D161608

N,N-Dimethylhydrazine

98%

• Synonym(s): 1,1-Dimethylhydrazine, asym-Dimethylhydrazine
• Linear Formula: (CH₃)₂NNH₂
• CAS Number: 57-14-7
• Molecular Weight: 60.10
• Beilstein: 605261
• EC Number: 200-316-0
• MDL number: MFCD00007628
• UNSPSC Code: 12352100
• PubChem Substance ID: 24893497
• NACRES: NA.22

Properties

• vapor density: 1.94 (vs air)
• vapor pressure: 103 mmHg ( 20 °C)
• Assay: 98%
• form: liquid
• autoignition temp.: 478 °F
• expl. lim.: 95 %
• refractive index: n20/D 1.4075 (lit.)
• bp: 60-62 °C (lit.)
• density: 0.79 g/mL at 20 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: CN(C)N
• InChI: 1S/C2H8N2/c1-4(2)3/h3H2,1-2H3
• InChI key: RHUYHJGZWVXEHW-UHFFFAOYSA-N

Description

Application

N,N-Dimethylhydrazine can react with:

• β-Naphthol via radical amination to form 1-amino-2-naphthol.
• 2-Chloro- and 2,2-dichloro-(bromo)vinyl ketones via regioselective heterocyclization to form 3-substituted 1-methyl(5-halo)pyrazoles.
• Terminal alkynes in the presence of TpRuCl(PPh₃)₂ (Tp = tris(pyrazolyl)borate) to form nitriles.

N,N-Dimethylhydrazine along with ferric chloride hexahydrate forms an effective reduction system for:

• Synthesizing DNA binding pyrrolo[2,1-c][1,4]benzodiazepine (PBD) imines via reductive cyclization of the corresponding nitro aldehyde.
• Transforming a variety of nitroarenes and azido compounds into the corresponding anilines and amino compounds, respectively.

Biochem/physiol Actions

Lung and colon tumor initiator in experimental animal model.

Safety Information

• Pictograms: GHS02,GHS05,GHS06,GHS08,GHS09
• Signal Word: Danger
• Hazard Statements: H225 - H301 + H311 + H331 - H314 - H335 - H350 - H411
• Precautionary Statements: P210 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Carc. 1B - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 14.0 °F - closed cup
• Flash Point(C): -10 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves