Corrections Reductive Cyclization of Hydrazones - Journal of

Kaminsky, and Floyd E. Anderson. J. Chem. Eng. Data , 1964, 9 (1), pp 145–145. DOI: 10.1021/je60020a050. Publication Date: January 1964. Cite this:J...
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Table VIII. Kinematic Viscosities of Acetone-Methanol-Ethylene Glycol Mixtures

Table VII. Binary Constants a n d Per Cent Deviations of Experimental Data v v?i

Per cent av. dev. Per cent max. dev. Methanol-ethylene glycol system

= 0.4269 CS. = 0.4428 CS. = zt0.60 = zto.97

uii

= 1.9710 CS.

VI?

= 5.8750 CS.

= -1.51

Per cent av. dev. Per cent max. dev. Ethylene glycol-acetone system

= 3I2.58 v?, YV

Per cent av. dev. Per cent max. dev.

= 2.7750 CS. = 0.6604 CS. = zt1.45

= 12.76

NOMENCLATURE

AG* R T N

= = = = h = M = v =

Kinematic Viscosities, Cs.

Mole Fraction of Components

Acetone-methanol system

molal free energy of activation for viscosity cal. /gram mole gas constant, 1.987 cal./gram mole K. absolute temperature, K. Avogadro number, 6.023 x loz3moleculesigram mole Planck constant, 6.6240 x 10-’erg. - sec./molecde molecular weight, gramsigram mole kinematic viscosity, stoke or centistoke

Subscripts

1 = acetone 2 = methanol 3 = ethylene glycol

LITERATURE CITED (1) Chandramouli, V.V., Laddha, G.S., Indian J . Tech. 1, 199 (1963). ( 2 ) Frenkel, Y.I., “Kinetic Theory of Liquids,’‘ Oxford University Press, London, 1946. (3) Glasstone, Samuel, Laidler, K.J., Eyring, Henry, “The Theory of Rate Processes,” McGraw-Hill, New York, 1941.

Acetone 0.0817 0.1902 0.3124 0.6033 0.0740 0.1699 0.2744 0.4021 0.5368 0.6782 0.0674 0.1523 0.2449 0.3578 0.4809 0.0571 0.1371 0.2209 0.3260 0.4318 0.5409 0.2939 0.3818 0.4850

Methanol 0.7878 0.6789 0.5570 0.2659 0.6948 0.5989 0.4949 0.3668 0.2321 0.0908 0.6221 0.5371 0.4440 0.3315 0.2090 0.5679 0.4879 0.4035 0.2969 0.1923 0.0836 0.2615 0.1738 0.0697

Ethylene glycol 0.1305 0.1309 0.1306 0.1308 0.2312 0.2312 0.2307 0.2311 0.2311 0.2310 0.3105 0.3106 0.3iii 0.3107 0.3101 0.3750 0.3751 0.3756 .~ 0.3771 0.3759 0.3756 0.4446 0.4444 0.4453 ~

~

Exptl. 0.9043 0.7807 0.6745 0.5472 1.2453 i.0702 0.9411 0.8159 0.7355 0.6595 1.5772 1.4019 i.2129 1.0643 0.9278 1.9383 1.7315

Calcd. 0.8941 0.7802 0.6873 0.5571 1.2270 ~

--

1.0670 0.9387 0.8213 0.7336 0.6655 1.5810 i_ ,3790 _

.

1.2140 1.0590 0.9365 1.9580 1.7070 1.men

1.SO66 .... ~

1.3301 1.1556 1.0491 1.6728 1.4637 1.3200

1.3170 1.1660 1.0500 1.6540 1.4810 1.3290

Institute of Petroleum, London, “Standard Methods for Testing Petroleum and its Products,” 1948. McAllister, R.A., A.I.Ch.E. J . 6 , 427 (1960). Mikhail, S.Z., Kimel, W.R., J. CHEM.ENG. DATA6 , 533 (1961). Partington, J.R., “The Properties of Liquids,” Vol. 11, in “An Advanced Treatise on Physical Chemistry,” Longmans, Green, London (1951). Ramanujam, M., Laddha, G.S., J . Madras Uniu. 29(B), 103 (1959). Reid, R.C., Sherwood, T.K., “The Properties of Gases and Liquids,” McGraw-Hill, New York, 1958. Weissberger, A., Proskauer, E.S., “Organic Solvents,” Interscience, New York, 1955. RECEIVED for review December 17, 1962. Accepted September 18. 1963.

CORRECTION:

In the article, “Reductive Cyclization of Hydrazones,” [J. CHEM.ENG.DATA8, 601 (1963)], the product of the

reaction in Table I is incorrect. The corrected table is reproducedbelow.

Table I. Properties of Hydrazones

I

N H- C -R I

6

I A B C D E

Hydrazone M.P.a= C. 188-189’ 143-144 111-113 -

153-155

I1

Hydrazine R CH? CHI CHT CHa ChHi

R‘ NH? CH, OCZHi OCIHi OC?Hi

n 2 2 2 3 2

M.P.””C. 181-183 54-56 59-60 48-50d -

VOL. 9, No. 1, JANUARY 1964

Carbon

Formula CsH,,r\i,Ol C;HuNzO? CSHiiiKLOT CqH&4?03 C~~HMN?OI

‘Melting points taken on Hoover-Thomas apparatus and are corrected, ’Reported (5) m.p. 191-2’. ‘Not isolated. B.P.

0

Calcd. 45.85 53.83 51.60 53.98 62.89

Found 45.92 53.59 51.68 54.08 63.15

Hydrogen Calcd. 7.05 7.74 7.58 8.06 6.50

Found 7.11 7.84 7.49 8.07 6.56

Nitrogen Calcd. 26.74 17.94 15.04 13.99 11.28

Found 26.79 17.66 15.02 14.16 11.45

105-7”/0.1 mm. ‘B.P. 192-5”’l.O mm.; after standing for 1 year it did not crystallize.

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