Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and Sec-Butyl acetate: Difference between pages

{{DISPLAYTITLE:''sec''-Butyl acetate}}

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 464388123

| ImageFile = Sec-butyl acetate.svg

| ImageSize = 180px

| ImageAlt = Sec-butyl acetate

| ImageFile1 = Sec-Butyl acetate 3D ball.png

| ImageAlt1 = Ball-and-stick model of the sec-butyl acetate molecule

| PIN = Butan-2-yl acetate<ref name=iupac2013>{{cite book| title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book)| publisher = [[Royal Society of Chemistry|The Royal Society of Chemistry]]| date = 2014| location = Cambridge| page = 370| doi = 10.1039/9781849733069-FP001| isbn = 978-0-85404-182-4}}</ref>

| OtherNames = {{ubl

| 2-Butyl acetate

| ''sec''-Butyl ester

| ''s''-Butyl acetate

| ''sec''-Butyl ester of acetic acid

| 1-Methylpropyl acetate

}}

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|changed|??}}

| CASNo = 105-46-4

| UNII_Ref = {{fdacite|changed|FDA}}

| UNII = UVH2QII6CG

|Section2={{Chembox Properties

| C=6 | H=12 | O=2

| Appearance = Clear, liquid

| Odor = Fruity<ref name=PGCH/>

| Density = 0.87{{nbsp}}g/cm³, liquid

| Solubility = 0.80{{nbsp}}g/100{{nbsp}}mL

| VaporPressure = 10{{nbsp}}mmHg<ref name=PGCH/>

|Section3={{Chembox Structure

|Section7={{Chembox Hazards

| ExternalSDS = [[sec-butyl acetate#External links|External MSDS]]

| PEL = TWA 200{{nbsp}}ppm (950{{nbsp}}mg/m³)<ref name=PGCH>{{PGCH|0073}}</ref>

| ExploLimits = 1.7–9.8%<ref name=PGCH/>

| FlashPtF = 62

| FlashPt_ref = <ref name=PGCH/>

| IDLH = 1700{{nbsp}}ppm<ref name=PGCH/>

| REL = TWA 200{{nbsp}}ppm (950{{nbsp}}mg/m³)<ref name=PGCH/>

'''''sec''-Butyl acetate''', or '''''s''-butyl acetate''', is an [[ester]] commonly used as a [[solvent]] in [[lacquer]]s and [[enamel paint|enamels]], where it is used in the production of acyclic polymers, vinyl resins, and [[nitrocellulose]].<ref>"Acetic acid", ''Ullman's encyclopedia of industrial chemistry'' (2003, 6th ed., Vol. 1, pp. 170–171). Weinheim, Germany: Wiley-VCH.</ref> It is a clear [[flammable liquid]] with a sweet smell.<ref>Howard, H. H. (1993). sec-Butyl acetate. In ''Handbook of environmental fate and exposure data for organic chemists'' (Vol. 5, pp. 60–65). Chelsea, MI: Lewis.</ref>

''sec''-Butyl acetate has three isomers that are also acetate esters: [[butyl acetate|''n''-butyl acetate]], [[isobutyl acetate]], and [[tert-Butyl acetate|''tert''-butyl acetate]].

== History ==

The first method of production of ''sec''-butyl acetate was the esterification of [[sec-butanol|''sec''-butanol]] and [[acetic anhydride]]<ref>Altschul, R. (1946). "The Reversible Esterification of Carboxylic Acids with Isobutene and Trimethylethylene. Quantitative Studies and Synthetic Applications", ''Journal of the American Chemical Society'', 68(12), 2605–2609.</ref> It was experimentally determined and published in 1946 by [[Rolf Altschul]].<ref>{{Cite Merck Index |monograph_id=m2808 |title=''sec''-butyl Acetate |date=2013}}</ref>

== Toxicology ==

The {{LD50}} for rats is 13{{nbsp}}g/kg.<ref>Canadian Center for Occupational Health and Safety. (1996). 2-Butyl acetate. Retrieved February 20, 2009, from CHEMINFO database.</ref> Exposure in humans to significant quantities of ''sec''-butyl acetate can cause irritation to the eyes, mouth, throat, nose, and skin.<ref name="inchem">International Programme on Chemical Safety. (2003). ''sec''-Butyl acetate. Retrieved February 20, 2009, from INCHEM database.</ref> Ingestion and inhalation of ''sec''-butyl acetate can cause central nervous system depression producing symptoms of dizziness and disorientation.<ref name="inchem" />

== Nomenclature ==

''sec''-Butyl acetate is [[Chirality (chemistry)|chiral]]. It has one [[stereocenter]], carbon 2 in the ''sec''-butyl group. The names of the two [[enantiomer]]s are:

* [(2''S'')-butan-2-yl] acetate, (+)-''sec''-butyl acetate

* [(2''R'')-butan-2-yl] acetate, (-)-''sec''-butyl acetate

== References ==

<references/>

== External links ==

* [http://chemexper.com/index.shtml?main=http://chemexper.com/search/cas/105-46-4.html ChemExpr.com]

* [https://www.cdc.gov/niosh/npg/npgd0073.html CDC - NIOSH Pocket Guide to Chemical Hazards]

{{DEFAULTSORT:Butyl acetate, sec-}}

[[Category:Ester solvents]]

[[Category:Acetate esters]]

[[Category:Sweet-smelling chemicals]]

[[Category:Sec-Butyl esters]]