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109-77-3 molecular structure
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propanedinitrile

ChemBase ID: 92314
Molecular Formular: C3H2N2
Molecular Mass: 66.06138
Monoisotopic Mass: 66.02179807
SMILES and InChIs

SMILES:
N#CCC#N
Canonical SMILES:
N#CCC#N
InChI:
InChI=1S/C3H2N2/c4-2-1-3-5/h1H2
InChIKey:
CUONGYYJJVDODC-UHFFFAOYSA-N

Cite this record

CBID:92314 http://www.chembase.cn/molecule-92314.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
propanedinitrile
IUPAC Traditional name
malononitrile
Synonyms
Malononitrile
Cyanoacetonitrile
Malonic Dinitrile
Methylene Cyanide
Propanedinitrile
Malonic acid dinitrile
Dicyanomethane
Propane-1,3-dinitrile
Malononitrile
二氰基甲烷
丙二腈
CAS Number
109-77-3
EC Number
203-703-2
MDL Number
MFCD00001883
Beilstein Number
773697
Merck Index
145711
PubChem SID
24896644
162079012
PubChem CID
8010
CHEBI ID
33186
Chemspider ID
13884495
Gmelin ID
1303
MeSH Name
dicyanmethane
Wikipedia Title
Malononitrile

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.516603  H Acceptors
H Donor LogD (pH = 5.5) -0.21563675 
LogD (pH = 7.4) -0.24716792  Log P -0.21521954 
Molar Refractivity 16.9464 cm3 Polarizability 5.9808116 Å3
Polar Surface Area 47.58 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Soluble in water expand Show data source
Apperance
Colourless crystals expand Show data source
Melting Point
30-32 °C(lit.) expand Show data source
30-34°C expand Show data source
30-34°C expand Show data source
31.85°C (305K) expand Show data source
32-34°C expand Show data source
Boiling Point
220 °C(lit.) expand Show data source
220°C expand Show data source
220.05°C (493.2K) expand Show data source
220-222°C expand Show data source
Flash Point
112°C(233°F) expand Show data source
186.8 °F expand Show data source
234°C expand Show data source
86 °C expand Show data source
86°C expand Show data source
Density
1.049 expand Show data source
1.049 g mL-1 expand Show data source
1.049 g/ml expand Show data source
1.049 g/mL at 25 °C(lit.) expand Show data source
Refractive Index
1.4150 expand Show data source
Vapor Pressure
11 mm Hg at 99 °C, 20 mm Hg at 109 °C (measured) expand Show data source
Heat Capacity
110.29 J K-1 mol-1 expand Show data source
Std enthalpy of combustion
-1.6540–-1.6544 MJ mol-1 expand Show data source
Std enthalpy of formation
187.7–188.1 kJ mol-1 expand Show data source
Std molar entropy
130.96 J K-1 mol-1 expand Show data source
Storage Condition
Room Temperature (15-30°C) expand Show data source
Storage Warning
Toxic/Light Sensitive/Air Sensitive/Keep Cold/Store under Argon expand Show data source
RTECS
OO3150000 expand Show data source
European Hazard Symbols
Nature polluting Nature polluting (N) expand Show data source
Toxic Toxic (T) expand Show data source
UN Number
2647 expand Show data source
UN2647 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
6.1 expand Show data source
Packing Group
2 expand Show data source
II expand Show data source
Australian Hazchem
2X expand Show data source
Risk Statements
23/24/25-50/53 expand Show data source
R:23/24/25-50/53 expand Show data source
R23/24/25, R50/53 expand Show data source
Safety Statements
23-27-45-60-61 expand Show data source
S:23-27-45-60-61 expand Show data source
S1/2, S27, S45 expand Show data source
EU Classification
T2 expand Show data source
EU Hazard Identification Number
6.1B expand Show data source
Emergency Response Guidebook(ERG) Number
153 expand Show data source
TSCA Listed
expand Show data source
EU Index
608-009-00-7 expand Show data source
GHS Pictograms
GHS environment expand Show data source
GHS skull and crossbones expand Show data source
GHS06 expand Show data source
GHS09 expand Show data source
GHS Signal Word
DANGER expand Show data source
Danger expand Show data source
LD50
19 mg kg-1 (oral, mouse) expand Show data source
350 mg kg-1 (dermal, rat) expand Show data source
GHS Hazard statements
301, 311, 331, 410 expand Show data source
H301-H311-H331-H400-H410 expand Show data source
H301-H311-H331-H410 expand Show data source
GHS Precautionary statements
261, 273, 280, 301+310, 311 expand Show data source
P261-P273-P280-P301 + P310-P311-P501 expand Show data source
P261-P301+P310-P361-P302+P352-P405-P501A expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges expand Show data source
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges expand Show data source
RID/ADR
UN 2647 6.1/PG 2 expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥99% expand Show data source
≥99.0% (calculated, GC, KF) expand Show data source
98% expand Show data source
99% expand Show data source
Grade
Lonza quality expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Impurities
≤0.10% water expand Show data source
≤0.50% (E)-2-butenedinitrile expand Show data source
≤0.50% (Z)-2-butenedinitrile expand Show data source
≤0.50% butanedinitrile expand Show data source
Linear Formula
CH2(CN)2 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
MP Biomedicals - 02102240 external link
Off-white solid
Purity: 98%
Used as a crosslinking agent
for the modification of proteins via amidation.
MP Biomedicals - 05201071 external link
MP Biomedicals Rare Chemical collection
Sigma Aldrich - 690414 external link
Packaging
1 kg in glass bottle
10 kg in comp drum
Sigma Aldrich - M1407 external link
Packaging
5, 100, 500 g in glass bottle

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Davies, G.E., and Stark, G.R., Proc. Natl. Acad. Sci. U.S.A. , 66 : 651, (1970).
  • • Reviews of the chemistry of malononitrile: Chem. Rev., 69, 591 (1969); Synthesis, 165, 241 (1978); 925 (1981); Synlett, 2247 (2004).
  • • The Na derivative can be arylated by reaction with aryl halides with a Pd catalyst: J. Chem. Soc., Chem. Commun., 932 (1984). In the presence of butadiene, an additional 4-carbon unit is introduced: J. Chem. Soc., Perkin 1, 647 (1990):
  • • Ternary condensation with an aromatic aldehyde and a cycloalkanone in the presence of ammonium acetate can give a variety of products. With cyclohexanone, the 2-amino-4-aryl-5,6,7,8-tetrahydroquinoline-3-carbonitriles are the major products: J. Chem. Res. (Synop.), 146 (1995).
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PATENTS

PATENTS

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INTERNET

INTERNET

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