CHEMICALS FOR CREATIVE SYNTHESIS...

HIEXAMETHYLPHOSPHORAMIDE

(CH3)2N(CH3)2N P=O(CH3)2N r

A high-boiling, clear, colorlessmobile liquid crystallizing at40C. Spicy odor, low toxicity.Sp. gr. 1.024 at 25/250 C. Ex-treme range of solubility. Aque-ous solutions stable in contactwith steel.AN AMAZING NEW SOLVENT...for extractions, for blending im-miscible liquids, for gas scrub-bing. Reported to be the mostpowerful, nonreacting acetylenesolvent known. Promising as anintermediate for synthesizingparasiticides and dialkylacyla-mides (simply heat with analkanoic acid). Just 0.5-3%stabilizes polystyrene and co-polymers against moleculardegradation. Patent surveyshighlight its use as a solvent forfilming or spinning acrylonitrilepolymers and copolymers; sol-vent for cellulose nitrate andvinylidine chloride polymers; forscrubbing out acetylene orHCNfrom gaseous mixtures.

Bis(beta-CHLOROETHYL)VINYLPHOSPHONATE

0CICH2CH20 PHClH2H 'oP-CH =CH2CICH2CH20 '

Water-white liquid, mild, pleas-ant odor. B. p. 1320 C. at 1 mm.Sp. gr. 1.318 at 25/25° C. S1.sol. in water; sol. in most organicsolvents.A REMARKABLE NEW MONOMER... that can be dehydrohalogen-ated to form mono- or divinylesters which mass-polymerize togels. Copolymerizes readily withvinyl acetate and acrylonitrile;self-polymerizes by heat, light,mineral acids, or peroxide cata-lysts. With basic catalysts,forms addition products withalcohols, mercaptans. Brominereacts slowly. Reacts with PC1.to give CH2=CHP(O)C12.

DIMETHYL HYDROGENPHOSPHITE

CH30P(o)HCH3O0

Water-white liquid; sharp-sweetodor. B. p. 710 C. at 25 mm.

Sp. gr. 25/250 C. 1.200. Sol. inwater and common solvente ex-cept aliphatics. Hydrolyzes.Sodium salt reacts with alkyland acyl halides. Forms additioncompounds by linking to car-bonyl and olefinic double bonds.Reacte with chlorine to formchlorophosphate.

TRIMETHYL PHOSPHITE

CH30OCH30 P

CH30

Water-white liquid. Pungentodor. Boils at 1110 C. Sol. inmost organic solvente. Insol. inwater-hydrolyzes slowly. Sp.gr. 1.046. Readily hydrolyzedby acids, reacts with alkyl andacyl halides. Can act as alkylat-ing agent. Reacts with SO,PC13, RCOCI, R2NCOCI, ben-zoic acid, MeSO3H.

When you need a newcomposition of mattercontaining phosphorusin any organic comlbi-nation...you are invited Kto consult Monsanto. V

STEPPINGSTONES TO TOMORROW'S PRODUCTS

(CHLOROMETHYL)PHOSPHONIC B(ts-CHLOROETHYL) beta Tds(hta-CNLOROETHYL)DICHLORIDE CHNLOOETHYLPHOSPHONATE PHOSPHITE

CICHiP/0

Colorlee liquid, ihritang odor.Stable to 250° C. Soluble inmostorganic solvents.

Hydrolyzes readily to phos-phonic acid. Phosphorus-bonded

extremely reactive-

almost equal to PCI,; carbon-bonded Cl is lee active. Exam-ple: the phosphorus-bondedchlorins react with alcohols togive a diester; carbon-bondedchlorine will then undergo alka-

line hydrolysi to give a hydroxyphosphonate. Methyl and ethyl

readily inatestoa eondary amine HN-(CH,ONH4)s. Aniine slt and

disnOIld have been

You can keep abreast of the

rapidly deveoping fied of

omnophosphorus chemistryhrough Monsanto-ibasi in

phosphorus producion, baqic in

he know-o of oombin;ngusWith organic .

0

CICEICI2O%4C,LammCIcHZCH2-0 -

Colorls liquid above 37° C.Soluble in acetone, meol,bensne. Insoluble in he,water. B. p. (5 mm.) 170.? C.Rdiy superool

Ress hydro , but hydro-lyse or clorinates to half ester

more readily thai simple phos-phonate. With HCI and heat,yieds 2-chbroethanephosphoicacid. May be dehydrohalogen-ated to give biu(beta-Chloro-ethyl) Vinylphosphonate, whichcan be polymerixed to viscou

resn. Reacts with PC1 to giveester lorides which react with...iH._

CICH2CO0NCICH20H0 PCICHJH20/

Palo-yefow liquid. Solubble in

acetone, benzene, methanol withsome interaction. Insoluble inwater, hexane. B. p. 112-116° C.(2.5 mm.).

Undergoe many ofthe reactions

typical of tiaEkyl phosph

including thermal rearrange-ment (Arbusov); reacts withalpha-halogenated carbonylcompounds to form vinyl phos-phates Possbe ues: lubricat-ing-oil additive, antioxidants,wetting agents, flameproofing

agens

UMONUM 0, O-DIETHYLPHOSPHORODITHIOATE

CH,CH20 >P-SNN4White-to-tan crystsline solid.Readily soluble in acetone,EtOH and water. Unstable in

aqueous acid olutio

Hydrolyses slowly in water. Do.

composes near 16W° C. Acid i

readily pre by treatmentwith HCL Both the acid and lt

form are highly reacti. O-

sible uses: instic, photo-graphichewics oil

* - - - 0@ @- 0 0. * *. * * 0

Monsanto Chemical CompanyOmaic Chenicals DivisionDept. IN 2S

St. Loads MisouriPlease data shets on the foUolg compounds dscie above:

Send to:(NAME) (TITLE)

(COMPANY)(ADDRESS)

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SCIENCE J The weekly magazine of research

December 28, 1956

TO RESEARCH DIRECTORS AND COMPANY EXECUTIVES

The Monsanto Chemical Company color spread which appears inthis issue represents a bold new trend in industrial adver-tising. Monsanto Chemical Company, long a leader in develop-ing new ideas, has ushered in a whole new concept in theadvertising field in this advertisement. It is their hopethat by presenting pertinent facts about their new chemicalsto Science readers, they will-stimulate the development ofnew^ep~pliotXon-s-f-or thei_r products. At the same time, theyare performing a service to research men in all fields byproviding them with information about new materials.

It is this marriage of mutual interests which is so unique inthe advertising field. We sincerely hope that other companieswill follow Monsanto's lead.,

If you are a RESEARCH DIRECTOR, you probably have some voicein your company's advertising policies. Since you know bestthe prestige and coverage of Science and its audience, itwould be to your advantage to suggest such a compaign foryour company.

If you are a COMPANY EXECUTIVE, suggest to your AdvertisingManager that he investigate Science further. A new bookletentitled "Facts About Science" gives complete informationon coverage, rates and editorial. Send for your copy to:

Science11 West 42nd StreetNew York 36, New York

Sincerely yours,

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