(4S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane

Basic Information

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CAS Number

60456-22-6

Molecular Formula

C6H11ClO2

Molecular Weight

150.61 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Boiling Point

63 °C/37 mmHg

Density

1.103 g/mL at 25 °C

Refractive Index

n20/D 1.434(lit.)

Specific Rotation

-42 º (neat 24 ºC)

SMILES

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CC1(OCC(O1)CCl)C

InChI

InChI=1S/C6H11ClO2/c1-6(2)8-4-5(3-7)9-6/h5H,3-4H2,1-2H3/t5-/m1/s1

InChIKey

BNPOTXLWPZOESZ-RXMQYKEDSA-N

LogP

1.3767

Topological Polar Surface Area

18.46 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

103

Safety Information

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GHS Hazard Pictograms

H226

H301

H318

Hazard Statement

H226 Flammable liquid and vapor
Flammable liquids

H301 Toxic if swallowed
Acute toxicity, oral

H318 Causes serious eye damage
Serious eye damage/eye irritation

Hazard Class

Class 6.1 Class 6.1

Class 3 Class 3

Synonyms & References

English

1,3-Dioxolane, 4-(chloromethyl)-2,2-dimethyl-, (4S)-
1,3-Dioxolane, 4-(chloromethyl)-2,2-dimethyl-, (4S)-; 1,3-Dioxolane, 4-(chloromethyl)-2,2-dimethyl-, (S)-; (4s)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane; (S)-3-Chloro-1,2-propanediol acetonide; (S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane
(S)-(+)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane
(S)-4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane
C1796
BP-21447
I11526
(S)-3-chloro-1,2-propanediol acetonide
CS-11303
(4S)-4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane
4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane, (-)-
(S)-4-Chloromethyl-2,2-dimethyl-1,3-dioxolane
AKOS015848755
(S)-(-)-3-Chloro-1,2-propanediol acetonide
1,3-Dioxolane, 4-(chloromethyl)-2,2-dimethyl-, (S)-
?(S)-(-)-3-Chloro-1,2-propanediol acetonide
60456-22-6
JY2T4W3YAN
EN300-7149401
InChI=1/C6H11ClO2/c1-6(2)8-4-5(3-7)9-6/h5H,3-4H2,1-2H3/t5-/m1/s1
(S)-4-Chloromethyl-2,2-dimethyl-[1,3]dioxolane
CS-W018133
MFCD00273365
SCHEMBL1077396
(S)-2,2-Dimethyl-4-Chloromethyl-1,3-Dioxolane
(4S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane 100 microg/mL in Acetonitrile
UNII-JY2T4W3YAN
(S)-(-)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane
(S)-(-)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane
BNPOTXLWPZOESZ-RXMQYKEDSA-N
BNPOTXLWPZOESZ-RXMQYKEDSA-

MDL Number

MFCD00273365

Customs Code

2932999099

FAQ

What are the physical and chemical properties of (4S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane (CAS: 60456-22-6)?

(4S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane is a colorless solid with a molecular weight of 149.04 g/mol. It has a melting point of 67-69°C and is poorly soluble in water but soluble in organic solvents like ethanol and acetone. It is reactive towards nucleophiles and can participate in various chemical reactions, such as nucleophilic substitution and addition reactions.

How is (4S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane (CAS: 60456-22-6) typically synthesized?

(4S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane can be synthesized by the Mitsunobu reaction of 2,2-dimethyl-1,3-dioxolane with methyl chloroformate in the presence of triphenylphosphine and dibutyl azodicarboxylate. The reaction is selective and yields a high purity product with good yield.

What industries use (4S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane (CAS: 60456-22-6)?

(4S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane is primarily used in the pharmaceutical and polymer industries. It serves as a key intermediate in the synthesis of various drugs and polymers. Additionally, it can be used in the production of sensors and semiconductors due to its chemical reactivity.

What precautions should be taken when handling (4S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane (CAS: 60456-22-6)?

When handling (4S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane, it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be cleaned up immediately using appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed information on handling and safety protocols.