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ANGUS Chemical Company<br />

Technical Bulletin<br />

<strong>TRIS</strong> NITRO ®<br />

<strong>TRIS</strong>(HYDROXYMETHYL)NITROMETHANE*<br />

USE IN CHEMICAL TOILET APPLICATIONS<br />

<strong>TRIS</strong> NITRO is an effective deodorizer for<br />

chemical toilet formulations with a number of<br />

distinct advantages:<br />

Long lasting odor control<br />

Seven day protection in hot, humid conditions<br />

Ease of handling<br />

Ease of formulation<br />

Low toxicity<br />

Biodegradable<br />

Regulatory acceptance<br />

Product Advantages<br />

Long Lasting Odor Control<br />

The primary function of chemical toilet deodorizers is odor<br />

control. When properly formulated, <strong>TRIS</strong> NITRO will<br />

provide excellent long-term odor control as compared with<br />

other deodorizer ingredients.<br />

Seven Day Protection in Hot, Humid Conditions<br />

Truly effective chemical toilet deodorizers will control odor<br />

for seven days in hot, humid weather. <strong>TRIS</strong> NITRO’s slow<br />

release mechanism provides increased deodorizer<br />

strength as a function of temperature and tank load.<br />

Therefore, <strong>TRIS</strong> NITRO’s deodorizing action will be<br />

available when needed most.<br />

*Indexed by Chemical Abstracts as<br />

2-hydroxymethyl-2-nitro-1,3-propanediol,<br />

CAS Registry No. 126-11-4.<br />

A subsidiary of The Dow Chemical Company<br />

ANGUS Chemical Company<br />

1500 E. Lake Cook Road<br />

Buffalo Grove, IL 60089<br />

TB 83<br />

Ease of Handling<br />

<strong>TRIS</strong> NITRO is not an irritant and does not present a<br />

danger if skin contact occurs. Consequently, there is a<br />

reduced level of concern for rental operators regarding<br />

user safety. Also, <strong>TRIS</strong> NITRO is not a RCRA hazardous<br />

waste; there are no reporting requirements for spills which<br />

eliminates the concern of rental operators about spills in<br />

the field.<br />

Ease of Formulation<br />

<strong>TRIS</strong> NITRO is water soluble and compatible with most<br />

chemical toilet deodorizer additives.<br />

Low Toxicity<br />

The Oral LD50 for <strong>TRIS</strong> NITRO solid in rats is 1875 mg/kg.<br />

Under the requirements of the Federal Hazardous<br />

Substances Act, formulations with an oral LD50 of greater<br />

than 5000 mg/kg may be classifiable as nontoxic. The<br />

LD50 of a 25% solution of <strong>TRIS</strong> NITRO is on the order of<br />

7500 mg/kg. However, because of the possibility of<br />

synergistic effects from other additives, the final<br />

formulation must be tested for toxicity to demonstrate its<br />

safety.<br />

Biodegradable<br />

<strong>TRIS</strong> NITRO rapidly degrades in the environment which is<br />

important for disposal purposes.<br />

Regulatory Acceptance<br />

There is no nationally recognized standard regarding the<br />

biodegradability of chemical toilet deodorizers. However,<br />

<strong>TRIS</strong> NITRO has been approved for use in chemical<br />

toilets in the State of California.<br />

Phone: 847-215-8600<br />

Toll Free: 800-447-4369<br />

Fax: 847-215-8626


<strong>TRIS</strong> NITRO is available as a 50% aqueous solution of<br />

tris(hydroxymethyl)nitromethane, and a 95% white<br />

crystalline solid which is quite stable when dry.<br />

<strong>TRIS</strong> NITRO is a highly effective deodorant for use in<br />

chemical toilet formulations. It provides the deodorant<br />

properties of formaldehyde without the hazardous<br />

exposure associated with formaldehyde. <strong>TRIS</strong> NITRO is<br />

quite stable in neutral or acidic solutions. However, in<br />

slightly alkaline solutions, <strong>TRIS</strong> NITRO slowly<br />

decomposes to release formaldehyde. This release<br />

increases as pH or temperature increases. By controlling<br />

pH and/or temperature, the working life of <strong>TRIS</strong> NITRO<br />

can be varied from a few minutes to several months<br />

according to conditions of use (see Figure 1). It is<br />

because of this controlled release that <strong>TRIS</strong> NITRO is<br />

such an effective deodorant; it performs on demand when<br />

tank load or temperature increase and deodorizing<br />

performance is needed most. Under ordinary use<br />

conditions, the odor of formaldehyde should not be<br />

detectable.<br />

Formulating Considerations<br />

The action of <strong>TRIS</strong> NITRO is based primarily on<br />

formaldehyde release, controlled by alkalinity in aqueous<br />

solution. <strong>TRIS</strong> NITRO is soluble in water, alcohols and<br />

glycols and can be readily incorporated into water-based<br />

dilutable concentrates. However, the pH of these<br />

concentrates should not be higher than 7.0 to ensure<br />

stability of the <strong>TRIS</strong> NITRO during storage and shipping<br />

prior to on-site dilution. If such a concentrate is not<br />

buffered (contains no phosphates or other polyvalent<br />

anions), its dilutions will be readily alkalinized during use,<br />

thus permitting controlled release of the active<br />

deodorizing agent. As an alternative, a small amount of<br />

caustic soda or other alkaline material can be added to<br />

the freshly-diluted solution to assure immediate initiation<br />

of controlled formaldehyde release.<br />

Perfumes and dyes chosen for <strong>TRIS</strong> NITRO-containing<br />

concentrates should be stable to formaldehyde and to pH<br />

variations; <strong>TRIS</strong> NITRO is non-foaming and effective when<br />

used with all classes of surfactants. It can also be used in<br />

combination with other commonly-used active ingredients<br />

of toilet deodorizing solutions, if desired.<br />

Environmental Considerations<br />

When properly used and disposed of, <strong>TRIS</strong> NITRO will<br />

have no measurable effect on the environment. As a<br />

deodorizing agent for chemical toilets, <strong>TRIS</strong> NITRO<br />

should never be released directly to the environment if<br />

materials containing it are properly handled. For example,<br />

some formulated products are harmful to fish and wildlife<br />

if released directly to water courses even if they do not<br />

contain <strong>TRIS</strong> NITRO. Such materials must always be<br />

treated physically, chemical, and/or biologically in<br />

industrial treatment systems to render them harmless<br />

before disposal.<br />

2<br />

<strong>TRIS</strong> NITRO provides deodorizer protection under<br />

alkaline conditions by decomposing to release<br />

formaldehyde. <strong>TRIS</strong> NITRO in any alkaline fluid will, in<br />

time, breakdown (see Figure 1). Even when a fluid has<br />

been treated a number of times, <strong>TRIS</strong> NITRO will not<br />

increase in concentration in the system. Used fluids, for<br />

example, will have much lower <strong>TRIS</strong> NITRO<br />

concentrations than when freshly prepared, and the<br />

remaining <strong>TRIS</strong> NITRO will degrade. A study has shown<br />

that low concentrations of <strong>TRIS</strong> NITRO are assimilated by<br />

sludge obtained from a municipal sewage system.<br />

When properly handled and disposed of, <strong>TRIS</strong> NITRO will<br />

not be released directly to the environment. Nevertheless,<br />

studies have been conducted to assess the possible<br />

effects on wildlife which might result from improper<br />

handling or accidental spills of the compound.<br />

DAYS<br />

DAYS<br />

DAYS<br />

7<br />

6<br />

5<br />

4<br />

3<br />

2<br />

1<br />

0<br />

6<br />

5<br />

4<br />

3<br />

2<br />

1<br />

0<br />

6<br />

5<br />

4<br />

3<br />

2<br />

1<br />

Figure 1<br />

Stability of <strong>TRIS</strong> Nitro in<br />

Phosphate Buffer Solutions<br />

Concentration = 1% Concentration of Buffer = 5%<br />

pH 6.0<br />

pH 4.0<br />

pH 7.5<br />

pH 4.0<br />

pH 9.0<br />

pH 6.0<br />

Note: No decomposition at pH 4.0<br />

pH 6.0<br />

pH 7.5<br />

Data at 25°C<br />

Data at 40°C<br />

Data at 60°C<br />

0<br />

0 10 20 30 40 50 60 70<br />

pH 9.0<br />

0% Decomposed<br />

pH 7.5<br />

pH 9.0


The 5-day dietary LC 50 in mallard ducks was found to be<br />

in excess of 80,000 ppm of <strong>TRIS</strong> NITRO (expressed as<br />

the 50% solution). The LC 0 was in excess of 40,000 ppm.<br />

The symptoms of toxicity seen at doses of 20,000 ppm<br />

or more appeared to be reversible when the birds were<br />

fed an untreated diet for 16 days post-treatment. All birds<br />

were normal when fed 2500, 5000, or 10,000 ppm<br />

<strong>TRIS</strong> NITRO.<br />

The 5-day dietary LC 50 in bobwhite quail was found to be<br />

in excess of 5000 ppm of <strong>TRIS</strong> NITRO (expressed as the<br />

50% solution). No symptoms suggestive of toxicity were<br />

seen in birds fed 1250, 2500, or 5000 ppm <strong>TRIS</strong> NITRO.<br />

The LC 50 of <strong>TRIS</strong> NITRO for rainbow trout was calculated<br />

at 410 ppm. This implies that <strong>TRIS</strong> NITRO 50% is<br />

practically nontoxic to trout.<br />

Toxicity<br />

Acute Oral Animal Studies<br />

A seven-day study on <strong>TRIS</strong> NITRO crystals given by<br />

gavage was conducted in mice with the following results:<br />

LD0 LD50 LD100 1000 mg/kg<br />

1900 + 350 mg/kg<br />

3000 mg/kg<br />

In a similar 14-day study of 50% aqueous <strong>TRIS</strong> NITRO in<br />

rats, the LD 50 was determined to be 1875 mg/kg.<br />

Intraperitoneal Study in Mice<br />

In a seven-day study in mice <strong>TRIS</strong> NITRO crystals gave<br />

the following results by the intraperitoneal route:<br />

LD0 LD50 LD100 1000 mg/kg<br />

1850 + 340 mg/kg<br />

3000 mg/kg<br />

Skin Irritation Studies<br />

In another study, <strong>TRIS</strong> NITRO 50% aqueous, diluted with<br />

distilled water to 1000 ppm, 3000 ppm and 10,000 ppm<br />

active ingredient in water, was applied to the skin of six<br />

rabbits. No skin irritation was observed for any of the<br />

exposed animals after 24 hours exposure.<br />

A series of 48-hour patch tests were conducted by an<br />

independent dermatologist on 25 human volunteers using<br />

<strong>TRIS</strong> NITRO at concentrations of 0.3% and 0.6% in some<br />

typical cutting-oil emulsions. Another group was exposed<br />

to the cutting oil alone without <strong>TRIS</strong> NITRO. The tests<br />

were severe in that they were conducted with<br />

concentrations of <strong>TRIS</strong> NITRO considerably higher than<br />

any that have been found necessary to protect the<br />

emulsions from bacterial contamination. Both the closed<br />

and open methods of application were employed. The<br />

closed method insures maximal contact of the preparation<br />

with the skin and minimal loss by evaporation or wiping<br />

on the subject’s clothing. There was absolutely no skin<br />

irritation in either the open or closed tests on any of the<br />

25 subjects.<br />

In order to check on the sensitizing potential of aged<br />

cutting-oil emulsions containing <strong>TRIS</strong> NITRO, a series<br />

of human patch tests was conducted by another<br />

independent organization. The subjects were<br />

housewives, 30-65 years of age. The tests consisted of<br />

three successive patch exposures of 24 hours duration<br />

with 24 hours or more between exposures. The three<br />

compositions employed consisted of (a) a typical cuttingoil<br />

emulsion without <strong>TRIS</strong> NITRO, (b) the same emulsion<br />

to which 0.5% <strong>TRIS</strong> NITRO had been added just before<br />

use in the test, (c) the same emulsion to which 0.5%<br />

<strong>TRIS</strong> NITRO had been added some time previously so<br />

that aging effects would have had ample opportunity to<br />

develop. The results of this test showed that addition of<br />

0.5% <strong>TRIS</strong> NITRO (five to ten times as much as normally<br />

used) caused no increase in irritating effect whether it<br />

was added just before use or some time previously. The<br />

dermatologist concluded that normal users of the<br />

emulsions would not be expected to experience any<br />

primary irritation under the usual conditions of use.<br />

These findings are ample evidence that <strong>TRIS</strong> NITRO is<br />

not a primary irritant and that the sensitizing potential is<br />

minimal. A small but significant proportion of workers<br />

exposed to cutting oils in the metalworking industry<br />

experience dermatitis from diverse causes. Some cutting<br />

oils containing <strong>TRIS</strong> NITRO may be involved in a fraction<br />

of these cases due to some chemical reaction which is<br />

not understood, but which may occur over a long period<br />

of time.<br />

Eye Irritation Study<br />

In an eye irritation study conducted on rabbits using the<br />

technique of Drazie, 0.1 mL of 50% aqueous <strong>TRIS</strong><br />

NITRO was placed in one eye of each of six rabbits.<br />

Only two of the rabbits showed mild redness of the<br />

conjunctivae and only one animal had a score of two at<br />

24 hours. The eyes of all rabbits were normal for the<br />

remainder of the observation period.<br />

Sub-acute Dermal Study<br />

Groups of 30 rats (15 males and 15 females per group)<br />

were exposed to 0, 250, 500, or 1000 mg/kg/day of <strong>TRIS</strong><br />

NITRO (100%) for five days per week for thirteen weeks.<br />

Treatment produced yellow discoloration at the<br />

application site, however, no dermal reactions were<br />

apparent even under microscopic examination. No<br />

exposed animals died and no adverse effects were<br />

noted for any of the dosed rats in terms of clinical<br />

observations, body weights, body weight gains, food<br />

consumption, hematology or serum chemistry values,<br />

urinalysis, opthalmologic findings, absolute and relative<br />

organ weight, or gross necropsy findings.<br />

3


Teratology<br />

Three groups of 25 pregnant Sprague Dawley rats were<br />

dosed by gavage daily with 0, 50, 375, or 750 mg/kg/day<br />

of <strong>TRIS</strong> NITRO on gestation days 6 through 15. The<br />

females were observed at least twice daily and weighed at<br />

appropriate intervals. On gestation day 20, the animals<br />

were sacrificed, and the fetuses were weighed, sexed,<br />

examined for external, skeletal and soft tissue anomalies,<br />

and developmental variations.<br />

Mortality and clinical signs of toxicity were observed at a<br />

dose level of 750 mg/kg/day.<br />

Body weight gain was severely decreased throughout the<br />

entire dosing period in the high-dose group.<br />

A slight decrease in the mean fetal body weight was<br />

apparent in litters from the high dose group. The “noneffect”<br />

level for maternal toxicity, fetotoxicity, and<br />

teratogenicity was considered to be 375 mg/kg/day of<br />

<strong>TRIS</strong> NITRO.<br />

Mutagenicty<br />

<strong>TRIS</strong> NITRO was judged to be nonmutagenic in an Ames<br />

Bacterial/Microsomal Assay. The study utilized Salmonella<br />

typhimurium strains TA 98, TA 100, TA 1535, TA 1537 and<br />

TA 1538. The study was done at dosages of 0.1 to 1.0<br />

mg/plate with and without S9 liver microsomal fraction.<br />

Similar results were obtained in a chromosome aberration<br />

study in Chinese hamster ovary (CHO) cells. Doses of<br />

0.25 to 2.5 mg/mL were utilized. No mutagenic effect for<br />

<strong>TRIS</strong> NITRO was noted either with or without S9 liver<br />

microsomal fraction.<br />

Doses of 0.313 to 2.5 mg/mL were employed in the<br />

unscheduled DNA synthesis assay in rat liver cell culture.<br />

Analysis of prepared slides by autoradiographic technique<br />

demonstrated grain counts similar to the untreated control<br />

for all doses. <strong>TRIS</strong> NITRO was judged to be<br />

nonmutagenic in this assay.<br />

Biodegradable<br />

<strong>TRIS</strong> NITRO rapidly degrades in the environment which is<br />

important for disposal purposes.<br />

There is no nationally recognized standard regarding the<br />

biodegradability of chemical toilet deodorizers. However,<br />

<strong>TRIS</strong> NITRO has been approved for use in chemical<br />

toilets in the State of California.<br />

The information and data contained herein are believed to be correct. However, we do not warrant<br />

either expressly or by implication the accuracy thereof. In presenting uses for this product, no<br />

attempt has been made to investigate or discuss any patent situations which may be involved.<br />

A subsidiary of The Dow Chemical Company<br />

<strong>TRIS</strong> NITRO is a Registered Trademark<br />

of ANGUS Chemical Company.<br />

ANGUS Chemical Company manufactures<br />

and markets a variety of products most of<br />

which are derived from chemicals called<br />

nitroparaffins. Using a unique chemical<br />

process, these short-chain molecules can be<br />

further processed and refined into nitroparaffin<br />

derivatives.These and other ANGUS<br />

products offer customers worldwide a multitude<br />

of performance properties<br />

in a broad range of applications<br />

including paints, coatings and inks,<br />

biotechnology, pharmaceutical and<br />

agricultural intermediates, personal care<br />

products, metalworking fluids, water treatment<br />

and fuel systems.<br />

ANGUS Chemical Company<br />

1500 E. Lake Cook Road<br />

Buffalo Grove, Illinois 60089<br />

Telephone: (847) 215-8600<br />

Telefax: (847) 215-8626<br />

Place Your Order Toll Free<br />

(800) 942-8540<br />

Samples and Technical Assistance<br />

(800) 362-2580<br />

Illinois Call Collect: (847) 215-8600<br />

ANGUS Chemie GmbH<br />

Huyssenallee 5<br />

45128 Essen<br />

Germany<br />

Telephone: (49) 201-810930<br />

Telefax: (49) 201-8109315<br />

Technical Assistance<br />

FREE Telephone: 00800-22441000<br />

FREE Facsimile: 00800-22442000<br />

Direct Telephone: (49) 54 59 56-0<br />

Direct Facsimile: (49) 54 59 56267<br />

ANGUS Chemie GmbH<br />

Le Bonaparte-Centre d’Affaires<br />

Paris-Nord<br />

93153 Le Blanc Mesnil<br />

France<br />

Telephone: (33) 1-48 65 73 40<br />

Telefax: (33) 1-48 65 73 20<br />

ANGUS Chemie GmbH<br />

Unit 7, Rotunda Business Park Centre<br />

Thorncliffe Park Estate<br />

Chapeltown, Sheffield S30 4PH<br />

England<br />

Telephone: (44) 114-2571322<br />

Telefax: (44) 114-2571336<br />

ANGUS Chemical (Singapore) Pte. Ltd.<br />

150 Beach Road<br />

#17-01 Gateway West<br />

Singapore 189720<br />

Telephone: (65) 293-1738<br />

Telefax: (65) 293-3307<br />

ANGUS Chemical Company (Korea)<br />

Room 910, Building “A”, Champs Elysees Center<br />

889-5, Daechi-dong, Kangnam-ku<br />

Seoul, Korea<br />

Telephone: 82-2-565-0556<br />

Telefax: 82-2-555-1488<br />

JBN – Form No. 253-01231<br />

© 1998 by ANGUS Chemical Company.<br />

All Rights Reserved. Printed in U.S.A.

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