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Home> Encyclopedia >Organic Intermediate>Pharmaceutical Intermediates>Chemical Auxiliary Agent
(S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol structure
(S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol structure

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

Iupac Name:[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methanol
CAS No.: 22323-82-6
Molecular Weight:132.15768
Modify Date.: 2022-11-25 12:48
Introduction:
(S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol, with the chemical formula C6H12O3 and CAS registry number 22323-82-6, is a compound known for its applications in various chemical processes. This colorless liquid, also referred to as (S)-(+)-4-Methoxy-2,2-dimethyl-1,3-dioxolane, is characterized by its dioxolane and methanol functional groups. It is commonly used as a solvent and reagent in organic synthesis, offering a versatile platform for the introduction of dioxolane and methanol moieties into different molecules. (S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol has been found to exhibit antimicrobial and antifungal properties, making it useful in pharmaceutical and agricultural applications. Additionally, it has been used as a flavoring agent in the food industry. Further research is being conducted to explore its potential applications in other fields such as cosmetics and materials science.
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1. Names and Identifiers
1.1 Name
(S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol
1.2 Synonyms

(+)-2,3-O-Isopropylidene-sn-glycerol (S)-(+)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methanol (S)-(+)-1,2-Isopropylideneglycerol (S)-(+)-1,2-Isopropylideneglycerol, [(4S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-yl]methanol, (S)-Solketal (S)-(+)-2,2-DiMethyl-1,3-Dioxalane-4-Methanol (S)-(+)-2,3-O-Isopropylideneglcerol (S)-(+)-2,3-O-Isopropylideneglycerol (S)-(2,2-dimethyl-1,3-dioxolan-4-yl)methanol (S)-2,2-Dimethyl-[1,3]-dioxolan-4-yl)methanol (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol [(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]methanol 1,2-Isopropylidene-sn-glycerol 1,3-Dioxolane-4-methanol, 2,2-dimethyl-, (4S)- 1,3-Dioxolane-4-methanol, 2,2-dimethyl-, (S)- 4-hydroxymethyl-2,2-dimethyl-1,3-dioxolane D-(+)-1,2-ISOPROPYLIDENEGLYCEROL D-1,2-O-ISOPROPYLIDENE-SN-GLYCEROL EINECS 244-910-8 MFCD00063239 S-(+)-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-methanol s-glycerol acetonide Solketal S-Solketal T5O COTJ B1 B1 D1Q &&S Form

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1.3 CAS No.
22323-82-6
1.4 CID
736057
1.5 EINECS(EC#)
244-910-8
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-/m0/s1
1.8 InChIkey
RNVYQYLELCKWAN-YFKPBYRVSA-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
1.07
2.1 Boiling point
82-83℃ (14 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
White to off white crystal
2.2 Storage

2-8℃

2.3 Chemical Properties
Colorless Oil
2.4 Color/Form
Clear colorless to light yellow
2.5 pKa
14.20±0.10(Predicted)
2.6 Water Solubility
miscible in water
2.7 Stability
Stable. Flammable. Incompatible with oxidizing agents.
2.8 StorageTemp
2-8°C
3. Use and Manufacturing
3.1 Produe Method

3.2 Usage
A MEK inhibitor with antitumor activity (S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol Preparation Products And Raw materials Raw materials
4. Safety and Handling
4.1 Risk Statements
S24/25
4.1 Safety Statements
S24/25
4.1 WGK Germany
3
4.1 RTECS
JI0400000
4.1 Specification

The IUPAC name of (S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol is (2,2-dimethyl-1,3-dioxolan-4-yl)methanol. With the CAS registry number 22323-82-6, it is also named as 1,3-dioxolane-4-methanol, 2,2-dimethyl-. The product's categories are pharmacetical; chiral reagent; chiral building blocks; dioxanes & dioxolanes; glycidyl compounds, etc. (chiral); synthetic organic chemistry; heterocycles; miscellaneous. It is colorless oil which is stable, flammable and incompatible with oxidizing agents. In addition, people should not breathe vapour and avoid contact with skin and eyes.

The other characteristics of this product can be summarized as:?(1)ACD/LogP: 0.04; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.04; (4)ACD/LogD (pH 7.4): 0.04; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 25.04; (8)ACD/KOC (pH 7.4): 25.04; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.424; (13)Molar Refractivity: 32.596 cm3; (14)Molar Volume: 127.788 cm3; (15)Polarizability: 12.922×10-24 cm3; (16)Surface Tension: 36.207 dyne/cm; (17)Enthalpy of Vaporization: 49.429 kJ/mol; (18)Vapour Pressure: 0.164 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 132.078644; (21)MonoIsotopic Mass: 132.078644; (22)Topological Polar Surface Area: 38.7; (23)Heavy Atom Count: 9; (24)Complexity: 101.

Uses of (S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol: It is?a MEK inhibitor with antitumor activity. And it is also?used as glycerol phosphorylcholine intermediate. Inaddition, it?can be used as pharmaceutical intermediates to synthetize drugs such as L-hydroxy benzene piperidine, propranolol, strontium ranelate, chiral crown ether.

People can use the following data to convert to the molecule structure.
1. SMILES: CC1(OCC(O1)CO)C;
2. InChI: InChI=1/C6H12O3/c1-6(2)8-4-5(3-7)9-6/h5,7H,3-4H2,1-2H3.

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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H315 Causes skin irritation

H319 Causes serious eye irritation

H335 May cause respiratory irritation

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P271 Use only outdoors or in a well-ventilated area.

Response

P302+P352 IF ON SKIN: Wash with plenty of water/...

P321 Specific treatment (see ... on this label).

P332+P313 If skin irritation occurs: Get medical advice/attention.

P362+P364 Take off contaminated clothing and wash it before reuse.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P337+P313 If eye irritation persists: Get medical advice/attention.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.

Storage

P403+P233 Store in a well-ventilated place. Keep container tightly closed.

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

9. Other Information
9.0 Usage
(S)-(+)-2,3-O-Isopropylideneglycerol acts as a MEK inhibitor with antitumor activity. It is also employed in the preparation of a chiral allylic triol through extrusion of sulfur dioxide from an alfa,beta-epoxysulfone.
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==
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