| Identification | Back Directory | [Name]
BUTOPYRONOXYL | [CAS]
532-34-3 | [Synonyms]
bmoo
ent9
INDALON
INDALONE
INDALONE(R)
BUTOPYRONOXYL
dihydropyrone
DIHYDROPYRONE(R)
BUTYLMESITYL OXIDE
Butopyronoxyl,85+%
LABOTEST-BB LT00138120
BUTYLMESITYL OXIDE OXALATE
n-butylmesityloxideoxalate
BUTOPYRONOXYL, 85+% (INDALONE)
BUTYLMESITYL OXIDE OXALATE, 1GM, NEAT
butyl 2,2-dimethyl-4-oxo-3H-pyran-6-carboxylate
2,2-dimethyl-6-carbobutoxy-2,3-dihydro-4-pyrone
6-butoxycarbonyl-2,3-dihydro-2,2-dimethyl-4-pyrone
butyldihydro-6,6-dimethyl-4-oxopyran-2-carboxylate
2-carbo-n-butoxy-6,6-dimethyl-5,6-dihydro-1,4-pyrone
butyl5,6-dihydro-6,6-dimethyl-4-oxo-4h-pyran-2-carboxylate
4-keto-2,2-dimethyl-3H-pyran-6-carboxylic acid butyl ester
BUTYL 3,4-DIHYDRO-2,2-DIMETHYL-4-OXO-2H-PYRAN-6-CARBOXYLATE
4-pyrone-2-carboxylicacid-5,6-dihydro-6,6-dimethyl,butylester
n-butyl-3,4-dihydro-2,2-dimethyl-4-oxo-1,2h-pyran-6-carboxylate
BUTYL-3,4-DIHYDRO-2,2-DIMETHYL-4-OXO-1,2-H-PYRAN-[6-CARBOXYLATE]
(ALPHA,ALPHA')-DIMETHYL(ALPHA')CARBOBUTOXYDIHYDRO-(GAMMA)-PYRONE
3,4-dihydro-2,2-dimethyl-4-oxo-2h-pyran-6-carboxylicacibutylester
alpha,alpha-dimethyl-alpha’-carboxydihydro-gamma-pyronebutylester
5,6-Dihydro-4-oxo-6,6-dimethyl-4H-pyran-2-carboxylic acid butyl ester
3,4-dihydro-2,2-dimethyl-4-oxo-2h-pyran-6-carboxylicacid,n-butylester
3,4-dihydro-2,2-dimethyl-4-oxo-2h-pyran-6-carboxylicacid-n-butylester
3,4-DIHYDRO-2,2-DIMETHYL-4-OXO-2H-PYRAN-6-CARBOXYLIC ACID BUTYL ESTER
n-butylesterof3,4-dihydro-2,2-dimethyl-4-oxo-2h-pyran-6-carboxylicacid
Butyl 3,4-Dihydro-2,2-dimethyl-4-oxo-2H-pyran-6-carboxylate
3,4-Dihydro-2,2-dimethyl-4-oxo-2H-pyran-6-carboxylic Acid Butyl Ester
Indalone | [EINECS(EC#)]
208-535-3 | [Molecular Formula]
C12H18O4 | [MDL Number]
MFCD00006574 | [MOL File]
532-34-3.mol | [Molecular Weight]
226.27 |
| Chemical Properties | Back Directory | [Appearance]
Yellow to pale reddish-brown liquid;
aromatic odor. Reasonably stable in air. Slowly
affected by light. Insoluble in water; miscible with alcohol,
chloroform, ether, glacial acetic acid.
| [Melting point ]
25°C | [Boiling point ]
bp760 256-270° | [density ]
1.054 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.477(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
4°C, protect from light | [solubility ]
DMSO: 100 mg/mL (441.95 mM) | [form ]
clear liquid | [color ]
Light orange to Yellow to Green | [CAS DataBase Reference]
532-34-3 | [EPA Substance Registry System]
Butopyronoxyl (532-34-3) |
| Questions And Answer | Back Directory | [Synthesis]
To a 25-mL flflame-dried flflask under a nitrogen atmosphere were added freshly distilled Rawal’s diene (227 mg, 1 mmol, 1.0 equivalents) and 2 mL of CHCl3. Benzaldehyde (1.5 mmol, 1.5 equivalents) was added dropwise via a gas-tight syringe. The reaction mixture was stirred at room temperature for 2 h and then diluted with 15 mL of CH2Cl2. The yellow solution was cooled to ?78 °C and treated with 142 μL acetyl chloride (2 mmol, 2 equivalents). After stirring for about 30 min, saturated Na2CO3 was added. The organic layer was separated and the water phase was diluted with 15 mL of water and extracted twice with CH2Cl2. The combined organic phase was dried with MgSO4, fifiltered, and concentrated to give a yellow oil, which was subjected to flflash chromatography to afford the desired dihydropyrone in 86% overall yield. Reference: Huang, Y.; Rawal, V. H. Org. Lett. 2000, 2, 3321?3322. |
| Hazard Information | Back Directory | [Uses]
Insect repellent. | [Hazard]
Toxic by ingestion. May cause liver dam-
age.
| [Chemical Properties]
Yellow to pale reddish-brown liquid;
aromatic odor. Reasonably stable in air. Slowly
affected by light. Insoluble in water; miscible with alcohol,
chloroform, ether, glacial acetic acid.
| [Definition]
ChEBI: Butopyronoxyl is a member of pyrans and a carbonyl compound. | [Indications]
Butopyronoxyl is not water soluble and can be applied to skin and clothing to repel
biting stable flies, Lone Star ticks, dog and cat fleas, and chiggers. | [storage]
4°C, protect from light |
| Safety Data | Back Directory | [Risk Statements ]
38 | [Safety Statements ]
37/39 | [WGK Germany ]
3
| [RTECS ]
UP7000000
| [HS Code ]
29329990 | [Safety Profile]
Moderately toxic by
ingestion. Produces liver necrosis in
experimental animals. A rmld skin irritant.
See also OXALATES and ESTERS.
Combustible when exposed to heat or
flame. When heated to decomposition it
emits acrid fumes. | [Hazardous Substances Data]
532-34-3(Hazardous Substances Data) | [Toxicity]
LD50 in mice, rats (ml/kg): 11.6, 7.4 orally (Draize) |
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