thiazine

{{Short description|Organic compound}}

{{chembox

| verifiedrevid = 425007809

| Name = 1,4-Thiazine

| ImageFile =

| ImageFile1 = 4H-1,4-thiazine with Atom Numbers.svg

| ImageSize1 = 100px

| PIN = 4H-1,4-Thiazine

| OtherNames = Parathiazine

| Section1 = {{Chembox Identifiers

| index2_label = 1,2

| index3_label = 1,3

| index4_label = 1,4

| CASNo=290-57-3

| CASNo2=11084-06-3

| CASNo3 = 27813-20-3

| PubChem2=15789245

| PubChem3 = 15789246

| PubChem4 = 15789247

| ChemSpiderID2 = 10609054

| ChemSpiderID3 = 10609007

| ChemSpiderID4 = 10465777

| DTXSID2 = DTXSID50911874

| DTXSID3 = DTXSID50578325

| SMILES2 = C1=CNSC=C1

| SMILES3 = C1N=CC=CS1

| SMILES4 = C\1=C\N\C=C/S/1

| InChI4 = 1S/C4H5NS/c1-3-6-4-2-5-1/h1-5H

| InChIKey4 = ZOXMLSDKXHNVOQ-UHFFFAOYSA-N

| InChI2=1S/C4H5NS/c1-2-4-6-5-3-1/h1-5H

| InChIKey2=AGIJRRREJXSQJR-UHFFFAOYSA-N

| InChI3=1S/C4H5NS/c1-2-5-4-6-3-1/h1-3H,4H2

| InChIKey3 = NTYABNDBNKVWOO-UHFFFAOYSA-N

}}

| Section2 = {{Chembox Properties

| Formula=

| C=4 | H=5 | N=1 | S=1

| MolarMass=

| Appearance=

| Density=0.8465 g/cm3

| MeltingPt=

| BoilingPt=76.5 °C

| Solubility=

| pKa =

| pKb =

}}

| Section3 = {{Chembox Hazards

| MainHazards=

| FlashPt=

| AutoignitionPt =

}}

| Section4 =

| Section5 =

| Section6 =

| Section8 = {{Chembox Related

| OtherCompounds =

}}

}}

Thiazine {{IPAc-en|ˈ|θ|aɪ|ə|z|iː|n}} is an organic compound containing a ring of four carbon, one nitrogen and one sulfur atom. There are three isomers of thiazine, 1,2-thiazine, 1,3-thiazine, and 1,4-thiazine, which differ by the arrangement of the nitrogen and sulfur atoms in the ring.

Derivatives of thiazine, often referred to as thiazines, are used for dyes, tranquilizers and insecticides.

Preparation

1,4-thiazine can be prepared from the corresponding dione using aluminium powder at high temperature.{{Cite journal|last1=Barkenbus|first1=Charles|last2=Landis|first2=Phillip S.|date=February 1948|title=The Preparation of 1,4-Thiazine|journal=Journal of the American Chemical Society|volume=70|issue=2|pages=684–685|doi=10.1021/ja01182a075|bibcode=1948JAChS..70..684B |issn=0002-7863}}

File:1-4-thiazine-preparation.png

Tautomers

File:Thiazine-tautomers.png

Three tautomers of 1,4-thiazine exist as above.

See also

References