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2-Oxazolidinethione,4,4-dimethyl-

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Name

2-Oxazolidinethione,4,4-dimethyl-

EINECS 258-924-7
CAS No. 54013-55-7 Density 1.16 g/cm3
PSA 53.35000 LogP 0.99850
Solubility N/A Melting Point 122-124 °C
Formula C5H9NOS Boiling Point 139.9 °C at 760 mmHg
Molecular Weight 131.199 Flash Point 38.4 °C
Transport Information N/A Appearance N/A
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 54013-55-7 (4,4-DIMETHYLOXAZOLIDINE-2-THIONE) Hazard Symbols N/A
Synonyms

4, 4-Dimethyloxazoline-2-thiol;4,4-Dimethyl-2-thioxo-1,3-oxazolidine;

Article Data 13

2-Oxazolidinethione,4,4-dimethyl- Specification

The 2-Oxazolidinethione,4,4-dimethyl-, with the CAS registry number 54013-55-7, is also known as 4, 4-Dimethyloxazoline-2-thiol and 4,4-Dimethyl-2-thioxo-1,3-oxazolidine. Its EINECS registry number is 258-924-7. This chemical's molecular formula is C5H9NOS and molecular weight is 131.1961. What's more, both its IUPAC name and systematic name are the same which is called 4,4-Dimethyl-1,3-oxazolidine-2-thione. When you are dealing with this chemical, you should avoid contacting with skin and eyes. And you had better not breathe dust.

Physical properties about this chemical are: (1)ACD/LogP: 0.64; (2)#of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.64; (4)ACD/LogD (pH 7.4): 0.64; (5)ACD/BCF (pH 5.5): 1.8; (6)ACD/BCF (pH 7.4): 1.8; (7)ACD/KOC (pH 5.5): 52.97; (8)ACD/KOC (pH 7.4): 52.97; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 44.56 Å2; (13)Index of Refraction: 1.547; (14)Molar Refractivity: 35.65 cm3; (15)Molar Volume: 112.3 cm3; (16)Surface Tension: 45.6 dyne/cm; (17)Density: 1.16 g/cm3; (18)Flash Point: 38.4 °C; (19)Enthalpy of Vaporization: 37.72 kJ/mol; (20)Boiling Point: 139.9 °C at 760 mmHg; (21)Vapour Pressure: 6.28 mmHg at 25 °C; (22)Melting Point: 122-124 °C.

Preparation of 2-Oxazolidinethione,4,4-dimethyl-: this chemical can be prepared by 2-Amino-2-methyl-propan-1-ol and Carbon disulfide.

This reaction needs catalyst ZnO/Al2O3 at temperature of 100 °C. The reaction time is 2 hours. The yield is 92%.

Uses of 2-Oxazolidinethione,4,4-dimethyl-: it is used to produce other chemicals. For example, it is used to produce 4,4-Dimethyl-oxazolidin-2-one.

The reaction occurs with reagents 1-Butene epoxide, TFA and solvent CH2Cl2 at temperature of 0 °C. The yield is 91%.

You can still convert the following datas into molecular structure:
(1) SMILES: S=C1OCC(N1)(C)C
(2) InChI: InChI=1/C5H9NOS/c1-5(2)3-7-4(8)6-5/h3H2,1-2H3,(H,6,8)
(3) InChIKey: InChI=1S/C5H9NOS/c1-5(2)3-7-4(8)6-5/h3H2,1-2H3,(H,6,8)

The toxicity data is as follows: 

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 56mg/kg (56mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00493,

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