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M107591-25g

25g

Available within 8-12 weeks(?)

$13.90

M107591-100g

100g

In stock

$20.90

M107591-500g

500g

Available within 4-8 weeks(?)

$37.90

Basic Description

Synonyms	N-METHYLFORMAMIDE\|123-39-7\|Methylformamide\|Formamide, N-methyl-\|Monomethylformamide\|N-Formylmethylamine\|n-methyl-Formamide\|NSC 3051\|N-Monomethylformamide\|EK 7011\|HCONHCH3\|X 188\|Formamide, methyl-\|methylimidoformic acid\|NMF\|N-Methyl-formimidic acid\|N-Methy
Specifications & Purity	≥99%
Shipped In	Normal
Product Description	N-Methylformamide (NMF), a formamide derivative, is widely employed as an organic solvent. NMF molecule contains C=O and N-H groups, so it can act as a proton donor and acceptor. Its antitumor activities in mice have been assessed. Optical-heterodyne-detected optical Kerr effect (OHD-OKE) spectroscopic evaluation of NMF has been reported. Due to its important physical properties such as high dielectric constant, high solubility, low conductivity and amphiprotic nature, it is suitable for use as a separation medium in capillary electrophoresis studies. N-Methylformamide may be employed in the preparation of the following: • Li2S-P2S5 solid electrolytes (SE) • interlayer-condensed materials of protonated layered silicate (magadiite) • Li3PS4 solid electrolyte Application N-Methylformamide is used to prepare methyl isocyanate. It is used as an extraction solvent for aromatic hydrocarbons and acts as a ligand in coordination chemistry. It is employed as a solvent in oil refineries and in aluminum electrolytic capacitors. Further, it is used as a reagent in organic synthesis. In addition to this, it is used as an investigational anticancer drug and an intermediate in the production of some pharmaceutical compounds.

Names and Identifiers

IUPAC Name	N-methylformamide
INCHI	InChI=1S/C2H5NO/c1-3-2-4/h2H,1H3,(H,3,4)
InChi Key	ATHHXGZTWNVVOU-UHFFFAOYSA-N
Canonical SMILES	CNC=O
Isomeric SMILES	CNC=O
WGK Germany	1
RTECS	LQ3000000
PubChem CID	31254
Molecular Weight	59.07
Beilstein	1098352
Reaxy-Rn	1098352

Certificates

Certificate of Analysis(COA)

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17 results found

Lot Number	Certificate Type	Date	Item
E2423579	Certificate of Analysis	May 28, 2024	M107591
E2409280	Certificate of Analysis	May 24, 2024	M107591
E2411272	Certificate of Analysis	Apr 24, 2024	M107591
E2411273	Certificate of Analysis	Apr 24, 2024	M107591
E2411274	Certificate of Analysis	Apr 24, 2024	M107591
E2411325	Certificate of Analysis	Apr 24, 2024	M107591
C2018108	Certificate of Analysis	Jan 18, 2024	M107591
L2318036	Certificate of Analysis	Nov 01, 2022	M107591
L2301159	Certificate of Analysis	Nov 01, 2022	M107591
K2222068	Certificate of Analysis	Nov 01, 2022	M107591
K2222061	Certificate of Analysis	Nov 01, 2022	M107591
K2222055	Certificate of Analysis	Nov 01, 2022	M107591
G2311042	Certificate of Analysis	Nov 01, 2022	M107591
J2210288	Certificate of Analysis	Jan 07, 2022	M107591
I2221042	Certificate of Analysis	Jan 07, 2022	M107591
B2216456	Certificate of Analysis	Jan 07, 2022	M107591
B2216451	Certificate of Analysis	Jan 07, 2022	M107591

Chemical and Physical Properties

Solubility	Miscible with water, acetone and ethanol. Immiscible with ether.
Refractive Index	1.43
Flash Point(°F)	208 °F
Flash Point(°C)	98 °C
Boil Point(°C)	183°C
Melt Point(°C)	-5°C(lit.)

Safety and Hazards(GHS)

Pictogram(s)	GHS08, GHS07
Signal	Danger
Hazard Statements	H312:Harmful in contact with skin H303:May be harmful if swallowed H360:May damage fertility or the unborn child
Precautionary Statements	P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P201:Obtain special instructions before use. P362+P364:Take off contaminated clothing and wash it before reuse. P202:Do not handle until all safety precautions have been read and understood. P203:Obtain, read and follow all safety instructions before use. P318:if exposed or concerned, get medical advice. P317:Get emergency medical help.
WGK Germany	1
RTECS	LQ3000000
Reaxy-Rn	1098352
Merck Index	6076

References

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2. K Clagett-Carr,G Sarosy,J Plowman,D F Hoth,B Leyland-Jones. (1988-05-01) N-methylformamide: cytotoxic, radiosensitizer, or chemosensitizer.. Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 6 ((5)): (906-918). [PMID:3284976]
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6. Abdul Mutlib,Ping Jiang,Jim Atherton,Leslie Obert,Seva Kostrubsky,Steven Madore,Sidney Nelson. (2006-10-17) Identification of potential genomic biomarkers of hepatotoxicity caused by reactive metabolites of N-methylformamide: Application of stable isotope labeled compounds in toxicogenomic studies.. Chemical research in toxicology, 19 ((10)): (1270-1283). [PMID:17040096]
7. Dar-Bin Shieh,Chia-Chun Chen,Tung-Sheng Shih,Huo-Mu Tai,Yau-Hui Wei,Ho-Yuan Chang. (2007-01-27) Mitochondrial DNA alterations in blood of the humans exposed to N,N-dimethylformamide.. Chemico-biological interactions, 165 ((3)): (211-219). [PMID:17254560]
8. Johan Sjödahl,Peter Lindberg,Johan Roeraade. (2007-02-23) Separation of oligonucleotides in N-methyl-formamide-based polymer matrices by capillary electrophoresis.. Journal of separation science, 30 ((1)): (104-109). [PMID:17313148]
9. Jakub Chalupský,Jirí Vondrásek,Vladimír Spirko. (2008-01-08) Quasiplanarity of the peptide bond.. The journal of physical chemistry. A, 112 ((4)): (693-699). [PMID:18177024]
10. D O Futino,M C B Mendes,W N L Matos,R G Mondadori,C M Lucci. (2008-11-21) Glycerol, methyl-formamide and dimethyl-formamide in canine semen cryopreservation.. Reproduction in domestic animals = Zuchthygiene, 45 ((2)): (214-220). [PMID:19019075]
11. Edward M Kosower,Gil Markovich,Galina Borz. (2009-03-31) N-methylformamide, a hyperplectic model for peptides in thin film infrared spectroscopy on planar AgX.. The journal of physical chemistry. B, 113 ((16)): (5622-5632). [PMID:19326884]
12. Jun He,Jing-ping Zhou,Pei Wang. (2009-04-09) [High performance liquid chromatography for determination of N-acetyl-S-(N-methylformamide) cysteine in human urine derivative oscillopolarography for determination of urine arsenic].. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases, 27 ((2)): (103-104). [PMID:19351480]
13. Diane Fournier,Jalal Hawari,Annamaria Halasz,Sheryl H Streger,Kevin R McClay,Hisako Masuda,Paul B Hatzinger. (2009-06-23) Aerobic biodegradation of N-nitrosodimethylamine by the propanotroph Rhodococcus ruber ENV425.. Applied and environmental microbiology, 75 ((15)): (5088-5093). [PMID:19542346]
14. Kwame Frimpong,Joseph Wzorek,Claire Lawlor,Katharine Spencer,Thomas Mitzel. (2009-07-29) Use of N-methylformamide as a solvent in indium-promoted Barbier reactions en route to enediyne and epoxy diyne formation: comparison of rate and stereoselectivity in C-C bond-forming reactions with water.. The Journal of organic chemistry, 74 ((16)): (5861-5870). [PMID:19634900]
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16. Ewa Kamieńska-Piotrowicz,Kamila Dziewulska,Janusz Stangret. (2010-04-13) An effective method for studying intermolecular interactions in binary liquids with hydrogen bonds; FTIR spectra and ab initio calculations in the N-methylformamide-methanol system.. The journal of physical chemistry. B, 114 ((17)): (5810-5818). [PMID:20380396]
17. Xing-Guo Zhang,Hui-Xiong Dai,Masayuki Wasa,Jin-Quan Yu. (2012-07-12) Pd(II)-catalyzed ortho trifluoromethylation of arenes and insights into the coordination mode of acidic amide directing groups.. Journal of the American Chemical Society, 134 ((29)): (11948-11951). [PMID:22780303]
18. A Nakazawa,I Nishii. (2012-07-25) Amidic and acetonic cryoprotectants improve cryopreservation of volvocine green algae.. Cryo letters, 33 ((3)): (202-213). [PMID:22825787]
19. Rachel Crespo-Otero,Artur Mardyukov,Elsa Sanchez-Garcia,Mario Barbatti,Wolfram Sander. (2012-10-04) Photochemistry of N-methylformamide: matrix isolation and nonadiabatic dynamics.. Chemphyschem : a European journal of chemical physics and physical chemistry, 14 ((4)): (827-836). [PMID:23033207]
20. P Imrat,P Suthanmapinanth,K Saikhun,S Mahasawangkul,E Sostaric,P Sombutputorn,S Jansittiwate,N Thongtip,A Pinyopummin,B Colenbrander,W V Holt,T A E Stout. (2012-11-22) Effect of pre-freeze semen quality, extender and cryoprotectant on the post-thaw quality of Asian elephant (Elephas maximus indicus) semen.. Cryobiology, 66 ((1)): (52-59). [PMID:23168056]
21. Hideki Igisu,Takafumi Ezaki. (2005-01-22) [N-methylformamide in urine].. Nihon rinsho. Japanese journal of clinical medicine, 62 Suppl 12 (488-490). [PMID:15658371]
22. Shih-Min Wang,Yao-Ming Chu,Shih-Chun Candice Lung,Tung-Sheng Shih,Yue-Ching Lin,Ho-Yuan Chang. (2007-09-15) Combining novel strategy with kinetic approach in the determination of respective respiration and skin exposure to N,N-dimethylformamide vapor.. The Science of the total environment, 388 ((1-3)): (398-404). [PMID:17854864]
23. Jeppe S Spicker,Søren Brunak,Klaus S Frederiksen,Henrik Toft. (2008-01-08) Integration of clinical chemistry, expression, and metabolite data leads to better toxicological class separation.. Toxicological sciences : an official journal of the Society of Toxicology, 102 ((2)): (444-454). [PMID:18178960]
24. Aleksandr B Sahakyan,Aleksan G Shahkhatuni,Astghik A Shahkhatuni,Henry A Panosyan. (2008-03-28) Electric field effects on one-bond indirect spin-spin coupling constants and possible biomolecular perspectives.. The journal of physical chemistry. A, 112 ((16)): (3576-3586). [PMID:18363392]
25. Merwe Albrecht,Corey A Rice,Martin A Suhm. (2008-07-31) Elementary peptide motifs in the gas phase: FTIR aggregation study of formamide, acetamide, N-methylformamide, and N-methylacetamide.. The journal of physical chemistry. A, 112 ((33)): (7530-7542). [PMID:18665575]
26. Xichen Li,Wenlan Liu,Kening Sun,Yan Wang,Hongwei Tan,Guangju Chen. (2008-10-29) Theoretical exploration of the cooperative effect in NMF-NMF-amino acid residue hydrogen bonding system.. Physical chemistry chemical physics : PCCP, 10 ((36)): (5607-5615). [PMID:18956096]
27. Gregory M Fahy. (2009-06-09) Cryoprotectant toxicity neutralization.. Cryobiology, 60 ((3 Suppl)): (S45-S53). [PMID:19501081]
28. Walther Caminati,Juan Carlos López,Susana Blanco,Santiago Mata,Josè Luis Alonso. (2010-07-27) How water links to cis and trans peptidic groups: the rotational spectrum of N-methylformamide-water.. Physical chemistry chemical physics : PCCP, 12 ((35)): (10230-10234). [PMID:20657893]
29. M Sałdyka,Z Mielke,K Mierzwicki,S Coussan,P Roubin. (2011-07-12) CH stretching vibration of N-methylformamide as a sensitive probe of its complexation: infrared matrix isolation and computational study.. Physical chemistry chemical physics : PCCP, 13 ((31)): (13992-14002). [PMID:21743931]
30. João M M Cordeiro,Alan K Soper. (2013-02-08) A hybrid neutron diffraction and computer simulation study on the solvation of N-methylformamide in dimethylsulfoxide.. The Journal of chemical physics, 138 ((4)): (044502-044502). [PMID:23387600]

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N-Methylformamide - ≥99%, high purity , CAS No.123-39-7