Product Name

  • Name

    Tris(hydroxymethyl)nitromethane

  • EINECS 204-769-5
  • CAS No. 126-11-4
  • Article Data27
  • CAS DataBase
  • Density 1.512 g/cm3
  • Solubility It is soluble in water.
  • Melting Point 160 °C (dec.)(lit.)
  • Formula C4H9NO5
  • Boiling Point 445.6 °C at 760 mmHg
  • Molecular Weight 151.119
  • Flash Point 209.3 °C
  • Transport Information
  • Appearance yellow Crystalline Powder
  • Safety 26-36
  • Risk Codes 22-36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 126-11-4 (Tris(hydroxymethyl)nitromethane)
  • Hazard Symbols HarmfulXn
  • Synonyms 1,3-Dihydroxy-2-(hydroxymethyl)-2-nitropropane;1-Nitro-1,1,1-tris(hydroxymethyl)methane;2-(Hydroxymethyl)-2-nitro-1,3-propanediol;2-(Hydroxymethyl)-2-nitropropanediol;2-Nitro-2-(hydroxymethyl)-1,3-propanediol;Isobutylglycerol, nitro-;NSC 17675;NSC 2344;Nitroisobutylglycerol;Nitrotrimethylolmethane;Nitrotris(hydroxymethyl)methane;Trihydroxymethylnitromethane;Trimethylolnitromethane;Tris Nitro;
  • PSA 106.51000
  • LogP -1.49800

Synthetic route

formaldehyd
50-00-0

formaldehyd

nitromethane
75-52-5

nitromethane

A

2-nitropropane-1,3-diol
1794-90-7

2-nitropropane-1,3-diol

B

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

Conditions
ConditionsYield
With potassium fluoride; tetrabutylammomium bromide In isopropyl alcohol at 18 - 22℃; for 72h;A 8%
B 83%
tetrachloromethane
56-23-5

tetrachloromethane

formaldehyd
50-00-0

formaldehyd

2,4,4-trimethyl-1-nitro-pentan-2-ol
35223-67-7

2,4,4-trimethyl-1-nitro-pentan-2-ol

ethanol
64-17-5

ethanol

A

4,4-dimethyl-pentan-2-one
590-50-1

4,4-dimethyl-pentan-2-one

B

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

formaldehyd
50-00-0

formaldehyd

nitromethane
75-52-5

nitromethane

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

formaldehyd
50-00-0

formaldehyd

nitromethane
75-52-5

nitromethane

A

2-nitro-1-ethanol
625-48-9

2-nitro-1-ethanol

B

2-nitropropane-1,3-diol
1794-90-7

2-nitropropane-1,3-diol

C

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

formaldehyd
50-00-0

formaldehyd

dl-2-hydroxy-3-nitropropanoic acid
74612-09-2

dl-2-hydroxy-3-nitropropanoic acid

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

Conditions
ConditionsYield
With potassium carbonate at 25℃;
With sodium hydroxide; ethyl acetate
formaldehyd
50-00-0

formaldehyd

2-hydroxy-1-nitropropane
3156-73-8

2-hydroxy-1-nitropropane

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

Conditions
ConditionsYield
With potassium carbonate at 25℃;
With sodium hydroxide; ethyl acetate
formaldehyd
50-00-0

formaldehyd

2-nitropropane-1,3-diol
1794-90-7

2-nitropropane-1,3-diol

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

Conditions
ConditionsYield
With alkali
formaldehyd
50-00-0

formaldehyd

1-ethoxy-3-nitro-propan-2-ol

1-ethoxy-3-nitro-propan-2-ol

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

Conditions
ConditionsYield
With potassium carbonate at 25℃;
With sodium hydroxide; ethyl acetate
formaldehyd
50-00-0

formaldehyd

1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

1-nitromethylcyclohexanol
3164-73-6

1-nitromethylcyclohexanol

A

cyclohexanone
108-94-1

cyclohexanone

B

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

formaldehyd
50-00-0

formaldehyd

1-nitromethylcyclohexanol
3164-73-6

1-nitromethylcyclohexanol

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

Conditions
ConditionsYield
With sodium hydroxide; water
2-bromo-2-nitro-1,3-propanediol
52-51-7

2-bromo-2-nitro-1,3-propanediol

A

2,2-dinitroethanol
29609-98-1

2,2-dinitroethanol

B

methanol
67-56-1

methanol

C

formic acid
64-18-6

formic acid

D

glycolic Acid
79-14-1

glycolic Acid

E

2-bromo-2-nitro-1-ethanol
5437-60-5

2-bromo-2-nitro-1-ethanol

F

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

Conditions
ConditionsYield
With borax buffer In tert-butyl alcohol Rate constant; pH 8.98;
formaldehyd
50-00-0

formaldehyd

nitroethanol

nitroethanol

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

Conditions
ConditionsYield
With potassium carbonate
formaldehyd
50-00-0

formaldehyd

2-nitropropane-1,3-diol
1794-90-7

2-nitropropane-1,3-diol

alkali

alkali

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

formaldehyd
50-00-0

formaldehyd

nitromethane
75-52-5

nitromethane

calcium carbonate

calcium carbonate

A

2-nitro-1-ethanol
625-48-9

2-nitro-1-ethanol

B

2-nitropropane-1,3-diol
1794-90-7

2-nitropropane-1,3-diol

C

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

formaldehyd
50-00-0

formaldehyd

2-hydroxy-1-nitropropane
3156-73-8

2-hydroxy-1-nitropropane

K2CO3

K2CO3

A

acetaldehyde
75-07-0

acetaldehyde

B

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

formaldehyd
50-00-0

formaldehyd

3-nitromethyl-pentan-3-ol
156544-56-8

3-nitromethyl-pentan-3-ol

aq.-ethanolic KOH-solution

aq.-ethanolic KOH-solution

A

pentan-3-one
96-22-0

pentan-3-one

B

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

formaldehyd
50-00-0

formaldehyd

dl-2-hydroxy-3-nitropropanoic acid
74612-09-2

dl-2-hydroxy-3-nitropropanoic acid

dil.K2CO3

dil.K2CO3

A

Glyoxilic acid
298-12-4

Glyoxilic acid

B

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

2-bromo-2-nitro-1,3-propanediol
52-51-7

2-bromo-2-nitro-1,3-propanediol

A

methanol
67-56-1

methanol

B

formaldehyd
50-00-0

formaldehyd

C

formic acid
64-18-6

formic acid

D

glycolic Acid
79-14-1

glycolic Acid

E

2-bromo-2-nitro-1-ethanol
5437-60-5

2-bromo-2-nitro-1-ethanol

F

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

G

NO2-, Br-

NO2-, Br-

Conditions
ConditionsYield
With potassium hydroxide Mechanism;
2-nitro-2-phosphonooxymethyl-propane-1,3-diol; barium salt

2-nitro-2-phosphonooxymethyl-propane-1,3-diol; barium salt

alkaline solution

alkaline solution

A

phosphoric acid
86119-84-8, 7664-38-2

phosphoric acid

B

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

nitromethane
75-52-5

nitromethane

formaldehyde(methanol 44%, water 10%)
71481-64-6

formaldehyde(methanol 44%, water 10%)

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

Conditions
ConditionsYield
With triethylamine at 45 - 50℃; for 1h;
2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

2,2-dimethyl-5-hydroxymethyl-5-nitro-1,3-dioxane
4728-14-7

2,2-dimethyl-5-hydroxymethyl-5-nitro-1,3-dioxane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 20℃; for 15h; Inert atmosphere;99%
With hydrogenchloride In acetonitrile82%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

tris(tert-butyldimethylsilyloxymethyl)nitromethane
194284-20-3

tris(tert-butyldimethylsilyloxymethyl)nitromethane

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile Ambient temperature;97%
benzoyl chloride
98-88-4

benzoyl chloride

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

2-Benzoyloxymethyl-2-nitro-1,3-propanediol dibenzoate
65102-57-0

2-Benzoyloxymethyl-2-nitro-1,3-propanediol dibenzoate

Conditions
ConditionsYield
With triethylamine In 1,2-dichloro-ethane at 60℃; for 10h; Temperature;94%
In pyridine at 70℃; for 15h;90%
With pyridine In benzene
2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

6-methoxy-3,4-dihydro-1(2H)-naphthalenone
1078-19-9

6-methoxy-3,4-dihydro-1(2H)-naphthalenone

1',2',3',4'-tetrahydro-5-hydroxymethyl-6'-methoxy-5-nitrospiro[1,3-dioxane-2,1'-naphthaline]
1580372-25-3

1',2',3',4'-tetrahydro-5-hydroxymethyl-6'-methoxy-5-nitrospiro[1,3-dioxane-2,1'-naphthaline]

Conditions
ConditionsYield
With tetra-N-butylammonium tribromide; orthoformic acid triethyl ester In neat (no solvent) at 20℃; for 48h;89%
cyclohexanone
108-94-1

cyclohexanone

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

3-hydroxymethyl-3-nitro-1,5-dioxaspiro<5.5>undecane
51430-72-9

3-hydroxymethyl-3-nitro-1,5-dioxaspiro<5.5>undecane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In tetrahydrofuran at 20℃;88%
With toluene-4-sulfonic acid In chloroform Heating;63.6%
With toluene-4-sulfonic acid; benzene
trifluoroborane diethyl ether
109-63-7

trifluoroborane diethyl ether

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

2,2-dimethyl-5-hydroxymethyl-5-nitro-1,3-dioxane
4728-14-7

2,2-dimethyl-5-hydroxymethyl-5-nitro-1,3-dioxane

Conditions
ConditionsYield
With nitrogen In acetone88%
With nitrogen In acetone
1,3,5-triethyl-1,3,5-triazacyclohexane
7779-27-3

1,3,5-triethyl-1,3,5-triazacyclohexane

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

3-ethyl-5-hydroxymethyl-5-nitrotetrahydro-1,3-oxazine
96286-41-8

3-ethyl-5-hydroxymethyl-5-nitrotetrahydro-1,3-oxazine

Conditions
ConditionsYield
87%
Triethyl orthoacetate
78-39-7

Triethyl orthoacetate

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

2-ethoxy-2-methyl-5-nitro-5-(hydroxymethyl)-1,3-dioxane
95798-40-6

2-ethoxy-2-methyl-5-nitro-5-(hydroxymethyl)-1,3-dioxane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 25℃; for 22h;87%
benzaldehyde
100-52-7

benzaldehyde

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

2-phenyl-5-(hydroxymethyl)-5-nitro-1,3-dioxane
51430-71-8

2-phenyl-5-(hydroxymethyl)-5-nitro-1,3-dioxane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In tetrahydrofuran at 20℃;86%
With sulfuric acid
With hydrogenchloride; 2-methoxy-ethanol
With BF3•Et2O or p-toluenesulfonic acid
ethyl-vinyl ether

ethyl-vinyl ether

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

(2-methyl-5-nitro-1,3-dioxan-5-yl)methanol
60766-67-8

(2-methyl-5-nitro-1,3-dioxan-5-yl)methanol

Conditions
ConditionsYield
With hydrogenchloride; nitrogen In acetonitrile86%
acetic anhydride
108-24-7

acetic anhydride

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

1,3-Diacetoxy-2-(acetoxymethyl)-2-nitropropane
7344-23-2

1,3-Diacetoxy-2-(acetoxymethyl)-2-nitropropane

Conditions
ConditionsYield
With sulfuric acid Cooling with ice;85%
With dmap; triethylamine In dichloromethane Ambient temperature;76%
With pyridine
formaldehyd
50-00-0

formaldehyd

tert-butylamine
75-64-9

tert-butylamine

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

N-((3-(tert-butyl)-5-nitro-1,3-oxazinan-5-yl)methyl)-2-methylpropan-2-amine

N-((3-(tert-butyl)-5-nitro-1,3-oxazinan-5-yl)methyl)-2-methylpropan-2-amine

Conditions
ConditionsYield
Stage #1: tert-butylamine; 2-hydroxymethyl-2-nitro-propane-1,3-diol In methanol at 0℃; for 0.5h;
Stage #2: formaldehyd In methanol at 0 - 25℃; for 48h;
83%
tert-butoxycarbonylglycine p-nitrophenylester
3655-05-8

tert-butoxycarbonylglycine p-nitrophenylester

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

3'-hydroxy-2'-hydroxymethyl-2'-nitropropyl 2-N-(tert-butoxycarbonylamino)acetate
1228443-32-0

3'-hydroxy-2'-hydroxymethyl-2'-nitropropyl 2-N-(tert-butoxycarbonylamino)acetate

Conditions
ConditionsYield
With Theremomyces lanuginosus lipase immobilized on silica In 1,4-dioxane at 50℃; for 72h; Molecular sieve; Enzymatic reaction; regioselective reaction;80%
cyclopentanone
120-92-3

cyclopentanone

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

(8-nitro-6,10-dioxaspiro[4.5]dec-8-yl)methanol
1256364-04-1

(8-nitro-6,10-dioxaspiro[4.5]dec-8-yl)methanol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In tetrahydrofuran at 20℃;80%
With BF3•Et2O or p-toluenesulfonic acid
formaldehyd
50-00-0

formaldehyd

tert-butylamine
75-64-9

tert-butylamine

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

3-tert-butyl-5-hydroxymethyl-5-nitrotetrahydro-1,3-oxazine
32051-21-1

3-tert-butyl-5-hydroxymethyl-5-nitrotetrahydro-1,3-oxazine

Conditions
ConditionsYield
In methanol at 0℃;78%
(i) NaHCO3, (ii) /BRN= 605267/; Multistep reaction;
Mannich Aminomethylation;
acetone
67-64-1

acetone

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

2,2-dimethyl-5-hydroxymethyl-5-nitro-1,3-dioxane
4728-14-7

2,2-dimethyl-5-hydroxymethyl-5-nitro-1,3-dioxane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene Heating;77%
With boron trifluoride diethyl etherate In tetrahydrofuran at 20℃;73%
With boron trifluoride diethyl etherate at 55℃; for 0.0833333h;72%
3,4-dihydronaphthalene-1(2H)-one
529-34-0

3,4-dihydronaphthalene-1(2H)-one

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

1',2',3',4'-tetrahydro-5-hydroxymethyl-5-nitrospiro[1,3-dioxane-2,1'-naphthaline]
1580372-21-9

1',2',3',4'-tetrahydro-5-hydroxymethyl-5-nitrospiro[1,3-dioxane-2,1'-naphthaline]

Conditions
ConditionsYield
With tetra-N-butylammonium tribromide; orthoformic acid triethyl ester In neat (no solvent) at 20℃; for 48h;77%
acetophenone
98-86-2

acetophenone

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

(2-methyl-5-nitro-2-phenyl-[1,3]dioxan-5-yl)-methanol
173376-22-2

(2-methyl-5-nitro-2-phenyl-[1,3]dioxan-5-yl)-methanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 87h; Heating;76%
With toluene-4-sulfonic acid; benzene
benzaldehyde
100-52-7

benzaldehyde

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

C11H15NO4
65102-45-6

C11H15NO4

Conditions
ConditionsYield
With acetic acid; zinc In ethanol at 0 - 60℃; for 10h; Inert atmosphere; Darkness; Molecular sieve;72%
(i) NH4Cl, Zn, (ii) /BRN= 471223/; Multistep reaction;
tetrabutylammonium octamolybdate

tetrabutylammonium octamolybdate

cobalt(II) diacetate tetrahydrate
6147-53-1

cobalt(II) diacetate tetrahydrate

acetonitrile
75-05-8

acetonitrile

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

(tetrabutylammonium)3{CoMo6O18[O2NC(CH2O)3]2}*2(CH3CN)

(tetrabutylammonium)3{CoMo6O18[O2NC(CH2O)3]2}*2(CH3CN)

Conditions
ConditionsYield
for 12h; Reflux;71.6%
formaldehyd
50-00-0

formaldehyd

cyclohexylamine
108-91-8

cyclohexylamine

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

1,3-dicyclohexyl 5-hydroxymethyl 5-nitrohexahydropyrimidine
139177-61-0

1,3-dicyclohexyl 5-hydroxymethyl 5-nitrohexahydropyrimidine

Conditions
ConditionsYield
In water for 8h; Heating;71%
1,1-Dichloroacetone
513-88-2

1,1-Dichloroacetone

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

2-(dichloromethyl)-2-methyl-5,5-dinitro-1,3-dioxane
1438289-49-6

2-(dichloromethyl)-2-methyl-5,5-dinitro-1,3-dioxane

Conditions
ConditionsYield
Stage #1: 1,1-Dichloroacetone; 2-hydroxymethyl-2-nitro-propane-1,3-diol With trifluoroborane diethyl ether In acetonitrile at 20 - 35℃; for 12h;
Stage #2: With potassium hexacyanoferrate(III); sodium nitrite In water for 4h;
70%
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

2-Methylsulfonyloxymethyl-2-nitro-1,3-propanediol dimethanesulfonate
113967-51-4

2-Methylsulfonyloxymethyl-2-nitro-1,3-propanediol dimethanesulfonate

Conditions
ConditionsYield
In pyridine at 0℃; for 14h;68%
With pyridine
N-methyl-2-(benzylamino)ethylamine
56904-09-7

N-methyl-2-(benzylamino)ethylamine

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

1-benzyl-6-hydroxymethyl-4-methyl-6-nitrohexahydro-1H-1,4-diazepine
129295-40-5

1-benzyl-6-hydroxymethyl-4-methyl-6-nitrohexahydro-1H-1,4-diazepine

Conditions
ConditionsYield
With sodium hydrogencarbonate In water at 50℃; for 2h;68%
With sodium hydrogencarbonate In water
chloroacetone
78-95-5

chloroacetone

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

2-chloromethyl-2-methyl-5,5-dinitro-1,3-dioxane
1438289-48-5

2-chloromethyl-2-methyl-5,5-dinitro-1,3-dioxane

Conditions
ConditionsYield
Stage #1: chloroacetone; 2-hydroxymethyl-2-nitro-propane-1,3-diol With trifluoroborane diethyl ether In acetonitrile at 20 - 35℃; for 1.5h;
Stage #2: With potassium hexacyanoferrate(III); sodium nitrite In water for 2h;
66%
Dimethoxymethane
109-87-5

Dimethoxymethane

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

(5-nitro-1,3-dioxan-5-yl)methanol
115430-84-7

(5-nitro-1,3-dioxan-5-yl)methanol

Conditions
ConditionsYield
Acidic conditions;63%
With toluene-4-sulfonic acid; lithium bromide 1.) 21 deg C, 40 min, 2.) 60 deg C, 10 min;51%
benzaldehyde
100-52-7

benzaldehyde

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

2-(hydroxymethyl)-2-[(phenylmethylene)amino]propane-1,3-diol N-oxide

2-(hydroxymethyl)-2-[(phenylmethylene)amino]propane-1,3-diol N-oxide

Conditions
ConditionsYield
With acetic acid; zinc In ethanol for 92h;62%
isocyanate de chlorosulfonyle
1189-71-5

isocyanate de chlorosulfonyle

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

nitroisobutylglycerol tricarbamate

nitroisobutylglycerol tricarbamate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 1.5h;62%
benzyl bromide
100-39-0

benzyl bromide

2-hydroxymethyl-2-nitro-propane-1,3-diol
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

C18H21NO5

C18H21NO5

Conditions
ConditionsYield
Stage #1: 2-hydroxymethyl-2-nitro-propane-1,3-diol With sodium hydride In N,N-dimethyl-formamide; mineral oil at -5 - 10℃; for 1h;
Stage #2: benzyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃;
61.3%
Stage #1: 2-hydroxymethyl-2-nitro-propane-1,3-diol With sodium hydride In N,N-dimethyl-formamide; mineral oil at -5 - 10℃; for 1h;
Stage #2: benzyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃;
61.3%

Tris(hydroxymethyl)nitromethane Chemical Properties

Product Name: Tris(hydroxymethyl)nitromethane (CAS NO.126-11-4)

MF: C4H9NO5
MW: 151.12g/mol
Appearance: Odorless, white crystalline powder
Solubility in water: Soluble
Index of Refraction: 1.536  
EINECS: 204-769-5
Density: 1.512 g/ml 
Flash Point: 209.3 °C
Boiling Point: 445.6 °C
Melting Point: 160 °C
Merck: 14,9753
BRN: 742427
Index of Refraction: 1.536 
Molar Refractivity: 31.17 cm3 
Molar Volume: 99.9 cm3 
Surface Tension: 76.1 dyne/cm
Enthalpy of Vaporization: 81.19 kJ/mol
Vapour Pressure: 8.21E-10 mmHg at 25°C
XLogP3-AA: -2.2
H-Bond Donor: 3
H-Bond Acceptor: 5
Structure Descriptors of Tris(hydroxymethyl)nitromethane (CAS NO.126-11-4):
  IUPAC Name: 2-(hydroxymethyl)-2-nitropropane-1,3-diol
  Canonical SMILES: C(C(CO)(CO)[N+](=O)[O-])O
  InChI: InChI=1S/C4H9NO5/c6-1-4(2-7,3-8)5(9)10/h6-8H,1-3H2 
  InChIKey: OLQJQHSAWMFDJE-UHFFFAOYSA-N

Tris(hydroxymethyl)nitromethane Uses

 Tris(hydroxymethyl)nitromethane (CAS NO.126-11-4) is used as inanimate objects with the disinfectant and bactericide. Used to follow the industrial water system, cut-elimination oil, non-protein gel and the slurry to inhibit multiplication of bacteria. Preparation of amine intermediates of drug relief.

Tris(hydroxymethyl)nitromethane Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 4gm/kg (4000mg/kg)   Khimiko-Farmatsevticheskii Zhurnal. Chemical Pharmaceutical Journal. For English translation, see PCJOAU. Vol. 11(1), Pg. 73, 1977.
mouse LD50 oral 1900mg/kg (1900mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 1198, 1966.
rabbit LDLo oral 250mg/kg (250mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: COMA
Journal of Industrial Hygiene and Toxicology. Vol. 22, Pg. 315, 1940.
rat LD50 oral 1900mg/kg (1900mg/kg)   Industrial Medicine and Surgery. Vol. 39, Pg. 56, 1970.

Tris(hydroxymethyl)nitromethane Consensus Reports

Reported in EPA TSCA Inventory.

Tris(hydroxymethyl)nitromethane Safety Profile

Poison by ingestion. Moderately toxic by intraperitoneal route. Probably an irritant. When heated to decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS.
Safety information of Tris(hydroxymethyl)nitromethane (CAS NO.126-11-4):
Hazard Codes  Xn
Risk Statements 
36/37/38  Irritating to eyes, respiratory system and skin
20/21/22  Harmful by inhalation, in contact with skin and if swallowed
Safety Statements 
26  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36  Wear suitable protective clothing
WGK Germany  3
RTECS  TY7350000
F  4.10

Tris(hydroxymethyl)nitromethane Specification

 Tris(hydroxymethyl)nitromethane , its CAS NO. is 126-11-4, the synonyms are 1,1,1-Tris(hydroxymethyl)nitromethane ; 1,3-Propanediol,2-(hydroxymethyl)-2-nitro- ; 2-(Hydroxymethyl)-2-nitro-3-propanediol ; 2-(Hydroxymethyl)-2-nitropropane-1,3-diol ; 2-(Hydroxymethyl)-2-nitropropanediol ; Cimcool wafers . Keep containers closed when not in use.Whash thoroughly after handling.Chemical splash goggles in compliance with OSHA regulations are advised; however, OSHA regulations also permit other type safety glasses. Whre chemical resistant gloves. To prevent repeated or prolonged skin contact, wear impervious clothing and boots.

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