassium peroxymonosulfate sulfate; sodium hydrogencarbonate / acetone; water / 8 h / 20 °C
3: toluene-4-sulfonic acid / dichloromethane / 4 h / 20 °C / Molecular sieve
4: boron tribromide / dichloromethane / 3 h / 0 - 20 °C
5: sodium tris(acetoxy)borohydride / dichloromethane / 4.5 h / 0 - 20 °C
With bis-triphenylphosphine-palladium(II) chloride; potassium peroxymonosulfate sulfate; boron tribromide; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; caesium carbonate; toluene-4-sulfonic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetone; 1: |Suzuki-Miyaura Coupling;
4-methoxy-2,2,5,7-tetramethyl-6-vinylindan-1-one

4-methoxy-2,2,5,7-tetramethyl-6-vinylindan-1-one

Onitin
53823-02-2

Onitin

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: p-benzoquinone; dichloro bis(acetonitrile) palladium(II); water / tert-butyl alcohol / 2 h / 85 °C
2: boron tribromide / dichloromethane / 3 h / 0 - 20 °C
3: sodium tris(acetoxy)borohydride / dichloromethane / 4.5 h / 0 - 20 °C
With dichloro bis(acetonitrile) palladium(II); water; boron tribromide; sodium tris(acetoxy)borohydride; p-benzoquinone; In dichloromethane; tert-butyl alcohol; 1: |Wacker Oxidation;
Multi-step reaction with 4 steps
1: potassium peroxymonosulfate sulfate; sodium hydrogencarbonate / acetone; water / 8 h / 20 °C
2: toluene-4-sulfonic acid / dichloromethane / 4 h / 20 °C / Molecular sieve
3: boron tribromide / dichloromethane / 3 h / 0 - 20 °C
4: sodium tris(acetoxy)borohydride / dichloromethane / 4.5 h / 0 - 20 °C
With potassium peroxymonosulfate sulfate; boron tribromide; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; In dichloromethane; water; acetone;
(7-methoxy-2,2,4,6-tetramethyl-3-oxoindan-5-yl)acetaldehyde

(7-methoxy-2,2,4,6-tetramethyl-3-oxoindan-5-yl)acetaldehyde

Onitin
53823-02-2

Onitin

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: boron tribromide / dichloromethane / 3 h / 0 - 20 °C
2: sodium tris(acetoxy)borohydride / dichloromethane / 4.5 h / 0 - 20 °C
With boron tribromide; sodium tris(acetoxy)borohydride; In dichloromethane;
4-methoxy-2,2,5,7-tetramethyl-6-oxiranylindan-1-one

4-methoxy-2,2,5,7-tetramethyl-6-oxiranylindan-1-one

Onitin
53823-02-2

Onitin

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: toluene-4-sulfonic acid / dichloromethane / 4 h / 20 °C / Molecular sieve
2: boron tribromide / dichloromethane / 3 h / 0 - 20 °C
3: sodium tris(acetoxy)borohydride / dichloromethane / 4.5 h / 0 - 20 °C
With boron tribromide; sodium tris(acetoxy)borohydride; toluene-4-sulfonic acid; In dichloromethane;
onitinoside

onitinoside

Onitin
53823-02-2

Onitin

Conditions
Conditions Yield
With hydrogenchloride; for 0.166667h; Heating;
Onitin
53823-02-2

Onitin

Conditions
Conditions Yield
Aminoacetat 10, NaNO2, HCl(10percent);

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