3-(4-Chlorophenoxy)-2-hydroxypropyl carbamate

Basic Information

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CAS Number

886-74-8

Molecular Formula

C10H12ClNO4

Molecular Weight

245.66 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

89-91°

Density

1.3336 (rough estimate)

Refractive Index

1.6000 (estimate)

SMILES

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C1=CC(=CC=C1OCC(COC(=O)N)O)Cl

InChI

InChI=1S/C10H12ClNO4/c11-7-1-3-9(4-2-7)15-5-8(13)6-16-10(12)14/h1-4,8,13H,5-6H2,(H2,12,14)

InChIKey

SKPLBLUECSEIFO-UHFFFAOYSA-N

LogP

1.1750000000000003

Topological Polar Surface Area

81.78000000000002 Å²

Hydrogen Bond Donor/Acceptor

3 / 5

Complexity

219

Safety Information

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Toxicity

LD50 orally in rats: 748 mg/kg; i.v. in mice: 239 mg/kg (Cass, Frederick)

Synonyms & References

English

CCG-220234
Prestwick1_000234
HSDB 3031
CHLORPHENESIN CARBAMATE [JAN]
AKOS040744828
BRN 1978575
W-100393
WLN: ZVO1YQ1OR DG
BSPBio_000307
Chlorphenesin carbamate, (-)-
CHLORPHENESIN CARBAMATE [ORANGE BOOK]
1, 3-(p-chlorophenoxy)-, 1-carbamate
HY-107944
1,2-Propanediol, 3-(p-chlorophenoxy)-, 1-carbamate
1,2-Propanediol,3-(4-chlorophenoxy)-, 1-carbamate
NSC 82943
CHLORPHENESIN CARBAMATE
Tox21_110487
3-[(4-chlorophenyl)oxy]-2-hydroxypropyl carbamate
EINECS 212-954-7
Q27106156
CHLORPHENESIN CARBAMATE [VANDF]
Kolpicortin-sine
BPBio1_000339
1,2-propanediol-3-(p-chlorophenoxy)-1-carbamate
Rinlaxer
G014XC07GH
CHLORPHENESIN CARBAMATE [MART.]
3-(4-Chlorophenoxy)-2-hydroxypropyl carbamate
Maolate
[3-(4-chlorophenoxy)-2-hydroxypropyl] carbamate

MDL Number

MFCD00072002

FAQ

What are the physical and chemical properties of 3-(4-Chlorophenoxy)-2-hydroxypropyl carbamate (CAS: 886-74-8)?

3-(4-Chlorophenoxy)-2-hydroxypropyl carbamate (CAS: 886-74-8) is a white to off-white crystalline solid. Its molecular weight is approximately 298.8 g/mol. It is slightly soluble in water and soluble in ethanol. It is known for its low reactivity under normal conditions, but it can undergo hydrolysis in basic conditions. It has a pKa of around 7.5, indicating weak acidity.

How is 3-(4-Chlorophenoxy)-2-hydroxypropyl carbamate (CAS: 886-74-8) typically synthesized?

3-(4-Chlorophenoxy)-2-hydroxypropyl carbamate (CAS: 886-74-8) is typically synthesized by the reaction of 4-chlorophenol with 2-hydroxypropyl carbamate. The process involves the condensation of 4-chlorophenol with 2-hydroxypropyl isocyanate in the presence of a suitable base such as potassium carbonate. The reaction is carried out in an aprotic solvent like dimethylformamide (DMF) at room temperature. The yield is usually around 70-80%, and the product is isolated by filtration and recrystallization.

What industries use 3-(4-Chlorophenoxy)-2-hydroxypropyl carbamate (CAS: 886-74-8)?

3-(4-Chlorophenoxy)-2-hydroxypropyl carbamate (CAS: 886-74-8) is primarily used in the pharmaceutical industry as an intermediate in the synthesis of drugs. It is also utilized in the polymer industry for the modification of polymers to enhance their stability and reactivity. Additionally, it has applications in the sensor industry for the development of gas sensors, and in the semiconductor industry for the fabrication of certain components due to its carbamate functional group.

What precautions should be taken when handling 3-(4-Chlorophenoxy)-2-hydroxypropyl carbamate (CAS: 886-74-8)?

When handling 3-(4-Chlorophenoxy)-2-hydroxypropyl carbamate (CAS: 886-74-8), it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. This compound is not highly reactive, but it should be kept away from strong acids and bases to prevent hydrolysis. It should be stored in a cool, dry place, away from heat sources. In case of a spill, it should be cleaned up using appropriate methods, and the area should be well-ventilated. Always refer to the safety data sheet (SDS) for detailed handling and storage instructions.