Pinacolone

Pinacolone Basic information

Product Name:	Pinacolone
Synonyms:	ALPHA,ALPHA,ALPHA-TRIMETHYLACETONE;AKOS BBS-00004455;TERT-BUTYL METHYL KETONE;PINACOLONE;1,1-Dimethylethyl methyl ketone;1,1-Dimethylethylmethylketone;2,2-Dimethyl-3-butanon;2,2-Dimethylbutanone
CAS:	75-97-8
MF:	C6H12O
MW:	100.16
EINECS:	200-920-4
Product Categories:	Organics;ketone
Mol File:	75-97-8.mol

Pinacolone Chemical Properties

Melting point	-52.5 °C
Boiling point	106 °C(lit.)
density	0.801 g/mL at 25 °C(lit.)
refractive index	n20/D 1.396(lit.)
Fp	75 °F
storage temp.	Flammables area
solubility	19g/l
form	Liquid
color	Clear colorless to light yellow
Odor Threshold	0.043ppm
Water Solubility	2.44 g/100 mL (15 ºC)
Merck	14,7440
BRN	1209331
Stability:	Stable. Incompatible with strong oxidizing agents. Flammable.
InChIKey	PJGSXYOJTGTZAV-UHFFFAOYSA-N
CAS DataBase Reference	75-97-8(CAS DataBase Reference)
NIST Chemistry Reference	2-Butanone, 3,3-dimethyl-(75-97-8)
EPA Substance Registry System	Pinacolone (75-97-8)

Safety Information

Hazard Codes	F,Xn,Xi
Risk Statements	11-22-10
Safety Statements	9-16-29-33-20/21
RIDADR	UN 1224 3/PG 2
WGK Germany	2
RTECS	EL7700000
Hazard Note	Irritant/Highly Flammable
TSCA	Yes
HazardClass	3
PackingGroup	II
HS Code	29141990
Hazardous Substances Data	75-97-8(Hazardous Substances Data)

MSDS Information

Provider	Language
3,3-Dimethyl-2-butanone	English
SigmaAldrich	English
ALFA	English

Pinacolone Usage And Synthesis

Chemical Properties	colourless liquid with camphor-like or peppermint-like odour
Uses	Pinacolone is a precursor to triazolylpinacolone, triadimefon, paclobutrazol, uniconazole and metribuzin. Furthermore, it acts as an intermediate for biologically active products such as antibacterial, antifungal, antiviral and antituberculous products. It is an important ketone in organic chemistry and participates in condensation, hydrogenation and reductive amination reactions.
Synthesis Reference(s)	Journal of the American Chemical Society, 88, p. 5656, 1966 DOI: 10.1021/ja00975a058 Organic Syntheses, Coll. Vol. 1, p. 462, 1941 Tetrahedron Letters, 30, p. 945, 1989
Purification Methods	Reflux the ketone with a little KMnO4. Dry it with CaSO4 and distil it. [Beilstein 1 IV 3310.]

Pinacolone Preparation Products And Raw materials

Raw materials

3-Methyl-1-butanol-->2-Methyl-2-butanol-->Pinacol-->3-Methyl-1-butene-->1,3-DIOXANE

Preparation Products

Triadimefon-->5-TERT-BUTYL-4-HYDROXYMETHYL-2-METHYL-FURAN-3-CARBOXYLIC ACID-->3-(TERT-BUTYL)-1-METHYL-1H-PYRAZOLE-5-CARBONYL CHLORIDE-->Paclobutrazol-->2-AMINO-6-T-BUTYL-4-(TRIFLUOROMETHYL)PYRIMIDINE-->5-(TERT-BUTYL)-2-METHYLFURAN-3-CARBONYL CHLORIDE-->3-(TERT-BUTYL)-1-METHYL-1H-PYRAZOLE-5-CARBOXYLIC ACID-->Metribuzin-->3-AMINO-5-(TERT-BUTYL)THIOPHENE-2-CARBOXAMIDE-->2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONE-->METHYL 3-AMINO-5-(TERT-BUTYL)THIOPHENE-2-CARBOXYLATE-->Diclobutrazol-->(1,2,2-TRIMETHYL-PROPYL)-HYDRAZINE-->Paclobutrazol W.P.-->Bitertanol-->UNICONAZOLE-->Triapenthenol-->3-Tert-butyl-1H-pyrazole-5-carboxamide ,97%-->3-CHLORO-4,4-DIMETHYLPENT-2-ENENITRILE-->1-Bromopinacolone-->5-TERT-BUTYL-1H-PYRAZOLE-3-CARBOXYLIC ACID-->Ethyl 5-(tert-butyl)-2H-pyrazole-3-carboxylate-->3-(tert-Butyl)-1H-pyrazole-5-carbohydrazide-->Tebuconazole

1-(4,5-dichloro-1H-imidazol-1-yl)-3,3-dimethyl-2-butanone oxime 1-(2-chloro-1H-benzimidazol-1-yl)-3,3-dimethyl-2-butanone 1-[5-(4-bromophenyl)-1H-tetraazol-1-yl]-3,3-dimethyl-2-butanone Methyl 3,3-dimethyl-2-butanone N-phenylthiosemicarbazone PINACOLONE TRIMETHYLSILYL ENOL ETHER 1-(TERT-BUTYLAMINO)-3,3-DIMETHYL-2-BUTANONE HYDROCHLORIDE 3,3-dimethyl-2-butanone N-(2,4-dinitrophenyl)hydrazone 4-(Quinolin-2-yl)-4-bromo-2,2-dimethyl-3-butanone 1-Piperidino-3,3-dimethyl-1-butanone 4-(Quinolin-2-yl)-4-methyl-2,2-dimethyl-3-butanone 1-(4,5-dichloro-1H-imidazol-1-yl)-3,3-dimethyl-2-butanone 1-Phenyl-2-hydroxy-3,3-dimethyl-1-butanone,2-Hydroxy-1-phenyl-3,3-dimethyl-1-butanone 1,1'-(1,2,4-Trithiolane-3,5-diylidene)bis(3,3-dimethyl-2-butanone) diethylstilbestrol pinacolone Dimethyl sebacate pinacolone，tert-butyl methy1 ketone，3，3-dimethyl-2-butyl ketone 1-[(4-chlorophenyl)sulfonyl]-3,3-dimethyl-2-butanone

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