1,2,3-Trimethylbenzene: Difference between revisions

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	{{Chembox		{{Chembox
			\| Watchedfields = changed
	\| verifiedrevid = ~~443241783~~		\| verifiedrevid = 477202533
	\| ImageFileL1 = Hemellitol.svg		\| ImageFileL1 = Hemellitol.svg
	\| ImageSizeL1 = 100px
	\| ImageFileR1 = 1,2,3-Trimethylbenzene-3D-balls.png		\| ImageFileR1 = 1,2,3-Trimethylbenzene-3D-balls.png
		⚫	\| PIN = 1,2,3-Trimethylbenzene
	\| ImageSizeR1 = 120px
⚫	\| ~~IUPACName~~ = 1,2,3-Trimethylbenzene
	\| OtherNames = Hemellitol; Hemimellitol, Hemimelithol; Hemimellitine; Hemimellitene		\| OtherNames = Hemellitol; Hemimellitol, Hemimelithol; Hemimellitine; Hemimellitene
	\| Section1 = {{Chembox Identifiers		\|Section1={{Chembox Identifiers
			\| CASNo_Ref = {{cascite\|correct\|??}}
	\| CASNo = 526-73-8
	\| ~~PubChem~~ = ~~10686~~		\| CASNo = 526-73-8
	\| ChEBI_Ref = {{ebicite\|correct\|EBI}}		\| Beilstein = 1903410
			\| ChEBI_Ref = {{ebicite\|correct\|EBI}}
	\| ChEBI = 34037		\| ChEBI = 34037
			\| ChEMBL = 1797279
		⚫	\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}
		⚫	\| ChemSpiderID = 10236
			\| EINECS = 208-394-8
			\| Gmelin = 326517
			\| PubChem = 10686
		⚫	\| RTECS = DC3300000
			\| UNII_Ref = {{fdacite\|correct\|FDA}}
			\| UNII = ZK4R7UPH6R
			\| UNNumber = 1993
		⚫	\| SMILES = c1(cccc(c1C)C)C
		⚫	\| InChI = 1S/C9H12/c1-7-5-4-6-8(2)9(7)3/h4-6H,1-3H3
	\| StdInChI_Ref = {{stdinchicite\|correct\|chemspider}}		\| StdInChI_Ref = {{stdinchicite\|correct\|chemspider}}
	\| StdInChI = 1S/C9H12/c1-7-5-4-6-8(2)9(7)3/h4-6H,1-3H3		\| StdInChI = 1S/C9H12/c1-7-5-4-6-8(2)9(7)3/h4-6H,1-3H3
	\| StdInChIKey_Ref = {{stdinchicite\|correct\|chemspider}}		\| StdInChIKey_Ref = {{stdinchicite\|correct\|chemspider}}
	\| StdInChIKey = FYGHSUNMUKGBRK-UHFFFAOYSA-N		\| StdInChIKey = FYGHSUNMUKGBRK-UHFFFAOYSA-N
⚫	\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}
⚫	\| ChemSpiderID = 10236
⚫	\| RTECS = DC3300000
⚫	\| SMILES = c1(cccc(c1C)C)C
⚫	\| InChI = ~~InChI=~~1S/C9H12/c1-7-5-4-6-8(2)9(7)3/h4-6H,1-3H3
	}}		}}
	\| Section2 = {{Chembox Properties		\|Section2={{Chembox Properties
	\| C=9\|H=12		\| C=9 \| H=12
			\| Appearance = Colorless liquid<ref name=GESTIS>{{GESTIS\|ZVG=31060}}</ref>
	\| Appearance =
	\| Density = 0.~~894~~ g/mL		\| Density = 0.89 g/mL<ref name=GESTIS/>
	\| MeltingPtC = −25		\| MeltingPtC = −25
			\| MeltingPt_ref = <ref name=GESTIS/>
	\| BoilingPtCL = 175
	\| ~~BoilingPtCH~~ = 176		\| BoilingPtC = 176
			\| BoilingPt_ref = <ref name=GESTIS/>
	\| Solubility =
			\| Solubility = 0.006% (20°C)<ref name=PGCH/>
			\| VaporPressure = 1 mmHg (16.7°C)<ref name=PGCH/>
	}}		}}
	\| Section3 = {{Chembox Hazards		\|Section3={{Chembox Hazards
			\| MainHazards = Flammable<ref name=pocket></ref>
	\| MainHazards =
			\| FlashPtF = 51
	\| FlashPt = {{convert\|119\|F\|C}}
			\| FlashPt_ref = <ref name=GESTIS/>
	\| Autoignition =
			\| AutoignitionPtF = 470
	\| RPhrases = {{R10}} {{R37}}
			\| AutoignitionPt_ref = <ref name=GESTIS/>
	\| SPhrases = {{S16}}
			\| GHSPictograms = {{GHS02}}{{GHS07}}{{GHS08}}
			\| GHSSignalWord = Warning
			\| HPhrases = {{H-phrases\|226\|315\|319\|335}}
			\| PPhrases = {{P-phrases\|210\|233\|240\|241\|242\|243\|261\|264\|271\|280\|302+352\|303+361+353\|304+340\|305+351+338\|312\|321\|332+313\|337+313\|362\|370+378\|403+233\|403+235\|405\|501}}
			\| PEL = none<ref name=PGCH>{{PGCH\|0637}}</ref>
			\| ExploLimits = 0.8%-6.6%<ref name=PGCH/>
			\| IDLH = N.D.<ref name=PGCH/>
			\| REL = TWA 25 ppm (125 mg/m{{sup\|3}})<ref name=PGCH/>
	}}		}}
	}}		}}

			'''1,2,3-Trimethylbenzene''' is an ] with the chemical formula C{{sub\|6}}H{{sub\|3}}(CH{{sub\|3}}){{sub\|3}}. Classified as an ], it is a flammable colorless liquid. It is nearly insoluble in water but soluble in organic solvents.
	'''1,2,3-Trimethylbenzene''' is a benzene derivative. It is one of the three ]s of ].

			The compound occurs naturally in ] and ]. It is one of the three ]s of ]. It is used in jet fuel, mixed with other ], to prevent the formation of solid particles which might damage the engine.
⚫	==References==
	{{Unreferenced\|date=April 2011}}
⚫	{{reflist}}

			German chemist {{Ill\|Oscar Georg Friedrich Jacobsen\|lt=Oscar Jacobsen\|de\|Oscar Jacobsen}} first prepared the hydrocarbon in 1882 and designated it '''hemellitol''' as a reference to the trivial name of ].<ref>{{Cite journal \|last=Jacobsen \|first=Oscar \|date=1882 \|title=Ueber Isodurol, Isodurylsäuren und das dritte Trimethylbenzol \|url=https://books.google.com/books?id=Mxb-NAhE8K4C&pg=PA1857 \|journal=Berichte der deutschen chemischen Gesellschaft \|language=en \|volume=15 \|issue=2 \|pages=1853–1858 \|doi=10.1002/cber.18820150292 \|issn=0365-9496}}</ref> Four years later he also discovered it in the coal tar.<ref>{{Cite journal \|last=Jacobsen \|first=Oscar \|date=1886 \|title=Beitrag zur Kenntniss der zwischen 170 und 200° siedenden Kohlenwasserstoffe des Steinkohlentheeröls \|url=https://books.google.com/books?id=YzBJAAAAYAAJ&pg=PA2511 \|journal=Berichte der deutschen chemischen Gesellschaft \|language=en \|volume=19 \|issue=2 \|pages=2511–2515 \|doi=10.1002/cber.188601902195 \|issn=0365-9496}}</ref>

			== Production ==
⚫	{{DEFAULTSORT:Trimethylbenzene, 1,2,3-}}
			Industrially, it is isolated from the C{{sub\|9}} ] fraction during ]. It is also generated by ] of ] and ]s.<ref name="Ullmanns">Karl Griesbaum, Arno Behr, Dieter Biedenkapp, Heinz-Werner Voges, Dorothea Garbe, Christian Paetz, Gerd Collin, Dieter Mayer, Hartmut Höke "Hydrocarbons" in Ullmann's Encyclopedia of Industrial Chemistry 2002 Wiley-VCH, Weinheim. {{doi\|10.1002/14356007.a13_227}}</ref>
⚫	{{hydrocarbon-stub}}

		⚫	== References ==
		⚫	{{reflist}}

		⚫	{{DEFAULTSORT:Trimethylbenzene, 1, 2, 3-}}
	]		]
			]


		⚫	{{hydrocarbon-stub}}
			{{Hydrocarbons}}

Latest revision as of 21:10, 17 November 2024

1,2,3-Trimethylbenzene

Names

Preferred IUPAC name 1,2,3-Trimethylbenzene

Other names Hemellitol; Hemimellitol, Hemimelithol; Hemimellitine; Hemimellitene

Identifiers

CAS Number

526-73-8

3D model (JSmol)

Interactive image

Beilstein Reference

1903410

ChEBI

CHEBI:34037

ChEMBL

ChEMBL1797279

ChemSpider

10236

ECHA InfoCard

100.007.633

EC Number

208-394-8

Gmelin Reference

326517

PubChem CID

10686

RTECS number

DC3300000

UNII

ZK4R7UPH6R

UN number

1993

CompTox Dashboard (EPA)

DTXSID8047769

InChI

InChI=1S/C9H12/c1-7-5-4-6-8(2)9(7)3/h4-6H,1-3H3Key: FYGHSUNMUKGBRK-UHFFFAOYSA-N
InChI=1S/C9H12/c1-7-5-4-6-8(2)9(7)3/h4-6H,1-3H3

SMILES

c1(cccc(c1C)C)C

Properties

Chemical formula

C₉H₁₂

Molar mass

120.195 g·mol

Appearance

Colorless liquid

Density

0.89 g/mL

Melting point

−25 °C (−13 °F; 248 K)

Boiling point

176 °C (349 °F; 449 K)

Solubility in water

0.006% (20°C)

Vapor pressure

1 mmHg (16.7°C)

Hazards

Occupational safety and health (OHS/OSH):

Main hazards

Flammable

GHS labelling:

Pictograms

Signal word

Warning

Hazard statements

H226, H315, H319, H335

Precautionary statements

P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P501

Flash point

11 °C; 51 °F; 284 K

Autoignition
temperature

243 °C; 470 °F; 516 K

Explosive limits

0.8%-6.6%

NIOSH (US health exposure limits):

PEL (Permissible)

none

REL (Recommended)

TWA 25 ppm (125 mg/m)

IDLH (Immediate danger)

N.D.

Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).

Y verify (what is ?) Infobox references

Chemical compound

1,2,3-Trimethylbenzene is an organic compound with the chemical formula C₆H₃(CH₃)₃. Classified as an aromatic hydrocarbon, it is a flammable colorless liquid. It is nearly insoluble in water but soluble in organic solvents.

The compound occurs naturally in coal tar and petroleum. It is one of the three isomers of trimethylbenzene. It is used in jet fuel, mixed with other hydrocarbons, to prevent the formation of solid particles which might damage the engine.

German chemist Oscar Jacobsen [de] first prepared the hydrocarbon in 1882 and designated it hemellitol as a reference to the trivial name of hexamethylbenzene. Four years later he also discovered it in the coal tar.

Production

Industrially, it is isolated from the C₉ aromatic hydrocarbon fraction during petroleum distillation. It is also generated by methylation of toluene and xylenes.

References

^ Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
^ NIOSH Pocket Guide to Chemical Hazards. "#0637". National Institute for Occupational Safety and Health (NIOSH).
CDC - NIOSH Pocket Guide to Chemical Hazards
Jacobsen, Oscar (1882). "Ueber Isodurol, Isodurylsäuren und das dritte Trimethylbenzol". Berichte der deutschen chemischen Gesellschaft. 15 (2): 1853–1858. doi:10.1002/cber.18820150292. ISSN 0365-9496.
Jacobsen, Oscar (1886). "Beitrag zur Kenntniss der zwischen 170 und 200° siedenden Kohlenwasserstoffe des Steinkohlentheeröls". Berichte der deutschen chemischen Gesellschaft. 19 (2): 2511–2515. doi:10.1002/cber.188601902195. ISSN 0365-9496.
Karl Griesbaum, Arno Behr, Dieter Biedenkapp, Heinz-Werner Voges, Dorothea Garbe, Christian Paetz, Gerd Collin, Dieter Mayer, Hartmut Höke "Hydrocarbons" in Ullmann's Encyclopedia of Industrial Chemistry 2002 Wiley-VCH, Weinheim. doi:10.1002/14356007.a13_227

This article about a hydrocarbon is a stub. You can help Misplaced Pages by expanding it.

Hydrocarbons

Saturated
aliphatic
hydrocarbons

Alkanes
C_nH_{2n + 2}

Linear alkanes	Methane Ethane Propane Butane Pentane Hexane Heptane Octane Nonane Decane
Branched alkanes	Isobutane Isopentane 3-Methylpentane Neopentane Isohexane Isoheptane Isooctane Isononane Isodecane

Cycloalkanes

Alkylcycloalkanes

Bicycloalkanes

Housane (bicyclopentane)
Norbornane (bicycloheptane)
Decalin (bicyclodecane)

Polycycloalkanes

Other

Spiroalkanes

Unsaturated
aliphatic
hydrocarbons

Alkenes
C_nH_2n

Linear alkenes	Ethene Propene Butene Pentene Hexene Heptene Octene Nonene Decene
Branched alkenes	Isobutene Isopentene Isohexene Isoheptene Isooctene Isononene Isodecene

Alkynes
C_nH_{2n − 2}

Linear alkynes	Ethyne Propyne Butyne Pentyne Hexyne Heptyne Octyne Nonyne Decyne
Branched alkynes	Isopentyne Isohexyne Isoheptyne Isooctyne Isononyne Isodecyne

Cycloalkenes

Alkylcycloalkenes

Bicycloalkenes

Norbornene

Cycloalkynes

Dienes

Other

Aromatic
hydrocarbons

PAHs

Acenes	Naphthalene Anthracene Tetracene Pentacene Hexacene Heptacene
Other	Azulene Fluorene Helicenes Circulenes Butalene Phenanthrene Chrysene Pyrene Corannulene Kekulene

Alkylbenzenes

Toluene

C2-Benzenes

Xylenes	o-Xylene m-Xylene p-Xylene
Other	Ethylbenzene

C3-Benzenes

Trimethylbenzenes	Mesitylene Pseudocumene Hemellitene
Other	Cumene n-Propylbenzene 4-Ethyltoluene

C4-Benzenes

Cymenes	o-Cymene m-Cymene p-Cymene
Tetramethylbenzenes	Durene Prehnitene Isodurene
Other	n-Butylbenzene sec-Butylbenzene tert-Butylbenzene Isobutylbenzene

Other

Vinylbenzenes

Other

Categories: