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| CAS No.: | 123-39-7 |
|---|---|
| Name: | N-Methylformamide |
| Article Data: | 59 |
| Molecular Structure: | |
|
|
|
| Formula: | C2H5NO |
| Molecular Weight: | 59.0678 |
| Synonyms: | Methylformamide;Monomethylformamide;N-Methylformimidic acid;N-Monomethylformamide;NSC 3051;Formamide, N-methyl-;Formamide, N-methyl- (8CI 9CI);methanimidic acid, methyl-; |
| EINECS: | 204-624-6 |
| Density: | 0.872 g/cm3 |
| Melting Point: | -3.2 °C |
| Boiling Point: | 182.5 °C at 760 mmHg |
| Flash Point: | 81.5 °C |
| Solubility: | infinitely soluble in water |
| Appearance: | clear colourless liquid |
| Hazard Symbols: |
 T
|
| Risk Codes: | 61-21 |
| Safety: | 53-45 |
| PSA: | 29.10000 |
| LogP: | 0.38900 |
- 144851-82-1METHYL2-AMINO-3-FLUOROBENZOATE
- 483366-12-7(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
- 173606-50-3BOC-10-AMINODECANOIC ACID
- 361456-36-2METHYL (R)-(+)-ISOCYANATO-3-PHENYLPROPI&
- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
- 81281-59-67-Benzylideneaminotheophylline
- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 3294-31-3
triethyl(methylamino)silane
- 18243-21-5
trimethylsilyl formate
A
- 123-39-7
N-Methylformamide
B
- 107-46-0
Hexamethyldisiloxane
C
- 2652-41-7
1,1,1-triethyl-3,3,3-trimethyl-disiloxane
D
- 994-49-0
hexaethyl disiloxane
| Conditions | Yield |
|---|---|
| for 1h; Ambient temperature; | A 100% B 21.5% C 23.6% D 44.5% |
| at 20℃; for 1h; Product distribution; Mechanism; various amides as catalysts; | A 100% B 21.5% C 23.6% D 44.5% |
| at 20℃; for 1h; | A 100% B 21.5% C 23.6% D 44.5% |
- 3294-31-3
triethyl(methylamino)silane
A
- 123-39-7
N-Methylformamide
B
- 107-46-0
Hexamethyldisiloxane
C
- 2652-41-7
1,1,1-triethyl-3,3,3-trimethyl-disiloxane
D
- 994-49-0
hexaethyl disiloxane
| Conditions | Yield |
|---|---|
| With trimethylsilyl formate at 20℃; for 1h; | A 100% B 21.5% C 23.6% D 44.5% |
| Conditions | Yield |
|---|---|
| With sodium methylate In methanol Ambient temperature; | 99% |
| Conditions | Yield |
|---|---|
| With aluminum oxide at 40℃; for 0.166667h; Neat (no solvent); Cooling with ice; | 98% |
| Conditions | Yield |
|---|---|
| at 40 - 50℃; | 93.5% |
| In water at 25℃; for 1h; | 82% |
| With methanol | |
| at 40 - 130℃; |
- 18952-41-5
N-methylmethanethioamide
- 123-39-7
N-Methylformamide
| Conditions | Yield |
|---|---|
| With tetrabutylammonium periodite In dichloromethane at 20℃; for 0.75h; | 86% |
- 93214-66-5
α-(4-tert-Butoxy-2,6-di-tert-butyl-1-oxo-2,5-cyclohexadienyl)-N-tert-butylnitron
A
- 123-39-7
N-Methylformamide
B
- 2425-74-3
t-butylformamide
C
- 27701-01-5
methyl N-tert-butylcarbamate
D
- 7330-85-0
4-tert-Butoxy-2,6-di-tert-butylphenol
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol for 8h; Ambient temperature; | A n/a B n/a C n/a D 85% |
- 74-89-5
methylamine
A
- 123-39-7
N-Methylformamide
B
- 287097-09-0
[(η5-C5H3)2(Si(CH3)2)2]Ru2(CO)4
C
- 287097-18-1
((η5-C5H3)2(SiMe2)2)Ru2(CO)3(NH2Me)
| Conditions | Yield |
|---|---|
| With triphenylmethane In benzene-d6 amine was bubbled through a soln. in C6D6 in NMR tube for 5 min (Ar); not sepd., detected by NMR spectra; | A 84% B 5% C n/a |
- 18243-21-5
trimethylsilyl formate
A
- 123-39-7
N-Methylformamide
B
- 107-46-0
Hexamethyldisiloxane
C
- 2652-41-7
1,1,1-triethyl-3,3,3-trimethyl-disiloxane
D
- 994-49-0
hexaethyl disiloxane
| Conditions | Yield |
|---|---|
| With N-Methylformamide; triethyl(methylamino)silane at 20℃; for 0.0333333h; | A 80.2% B 45.2% C 13.1% D 41.5% |
- 10352-28-0
N-(2-benzoyl-4-chlorophenyl)formamide
- 74-88-4
methyl iodide
A
- 123-39-7
N-Methylformamide
B
- 52395-00-3
N-methyl-N-(2-benzoyl-4-chlorophenyl)formamide
| Conditions | Yield |
|---|---|
| In N-methyl-acetamide; water; mineral oil | A n/a B 70% |
| In N-methyl-acetamide; water; mineral oil | A n/a B 70% |
- 123-73-9Crotonaldehyde
- 123739-10-6Phenol, 4,4-(1-methylethylidene)bis-, polymer with (chloromethyl)oxirane and N,N-diethyl-1,3-propanediamine
- 123766-80-3CefquinoMe sulfate
- 123768-18-3Cyclopentane, 1,1,2,2,3,3-hexafluoro-
- 123769-53-9(3,4-dipropoxyphenyl)(phenyl)methanone
- 123952-70-51,5-Diamino-3-methylpentane
- 12395-97-0Pentaphosphoric acid
- 123-96-62-Octanol
- 104987-11-3Tacrolimus
- 141-53-7Sodium formate
- 8001-54-5Quaternary ammonium compounds, alkylbenzyldimethyl, chlorides
- 9003-39-8Povidone
- 10161-34-9Trenbolone acetate
- 402957-28-2Telaprevir
- 68-19-9Cyanocobalamin
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Consensus Reports
Specification
1. Introduction of N-methylformamide
The N-methylformamide, with the CAS registry number 123-39-7, is also called Monomethylformamide. It is a kind of clear colourless liquid, and infinitely soluble in water.
2. Properties of N-methylformamide
(1)ACD/LogP: -0.60; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.6; (4)ACD/LogD (pH 7.4): -0.6; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 11.27; (8)ACD/KOC (pH 7.4): 11.27; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 20.31 Å2; (13)Index of Refraction: 1.364; (14)Molar Refractivity: 15.09 cm3; (15)Molar Volume: 67.6 cm3; (16)Polarizability: 5.98×10-24cm3; (17)Surface Tension: 23.2 dyne/cm; (18)Density: 0.872 g/cm3; (19)Flash Point: 81.5 °C; (20)Enthalpy of Vaporization: 41.87 kJ/mol; (21)Boiling Point: 182.5 °C at 760 mmHg; (22)Vapour Pressure: 0.808 mmHg at 25°C.
3. Structure Descriptors of N-methylformamide
(1)SMILES: O=CNC
(2)InChI: InChI=1/C2H5NO/c1-3-2-4/h2H,1H3,(H,3,4)
(3)InChIKey: ATHHXGZTWNVVOU-UHFFFAOYAO
4. Toxicity of N-methylformamide
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LD | intravenous | > 568mg/kg (568mg/kg) | BEHAVIORAL: FOOD INTAKE (ANIMAL) | National Technical Information Service. Vol. PB82-232158, |
| guinea pig | LD50 | unreported | 465mg/kg (465mg/kg) | SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) MUSCULOSKELETAL: OTHER CHANGES | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(2), Pg. 30, 1992. |
| mouse | LD50 | intramuscular | 2700mg/kg (2700mg/kg) | Toxicology. Vol. 34, Pg. 173, 1985. | |
| mouse | LD50 | intraperitoneal | 802mg/kg (802mg/kg) | National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986, | |
| mouse | LD50 | intravenous | 1580mg/kg (1580mg/kg) | Toxicology. Vol. 34, Pg. 173, 1985. | |
| mouse | LD50 | oral | 2600mg/kg (2600mg/kg) | Toxicology. Vol. 34, Pg. 173, 1985. | |
| mouse | LD50 | subcutaneous | 3100mg/kg (3100mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Dissertation Abstracts International, B: The Sciences and Engineering. Vol. 40, Pg. 549, 1979. |
| mouse | LD50 | unreported | 1175mg/kg (1175mg/kg) | SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE MUSCULOSKELETAL: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(2), Pg. 30, 1992. |
| rat | LD50 | intraperitoneal | 3500mg/kg (3500mg/kg) | Journal of Reproduction and Fertility. Vol. 4, Pg. 219, 1962. | |
| rat | LD50 | oral | 4gm/kg (4000mg/kg) | Journal of Reproduction and Fertility. Vol. 4, Pg. 219, 1962. | |
| rat | LD50 | subcutaneous | > 2500mg/kg (2500mg/kg) | Naunyn-Schmiedebergs Archiv fuer Pharmakologie und Experimentelle Pathologie. Vol. 257, Pg. 296, 1967. | |
| rat | LD50 | unreported | 2400mg/kg (2400mg/kg) | SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) MUSCULOSKELETAL: OTHER CHANGES | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(2), Pg. 30, 1992. |
5. Safety Information of N-methylformamide
Hazard Symbols:
TRisk Codes:
R61:May cause harm to the unborn child.
R21:Harmful in contact with skin.
Safety Description:
S53:Avoid exposure - obtain special instructions before use.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
6. Preparation of N-methylformamide
N-methylformamide is prepared by methylamine and methyl formate:
CH3NH2 + HCOOCH3 → CH3NHCHO + CH3OH
7. Use of N-methylformamide
N-methylformamide is used as a precursor to methyl isocyanide, a ligand in coordination chemistry and an intermediate in the production of some pharmaceutical compounds. It is also mainly used as a reagent in various organic syntheses with limited applications as a highly polar solvent.
8. Other details of N-methylformamide
You should be cautious while dealing with N-methylformamide. Itis harmful in contact with skin, and may cause harm to the unborn child. Therefore, you had better take the following instructions: Avoid exposure - obtain special instruction before use, and In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
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