(R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol structure

3D Mol Similar

(R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol

: Iupac Name：[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methanol; CAS No.: 14347-78-5; Molecular Weight：132.15768; Modify Date.: 2022-10-27 19:15; Introduction:
(R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol, with the chemical formula C6H12O3 and CAS registry number 14347-78-5, is a compound known for its use as a chiral building block in organic synthesis. This colorless liquid, also referred to as (R)-(-)-4-Methoxy-2,2-dimethyl-1,3-dioxolane, is characterized by its dioxolane and methanol functional groups. It is commonly used in the pharmaceutical industry for the preparation of chiral intermediates and active pharmaceutical ingredients. (R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol offers a versatile platform for the synthesis of enantiopure compounds, making it an important tool in asymmetric synthesis. Its unique stereochemistry and reactivity make it a valuable compound in the field of organic chemistry.
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1. Names and Identifiers

: 1.1 Name; (R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol; 1.2 Synonyms; (-)-2,3-O-ISOPROPYLIDENE-SN-GLYCEROL (R )-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol (R)-(&minus)-2,2-Dimethyl-1,3-dioxolane-4-methanol (R)-(-)-1,2-O-Isopropylideneglycerol (R)-(-)-2,2-Dimethyl-1,3-dioxolae-4-methanol (R)-(-)-2,3-O-Isopropylideneglycerol (R)-(2,2-dimethyl-1,3-dioxolan-4-yl)methanol [(4R)-2,2-Dimethyl-1,3-dioxolan-4-yl]methanol 1,3-Dioxolane-4-methanol, 2,2-dimethyl-, (4R)- 2,3-ISOPROPYLIDENE-SN-GLYCEROL 2,3-O-ISOPROPYLIDENE-L-GLYCEROL L-(-)-1,2-ISOPROPYLIDENEGLYCEROL L-2,3-O-ISOPROPYLIDENE-SN-GLYCEROL L-ALPHA,BETA-ISOPROPYLIDENEGLYCEROL L-α,Β-Isopropylideneglycerol MFCD00003213 R-(-)-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-methanol R-(-)-2,3-O-ISOPROPYLIDENEGLYCEROL R-(-)-Sollketal R-GLYCEROL ACETONIDE R-Solketal Solketal T5O COTJ B1 B1 D1Q &&R Form UNII-3XK098O8ZW; View all

1.3 CAS No.: 14347-78-5

1.4 CID: 736056

1.5 EINECS(EC#): 604-360-5

1.6 Molecular Formula: C6H12O3 (isomer)

1.7 Inchi: InChI=1S/C6H12O3/c1-6(2)8-4-5(3-7)9-6/h5,7H,3-4H2,1-2H3/t5-/m1/s1

1.8 InChIkey: RNVYQYLELCKWAN-RXMQYKEDSA-N

1.9 Canonical Smiles: CC1(OCC(O1)CO)C

1.10 Isomers Smiles: CC1(OC[C@H](O1)CO)C

2. Properties

2.1 Density: 1.062

2.1 Boiling point: 72-73℃ (8 mmHg)

2.1 Refractive index: 1.433-1.435

2.1 Flash Point: 80℃

2.1 Precise Quality: 132.07900

2.1 PSA: 38.69000

2.1 logP: 0.13020

2.1 Appearance: Colorless Liquid

2.2 Storage: Keep Cold.

2.3 Chemical Properties: colourless liquid

2.4 Color/Form: Clear colorless to light yellow

2.5 pKa: 14.20±0.10(Predicted)

2.6 Water Solubility: miscible

2.7 Stability: Stable. Incompatible with strong oxidizing agents.

2.8 StorageTemp: 2-8°C

3. Use and Manufacturing

3.1 Usage: (R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol is a MEK inhibitor with antitumor activity.

4. Safety and Handling

4.1 Risk Statements: S23-S24/25

4.1 Safety Statements: S23;S24/25

4.1 RIDADR: NONH for all modes of transport

4.1 WGK Germany: 3

4.1 RTECS: JI0400000

4.1 Toxicity: ORL-RAT LD50 7000 mg kg-1 (+/- mixture)

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

no data available

2.2 GHS label elements, including precautionary statements

Pictogram(s)	no data available
Signal word	no data available
Hazard statement(s)	no data available
Precautionary statement(s)
Prevention	no data available
Response	no data available
Storage	no data available
Disposal	no data available

2.3 Other hazards which do not result in classification

no data available

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6. NMR Spectrum

Mass spectrum (electron ionization)

7. Synthesis Route

14347-78-5Total: 43 Synthesis Route

100-79-8 163 Suppliers

14347-78-5 150 Suppliers

Literatures:
Tetrahedron Asymmetry, , vol. 5, # 1 p. 5 - 8 Tetrahedron Asymmetry, , vol. 8, # 6 p. 923 - 933
Yield: null

100-79-8 163 Suppliers

22323-82-6 136 Suppliers

14347-78-5 150 Suppliers

Literatures:
Chemical and Pharmaceutical Bulletin, , vol. 37, # 6 p. 1653 - 1655
Yield: null

100-79-8 163 Suppliers

14347-78-5 150 Suppliers

119238-14-1

57415-99-3

Literatures:
Vaenttinen, Eero; Kanerva, Liisa T. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 23 p. 3459 - 3464
Yield: ~38%

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8. Precursor and Product

precursor:

16975-61-4

20834-34-8

74405-35-9

57415-98-2

100-79-8

60456-21-5

61656-62-0

4306-35-8

56710-46-4

91274-05-4

1707-77-3

20620-19-3

10567-18-7

98760-27-1

84379-53-3

92418-59-2

22323-80-4

15042-01-0

View all

product :

23735-43-5

506-03-6

23735-44-6

23788-74-1

90129-42-3

100-79-8

6145-69-3

74923-97-0

120564-14-9

22195-47-7

22323-80-4

14347-83-2

102045-96-5

36326-38-2

View all

9. Other Information

9.0 Merck: 14,5213

9.1 BRN: 80117

9.2 Chemical Properties: colourless liquid

9.3 Uses: A MEK inhibitor

10. Computational chemical data

Molecular Weight: 132.15768g/mol
Molecular Formula: C₆H₁₂O₃
Compound Is Canonicalized: True
XLogP3-AA: -0.2
Exact Mass: 132.078644241
Monoisotopic Mass: 132.078644241
Complexity: 101
Rotatable Bond Count: 1
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 3
Topological Polar Surface Area: 38.7
Heavy Atom Count: 9
Defined Atom Stereocenter Count: 1
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADccBgMAAAAAAAAAAAAAAAAAAAASAAAAAAAAAAAAAAAAAAAAAAGgAACAAACBSggAICCAAABgAAAAAAAAAAAAAAAAAAAAAAAAAREAAAAAAiQAABAAAHAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

11. Question & Answer

What is the significance of developing an efficient and low-cost synthesis process for (R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol? Jul 25 2023
The core structure of (R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol is 1,3-dioxolane, which can be used as a solvent. It is mainly used in the production of oils, dyes, cellulose derivatives, polymer ..

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13. Realated Product Infomation

22323-82-6 (S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol

74300-14-4 (RS)-2,2-Dimethyl-1,3-dioxolane-4-methanol-d5

3969-61-7 (2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-(5-HYDROXYMETHYL-2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-METHANOL

23735-43-5 (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate

84806-02-0 D,L-2,2-DIMETHYL-1,3-DIOXOLANE-4-METHANOL METHANESULFONATE

5464-28-8 1,3-Dioxolane-4-methanol

570414-07-2 (R)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-[(5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl]methanol

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