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149-44-0

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149-44-0 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 149-44-0 differently. You can refer to the following data:
1. white solid; used as stripping and discharge agent for textiles [HAW93]
2. When freshly prepared, sodium formaldehyde sulfoxylate occurs as white, odorless crystals, which quickly develop a characteristic garlic odor on standing.

Uses

Different sources of media describe the Uses of 149-44-0 differently. You can refer to the following data:
1. Pharmaceutic aid (preservative).
2. Sodium Hydroxymethanesulfinate Hydrate is the hydrated version of Sodium Hydroxymethanesulfinate (S634950), which is an organic reductant that is stable in alkaline enviroments but readily decomposes in acidic medium to produce a number of products, one of them being sulfur dioxide. Sodium hydroxymethanesulfinate is also used in conjunction with substituted anilines (e.g. p-Anisidine [A673505]) to synthesize anilinomethanesulfonates.

Production Methods

Sodium formaldehyde sulfoxylate is manufactured from sodium dithionate and formaldehyde in water.

Flammability and Explosibility

Nonflammable

Pharmaceutical Applications

Sodium formaldehyde sulfoxylate is a water-soluble antioxidant and is generally used as the dihydrate. It is used in the formulation of injection products at a level of up to 0.1% w/v in the final preparation administered to the patient.

Safety

The toxicological properties of sodium formaldehyde sulfoxylate have not been fully investigated. However, it is used in the formulation of injection products at a level to 0.1% w/v in the final preparation administered to the patient. Sodium formaldehyde sulfoxylate is moderately toxic by ingestion, and when heated to decomposition it emits toxic fumes of sulfur dioxide and sodium oxide. LD50 (mouse, oral): 4 g/kg LD50 (rat, IP): >2 g/kg LD50 (rat, oral): >2 g/kg

storage

Store in well-closed, light-resistant containers at controlled room temperature (15–30℃).

Purification Methods

It crystallises from H2O as the dihydrate and decomposes at higher temperatures. Store it in a closed container in a cool place. It is insoluble in EtOH and Et2O and is a good reducing agent. [X-ray structure: Tuter J Chem Soc 3064 1955.] Note that this compound {HOCH2SO2Na} should not be confused with formaldehyde sodium bisulfite adduct {HOCH2SO3Na} from which it is prepared by reduction with Zn. [Beilstein 1 IV 3052.]

Incompatibilities

Sodium formaldehyde sulfoxylate is incompatible with strong oxidizing agents; it is decomposed by dilute acid.

Regulatory Status

Included in the FDA Inactive Ingredients Database (parenteral products up to 0.1% via the IM, IV, and SC routes). Included in the Canadian List of Acceptable Non-medicinal Ingredients.

Check Digit Verification of cas no

The CAS Registry Mumber 149-44-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,4 and 9 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 149-44:
(5*1)+(4*4)+(3*9)+(2*4)+(1*4)=60
60 % 10 = 0
So 149-44-0 is a valid CAS Registry Number.
InChI:InChI=1/CH3O3S.Na/c2-1-4-5-3;/h2H,1H2;/q+1;-1/rCH3NaO3S/c2-6(4)5-1-3/h3H,1H2

149-44-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A15731)  Hydroxymethanesulfinic acid sodium salt hydrate, tech 85%, cont. up to 5% sodium sulfite (dry wt.)   

  • 149-44-0

  • 500g

  • 281.0CNY

  • Detail
  • Alfa Aesar

  • (A15731)  Hydroxymethanesulfinic acid sodium salt hydrate, tech 85%, cont. up to 5% sodium sulfite (dry wt.)   

  • 149-44-0

  • 2500g

  • 1210.0CNY

  • Detail
  • Aldrich

  • (71530)  Sodiumhydroxymethanesulfinatehydrate  ≥98.0% (RT)

  • 149-44-0

  • 71530-250G

  • 515.97CNY

  • Detail
  • Aldrich

  • (71530)  Sodiumhydroxymethanesulfinatehydrate  ≥98.0% (RT)

  • 149-44-0

  • 71530-1KG

  • 988.65CNY

  • Detail
  • Aldrich

  • (71530)  Sodiumhydroxymethanesulfinatehydrate  ≥98.0% (RT)

  • 149-44-0

  • 71530-5KG

  • 3,111.03CNY

  • Detail

149-44-0Synthetic route

formaldehyd
50-00-0

formaldehyd

rongalite
149-44-0

rongalite

Conditions
ConditionsYield
With sodium Oleate; sodium hydrogensulfite; zinc In water at 94℃; for 4h; further added surfactants; influence od electrodeposited zinc on synthesis;86%
With sodium hydrogensulfite; zinc
formaldehyd
50-00-0

formaldehyd

Sodium; 2,2,2-trifluoro-1-hydroxy-ethanesulfinate

Sodium; 2,2,2-trifluoro-1-hydroxy-ethanesulfinate

A

2,2,2-trifluoro-1,1-ethanediol
421-53-4

2,2,2-trifluoro-1,1-ethanediol

B

rongalite
149-44-0

rongalite

Conditions
ConditionsYield
In water-d2 Yields of byproduct given. Title compound not separated from byproducts;
In water-d2 Yield given. Title compound not separated from byproducts;
water
7732-18-5

water

sodium anilinomethanesulfonate
26021-90-9

sodium anilinomethanesulfonate

A

rongalite
149-44-0

rongalite

B

aniline
62-53-3

aniline

Conditions
ConditionsYield
Destillation;
formaldehyd
50-00-0

formaldehyd

sodium hydrogensulfite

sodium hydrogensulfite

rongalite
149-44-0

rongalite

Conditions
ConditionsYield
With zinc In water Kinetics; Zinc powder and water are put int reactor at room temp., rapid stirring (homogeneous slurry), addn. of NaHSO3 and HCOH (94°C, 4 h).; iodometric titration;
formaldehyd
50-00-0

formaldehyd

Aminoiminomethanesulfinic acid
1758-73-2

Aminoiminomethanesulfinic acid

rongalite
149-44-0

rongalite

Conditions
ConditionsYield
Stage #1: Aminoiminomethanesulfinic acid With sodium hydroxide In water at 24.84℃; for 3h; Inert atmosphere;
Stage #2: formaldehyd With sodium hydroxide In water at 24.84℃; for 0.333333h; pH=9.04; Kinetics; Concentration; pH-value; Time; Inert atmosphere;
rongalite
149-44-0

rongalite

tri-sodium salt of N-phosphonomethylglycine
34494-03-6, 40465-64-3, 40465-65-4, 70393-85-0, 102413-71-8

tri-sodium salt of N-phosphonomethylglycine

N-Phosphonylmethyl-N-hydroxysulfinylmethyl-glycine tetrasodium salt
129574-83-0

N-Phosphonylmethyl-N-hydroxysulfinylmethyl-glycine tetrasodium salt

Conditions
ConditionsYield
In water at 20℃; for 4h;97.97%
rongalite
149-44-0

rongalite

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(tert-butyldimethylsilyl)oxymethanesulfinate

(tert-butyldimethylsilyl)oxymethanesulfinate

Conditions
ConditionsYield
Stage #1: rongalite; tert-butyldimethylsilyl chloride With pyridine at 0 - 20℃; Inert atmosphere;
Stage #2: With sodium methylate at 0 - 20℃; for 1h; Inert atmosphere;
96%
rongalite
149-44-0

rongalite

tert-butylamine
75-64-9

tert-butylamine

Sodium; tert-butylamino-methanesulfinate

Sodium; tert-butylamino-methanesulfinate

Conditions
ConditionsYield
In water at 60℃; for 1h;94%
rongalite
149-44-0

rongalite

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

Sodium; (toluene-4-sulfonylamino)-methanesulfinate

Sodium; (toluene-4-sulfonylamino)-methanesulfinate

Conditions
ConditionsYield
With sodium hydroxide In water at 80℃; for 22h;93%
rongalite
149-44-0

rongalite

diphenyldisulfane
882-33-7

diphenyldisulfane

phenyl trifluoromethylsulfide
456-56-4

phenyl trifluoromethylsulfide

Conditions
ConditionsYield
In N-methyl-acetamide; water93%
rongalite
149-44-0

rongalite

aniline
62-53-3

aniline

anilino-methanesulfinic acid ; sodium-salt

anilino-methanesulfinic acid ; sodium-salt

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 60℃; for 96h;91%
rongalite
149-44-0

rongalite

aminomethylphosphonic acid disodium salt
55101-47-8, 55101-58-1, 141032-06-6

aminomethylphosphonic acid disodium salt

N-Phosphonylmethyl-aminomethylsulfinic acid trisodium salt
129574-81-8

N-Phosphonylmethyl-aminomethylsulfinic acid trisodium salt

Conditions
ConditionsYield
In water for 4h; Ambient temperature;90%
2,3-di(bromomethyl)naphthalene
38998-33-3

2,3-di(bromomethyl)naphthalene

rongalite
149-44-0

rongalite

3,4-dihydro-1H-3λ4-naphtho[2,3-d][1,2]oxathiin-3-one
297732-02-6

3,4-dihydro-1H-3λ4-naphtho[2,3-d][1,2]oxathiin-3-one

Conditions
ConditionsYield
With tetrabutylammomium bromide In N,N-dimethyl-formamide at 0℃; for 6h;90%
rongalite
149-44-0

rongalite

dimethyl amine
124-40-3

dimethyl amine

sodium dimethylaminomethanesulfinate

sodium dimethylaminomethanesulfinate

Conditions
ConditionsYield
In water at 50℃; for 1h;89%
dimethylsulfoxide-d6
2206-27-1

dimethylsulfoxide-d6

4-(methanesulfonyl)acetophenone
10297-73-1

4-(methanesulfonyl)acetophenone

rongalite
149-44-0

rongalite

C20H15(2)H3O6S3

C20H15(2)H3O6S3

Conditions
ConditionsYield
With copper(II) nitrate trihydrate; iodine at 100℃; for 8h;88%
4-(methanesulfonyl)acetophenone
10297-73-1

4-(methanesulfonyl)acetophenone

rongalite
149-44-0

rongalite

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

(4-(methylsulfonyl)phenyl)(5-(4-(methylsulfonyl)phenyl)-4-(methylthio)furan-2-yl)methanone

(4-(methylsulfonyl)phenyl)(5-(4-(methylsulfonyl)phenyl)-4-(methylthio)furan-2-yl)methanone

Conditions
ConditionsYield
With copper(II) nitrate trihydrate; iodine at 100℃; for 8h;85%
rongalite
149-44-0

rongalite

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

(4-(methylthio)-5-(4-nitrophenyl)furan-2-yl)(4-nitrophenyl)methanone

(4-(methylthio)-5-(4-nitrophenyl)furan-2-yl)(4-nitrophenyl)methanone

Conditions
ConditionsYield
With copper(II) nitrate trihydrate; iodine at 100℃; for 8h;85%
1-(benzo[b]furan-2-yl)ethanone
1646-26-0

1-(benzo[b]furan-2-yl)ethanone

rongalite
149-44-0

rongalite

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

benzofuran-2-yl(5-(benzofuran-2-yl)-4-(methylthio)furan-2-yl)methanone

benzofuran-2-yl(5-(benzofuran-2-yl)-4-(methylthio)furan-2-yl)methanone

Conditions
ConditionsYield
With copper(II) nitrate trihydrate; iodine at 100℃; for 8h;85%
rongalite
149-44-0

rongalite

α,α'-dibromo-o-xylene
91-13-4

α,α'-dibromo-o-xylene

1,4-dihydro-2,3-benzoxathiin 3-oxide
51439-46-4

1,4-dihydro-2,3-benzoxathiin 3-oxide

Conditions
ConditionsYield
With tetrabutylammomium bromide In N,N-dimethyl-formamide at 0℃;83%
1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane

rongalite
149-44-0

rongalite

1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonyl chloride
2991-84-6

1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonyl chloride

Conditions
ConditionsYield
With chlorine In N-methyl-acetamide; water82%
rongalite
149-44-0

rongalite

A

trithioformaldehyde
36069-03-1

trithioformaldehyde

B

sulfur dioxide
7446-09-5

sulfur dioxide

C

Sulfate
14808-79-8

Sulfate

D

sulphurous acid
7782-99-2

sulphurous acid

E

sulfur
7704-34-9

sulfur

Conditions
ConditionsYield
With hydrogenchloride In not given byproducts: H2O, polythionic acids; digesting with HCl-soln.;A n/a
B 82%
C 0%
D n/a
E 82%
With HCl In not given byproducts: H2O, polythionic acids; digesting with HCl-soln.;A n/a
B 82%
C 0%
D n/a
E 82%
rongalite
149-44-0

rongalite

para-bromoacetophenone
99-90-1

para-bromoacetophenone

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

(4-bromophenyl)(5-(4-bromophenyl)-4-(methylthio)furan-2-yl)methanone

(4-bromophenyl)(5-(4-bromophenyl)-4-(methylthio)furan-2-yl)methanone

Conditions
ConditionsYield
With copper(II) nitrate trihydrate; iodine at 100℃; for 8h;82%
1-(2-hydroxy-5-methoxyphenyl)ethan-1-one
705-15-7

1-(2-hydroxy-5-methoxyphenyl)ethan-1-one

rongalite
149-44-0

rongalite

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

6-methoxy-3-(methylthio)-4H-chromen-4-one

6-methoxy-3-(methylthio)-4H-chromen-4-one

Conditions
ConditionsYield
With iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(II) oxide at 100℃; for 3h;81%
rongalite
149-44-0

rongalite

para-chloroacetophenone
99-91-2

para-chloroacetophenone

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

(4-chlorophenyl)(5-(4-chlorophenyl)-4-(methylthio)furan-2-yl)methanone

(4-chlorophenyl)(5-(4-chlorophenyl)-4-(methylthio)furan-2-yl)methanone

Conditions
ConditionsYield
With copper(II) nitrate trihydrate; iodine at 100℃; for 8h;80%
1-(2-hydroxy-4-methoxyphenyl)ethanone
552-41-0

1-(2-hydroxy-4-methoxyphenyl)ethanone

rongalite
149-44-0

rongalite

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

7-methoxy-3-(methylthio)-4H-chromen-4-one

7-methoxy-3-(methylthio)-4H-chromen-4-one

Conditions
ConditionsYield
With iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(II) oxide at 100℃; for 3h;80%
biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

rongalite
149-44-0

rongalite

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

[1,1'-biphenyl]-4-yl(5-([1,1'-biphenyl]-4-yl)-4-(methylthio)furan-2-yl)methanone

[1,1'-biphenyl]-4-yl(5-([1,1'-biphenyl]-4-yl)-4-(methylthio)furan-2-yl)methanone

Conditions
ConditionsYield
With copper(II) nitrate trihydrate; iodine at 100℃; for 8h;79%
1-(2-chlorophenyl)ethanone
2142-68-9

1-(2-chlorophenyl)ethanone

rongalite
149-44-0

rongalite

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

(2-chlorophenyl)(5-(2-chlorophenyl)-4-(methylthio)furan-2-yl)methanone

(2-chlorophenyl)(5-(2-chlorophenyl)-4-(methylthio)furan-2-yl)methanone

Conditions
ConditionsYield
With copper(II) nitrate trihydrate; iodine at 100℃; for 8h;79%
2'-hydroxy-3',4'-dimethoxyacetophenone
5396-18-9

2'-hydroxy-3',4'-dimethoxyacetophenone

rongalite
149-44-0

rongalite

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

7,8-dimethoxy-3-(methylthio)-4H-chromen-4-one

7,8-dimethoxy-3-(methylthio)-4H-chromen-4-one

Conditions
ConditionsYield
With iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(II) oxide at 100℃; for 3h;79%
rongalite
149-44-0

rongalite

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

3'-Chloroacetophenone
99-02-5

3'-Chloroacetophenone

(3-chlorophenyl)(5-(3-chlorophenyl)-4-(methylthio)furan-2-yl)methanone

(3-chlorophenyl)(5-(3-chlorophenyl)-4-(methylthio)furan-2-yl)methanone

Conditions
ConditionsYield
With copper(II) nitrate trihydrate; iodine at 100℃; for 8h;78%
1,2-bis(bromomethyl)-4,5-dimethoxybenzene
26726-81-8

1,2-bis(bromomethyl)-4,5-dimethoxybenzene

rongalite
149-44-0

rongalite

1,3-dihydro-5,6-dimethoxybenzo[c]thiophene-2,2-dioxide

1,3-dihydro-5,6-dimethoxybenzo[c]thiophene-2,2-dioxide

Conditions
ConditionsYield
With tetrabutylammomium bromide In N,N-dimethyl-formamide at 0 - 20℃; for 6h;77.1%
rongalite
149-44-0

rongalite

Benzhydrylamine
91-00-9

Benzhydrylamine

Sodium; (benzhydryl-amino)-methanesulfinate

Sodium; (benzhydryl-amino)-methanesulfinate

Conditions
ConditionsYield
In ethanol; water at 60℃; for 24h;77%
1'-naphthacetophenone
941-98-0

1'-naphthacetophenone

rongalite
149-44-0

rongalite

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

methyl 2-naphthyl ketone
93-08-3

methyl 2-naphthyl ketone

(4-(methylthio)-5-(naphthalen-1-yl)furan-2-yl)(naphthalen-2-yl)methanone

(4-(methylthio)-5-(naphthalen-1-yl)furan-2-yl)(naphthalen-2-yl)methanone

Conditions
ConditionsYield
With copper(II) nitrate trihydrate; iodine at 100℃; for 8h;76%
tert-butyl carbamate
4248-19-5

tert-butyl carbamate

rongalite
149-44-0

rongalite

Potassium; tert-butoxycarbonylamino-methanesulfinate

Potassium; tert-butoxycarbonylamino-methanesulfinate

Conditions
ConditionsYield
With potassium carbonate In isopropyl alcohol at 65℃; for 432h;75%
rongalite
149-44-0

rongalite

1-(4-fluorophenyl)ethanone
403-42-9

1-(4-fluorophenyl)ethanone

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

(4-fluorophenyl)(5-(4-fluorophenyl)-4-(methylthio)furan-2-yl)methanone

(4-fluorophenyl)(5-(4-fluorophenyl)-4-(methylthio)furan-2-yl)methanone

Conditions
ConditionsYield
With copper(II) nitrate trihydrate; iodine at 100℃; for 8h;75%

149-44-0Related news

Synthesis and Characterization of Copper Nanoparticles (Cu-Nps) using RONGALITE (cas 149-44-0) as Reducing Agent and Photonic Sintering of Cu-Nps Ink for Printed Electronics09/28/2019

Copper nanoparticles (Cu-Nps) are one of the promising material for the advancement of nanoscience and technology. In this work, we successfully synthesized Cu-Nps using sodium hydroxymethanesulinate (Rongalite) as a novel reducing agent via solution process. Cu-Nps were achieved from chemical r...detailed

149-44-0Relevant articles and documents

Acid-base properties and stability of sulfoxylic acid in aqueous solutions

Makarov,Sal'nikov,Pogorelova

, p. 301 - 304 (2010)

A comparative study of decomposition of sulfoxylic acid S(OH)2 and sulfoxylate anion and their reactions with formaldehyde in aqueous solutions with different acidity was carried out. Using the obtained results, the pK 1 value of S(OH)2 was determined for the first time. Pleiades Publishing, Ltd., 2010.

FACTORS DETERMINING THE REACTIVITY OF ELECTROLYTIC ZINC POWDERS

Aleksandrova, A. N.,Budanov, V. V.

, p. 408 - 410 (2007/10/02)

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