14250-88-5

Basic information

• Product Name: 2,2-dimethylvaleraldehyde
• Synonyms: 2,2-dimethylvaleraldehyde;2,2-Dimethylpentanal;Ai3-28317;Einecs 238-124-4;Pentanal, 2,2-dimethyl-
• CAS NO: 14250-88-5
• Molecular Formula: C₇H₁₄O
• Molecular Weight: 114.18546
• EINECS: 238-124-4
• Mol File: 14250-88-5.mol

Chemical Properties

• Melting Point: -43.35°C (estimate)
• Boiling Point: 136℃
• Flash Point: 25℃
• Appearance: /
• Density: 0.807
• Vapor Pressure: 7.38mmHg at 25°C
• Refractive Index: 1.4111 (estimate)
• CAS DataBase Reference: 2,2-dimethylvaleraldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dimethylvaleraldehyde(14250-88-5)
• EPA Substance Registry System: 2,2-dimethylvaleraldehyde(14250-88-5)

Safety Data

• Hazardous Substances Data: 14250-88-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 81, p. 3379, 1959 DOI: 10.1021/ja01522a057

InChI:InChI=1/C7H14O/c1-4-5-7(2,3)6-8/h6H,4-5H2,1-3H3

Upstream product

• 5497-67-6 2,2-dimethyl-4-pentenal 
• 2370-12-9 2,2-dimethylpentanol 
• 88304-20-5 N-(2-methylpropylidene)cyclohexanamine 
• 107-08-4 1-iodo-propane 
• 79-31-2 isobutyric Acid 

Downstream Products

• 2370-12-9 2,2-dimethylpentanol 
• 24263-84-1 2,2-dimethyl-1-pentyl p-toluenesulfonate 

Relevant articles and documents

Well-Defined Cobalt(I) Dihydrogen Catalyst: Experimental Evidence for a Co(I)/Co(III) Redox Process in Olefin Hydrogenation

The synthesis of a cobalt dihydrogen CoI-(H2) complex prepared from a CoI-(N2) precursor supported by a monoanionic pincer bis(carbene) ligand, MesCCC (MesCCC = bis(mesityl-benzimidazol-2-ylidene)phenyl), is described. This species is capable of H2/D2 scrambling and hydrogenating alkenes at room temperature. Stoichiometric addition of HCl to the CoI-(N2) cleanly affords the CoIII hydridochloride complex, which, upon the addition of Cp2ZrHCl, evolves hydrogen gas and regenerates the CoI-(N2) complex. Furthermore, the catalytic olefin hydrogenation activity of the CoI species was studied by using multinuclear and parahydrogen (p-H2) induced polarization (PHIP) transfer NMR studies to elucidate catalytically relevant intermediates, as well as to establish the role of the CoI-(H2) in the CoI/CoIII redox cycle.

Cyclometallation of Dialkylbis(triethylphosphine)platinum(II) Complexes: Formation of Pt,Pt-Bis(triethylphosphine)platinacycloalkanes

The thermal decompositions of three analogues of bis(triethylphosphine)dineopentylplatinum(II) (L2Pt2 (1)) - L2Pt2 (3), L2Pt2 (5), and L2Pt2 (7) - have been examined.Compounds 3 and 7 decompose more rapidly than 1 by a factor of ca. 104 to give as products Pt,Pt-bis(triethylphosphine)-3,3-dimethylplatinacyclohexane (4) and Pt,Pt-bis(triethylphosphine)-3,3,5,5-tetramethylplatinacyclohexane (8), respectively, and 1 equiv of the corresponding alkane.Compound 5 decomposes at a rate ca. 50 times faster than 1 to yield Pt,Pt-bis(triethylphosphine)-2,4,4-trimethylplatinacyclopentane (6a), -3-methyl-3-n-propylplatinacyclobutane (6b), and -3,3-dimethylplatinacyclohexane (6c).The conversion of 3 to 4 and 5 to 6a proceeds by dissociation of triethylphosphine, intramolecular oxidative addition of a δ carbon-hydrogen bond of the alkyl groups to platinum, and reductive elimination of alkane.The decomposition of L2Pt2 (11) proceeds by β-hydride elimination rather than cleavage of a carbon-hydrogen bond and formation of platinacycloalkane.The difference in the free energies of activation for reactions which form four- and five-membered platinacycloalkanes is small (ΔΔG(excit.) ca./= 4 kcal mol-1); that for reactions wich form four- and six-membered rings is smaller (ΔΔG(excit.) ca./= 0 kcal mol-1).We identify these values of ΔΔG(excit.) with estimates of the strain energies of these rings, assuming the strain energy of the platinacyclohexane is small.The important conclusion from these studies is that the strain energy of the platinacyclobutane studied here is small (-1).

Preparation of 15-deoxy-16-hydroxyprostaglandins

Analogues of PGE1 having the structural formula, STR1 in which J is R-hydroxymethylene or S-hydroxymethylene; R1 is hydrogen; R2 is hydrogen or together with R4 is a methylene chain of 2 to 3 carbon atoms such that a cycloalkyl of 5 to 6 carbon atoms inclusive is formed; R3 is hydrogen or methyl, or together with R4 is a methylene or a lower alkylated methylene chain of 2 to 5 carbon atoms such that a cycloalkyl or a lower alkylated cycloalkyl of 4 to 7 carbon atoms inclusive is formed, or together with R4 is bicycloalkyl or bicycloalkenyl moiety having the formula: STR2 SUCH THAT A BICYCLOALKYL OR BICYCLOALKENYL COMPOUND IS FORMED, WHEREIN M AND N ARE INTEGERS HAVING A VALUE FROM 0 TO 3, P IS AN INTEGER HAVING A VALUE FROM 0 TO 4 AND Q IS AN INTEGER HAVING A VALUE OF FROM 1 TO 4 AND WHEREIN THE DOUBLE BOND OF SUCH BICYCLOALKENYL IS IN THE M, N, P, OR Q BRIDGE; R4 is hydrogen or methyl or together with R2 or R3 forms a cycloalkyl or bicycloalkyl or bicycloalkenyl as defined above, or together with R5 is a methylene chain of 3 to 5 carbon atoms such that a cycloalkyl of 4 to 6 carbon atoms inclusive is formed; R5 is selected from the group consisting of hydrogen, straight-chain alkyl having from 1 to 3 carbon atoms or together with R4 forms a cycloalkyl as defined above; and R6 is hydrogen or straight-chain alkyl having from 1 to 3 carbon atoms are disclosed. Pge1 ester analogues of the above formula, limited to the structures wherein two of R2, R3 R4 and R5 form a cycloalkyl, lower alkylated cycloalkyl, bicycloalkyl or bicycloalkenyl are also disclosed. The prostaglandin analogues selectively produce bronchodilation and decrease gastric secretion in vivo. Methods of preparing the analogues and starting materials required in the synthesis of the analogues are also disclosed.