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227056

N,N-Dimethylformamide

Name: <I>N,N</I>-Dimethylformamide
Brand: SIAL

anhydrous, 99.8%

Synonym(s):

DMF, NSC 5356

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About This Item

Linear Formula:

HCON(CH₃)₂

CAS Number:

68-12-2

Molecular Weight:

73.09

UNSPSC Code:

12352111

NACRES:

NA.21

PubChem Substance ID:

57647999

EC Number:

200-679-5

Beilstein/REAXYS Number:

605365

MDL number:

MFCD00003284

eCl@ss:

39031202

Assay:

99.8%

Form:

liquid

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Properties

grade

anhydrous

Quality Segment

300

vapor density

2.5 (vs air)

vapor pressure

2.7 mmHg ( 20 °C)

assay

99.8%

form

liquid

autoignition temp.

833 °F

expl. lim.

15.2 %

impurities

<0.005% water

evapn. residue

<0.0005%

refractive index

n20/D 1.430 (lit.)

pH

7 (20 °C, 200 g/L)

bp

153 °C (lit.)

mp

−61 °C (lit.)

density

0.944 g/mL (lit.)

SMILES string

[H]C(=O)N(C)C

InChI

1S/C3H7NO/c1-4(2)3-5/h3H,1-2H3

InChI key

ZMXDDKWLCZADIW-UHFFFAOYSA-N

Description

General description

N,N-Dimethylformamide (DMF) is the commonly employed solvent for chemical reactions. DMF is a useful solvent employed for the isolation of chlorophyll from plant tissues. It is widely employed reagent in organic synthesis. It plays multiple roles in various reactions such as solvent, dehydrating agent, reducing agent as well as catalyst. It is a multipurpose building block for the synthesis of compounds containing O, -CO, -NMe₂, -CONMe₂, -Me, -CHO as functional groups.

N,N-Dimethylformamide is a polar solvent commonly used in organic synthesis. It also acts as a multipurpose precursor for formylation, amination, aminocarbonylation, amidation and cyanation reactions.

Application

N,N-Dimethylformamide (anhydrous) has been used as solvent for the synthesis of cytotoxic luteinizing hormone-releasing hormone (LH-RH) conjugate AN-152 (a chemotherapeutic drug) and fluorophore C625 [4-(N,N-diphenylamino)-4′-(6-O-hemiglutarate)hexylsulfinyl stilbene]. It may be employed as solvent medium for the various organic reduction reactions.

DMF has been used as a solvent in the following processes:

Multi-step synthesis of L-azidohomoalanine (L-Aha) during the substitution of the mesylate by sodium azide.
Synthesis of phosphine-FLAG^®, a detection reagent for metabolic labeling of glycans.
Synthesis of per-O-acetylated 6-azidofucose, a per-O-acetylated azido sugar.

Solvent for many hydrophobic organic compounds.

Packaging

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Legal Information

FLAG is a registered trademark of Merck KGaA, Darmstadt, Germany

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pictograms

GHS02,GHS08,GHS07

signalword

Danger

hcodes

H226,H312 + H332,H319,H360D

pcodes

P210 - P280 - P303 + P361 + P353 - P304 + P340 + P312 - P305 + P351 + P338 - P308 + P313

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Liq. 3 - Repr. 1B

Storage Class

3 - Flammable liquids

flash_point_f

135.5 °F - closed cup

flash_point_c

57.5 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Class I Designated Chemical Substances

prtr

Group 4: Flammable liquids + Type 2 petroleums + Hazardous rank III + Water soluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

227056-100ML:4.54817311967E12 + 227056-18L:4.548173119694E12 + 227056-200L:4.548173119717E12 + 227056-1L:4.5481731197E12 + 227056-2L:4.548173119724E12

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ペロブスカイト太陽電池の基礎

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Solvent Miscibility Table

Substances are said to be miscible in one another if they dissolve to form a uniform solution. Bookmark or download our miscibility table for common lab solvents.

溶媒混和性表

物質が溶解して均一な溶液を形成する場合、互いに混和性があると言われる。一般的な実験用溶媒の混和性表をブックマークまたはダウンロードしてください。