Basic information
- CAS
1122-60-7- Standard SMILES
O=[N+]([O-])C1CCCCC1- InChIKey
NJNQUTDUIPVROZ-UHFFFAOYSA-N- Molecular formula
- C6H11NO2
- Average molar mass
- 129.16 g/mol
- Monoisotopic mass
- 129.07897859
Overview
Nitrocyclohexane is a colorless liquid. (EPA, 1998)
Names & identifiers
- Preferred name
- Nitrocyclohexane
- IUPAC
- nitrocyclohexane
- English name
- Nitrocyclohexane
- Molecular formula
- C6H11NO2
- Molecular weight
- 129.16
Names & synonyms
Show more names
Database identifiers
- CAS
1122-60-7- PubChem CID
- 14285
- DTXSID
DTXSID6061529- ChEMBL
CHEMBL4590012- ChEBI
CHEBI:74164- UNII
- LL1X024M73
- EC Number
- 214-354-0
- Nikkaji
- J72.712A
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 45.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 102
Experimental & physicochemical properties
Chemical Classes
Nitrogen Compounds -> Nitros, Aliphatic
Flammable agents - 2nd degree
Density
1.061 at 68 °F (EPA, 1998) - Denser than water; will sink
1.0610 at 20 °C/4 °C
1.0610 @ 20°C
Boiling Point
401.9 °F at 768 mmHg (EPA, 1998)
205.5 °C at 768 mm Hg
205.5 °C @760 [mm Hg]
Melting Point
-29 °F (EPA, 1998)
Freezing point: -34 °C
-34 °C
Physical Description
Nitrocyclohexane is a colorless liquid. (EPA, 1998)
Colorless liquid; [CAMEO] Pale yellow liquid; [MSDSonline]
Physicochemical properties
- Melting point
- 34 °C · −34 °C(lit.)
- Boiling point
- 205.5 · 205.5-206 °C768 mm Hg(lit.)
- Density
- 1.061 g/mL · 1.061 g/mL at 25 °C(lit.)
- vapor density
- 4.46 · 4.46 (vs air)
- vapor pressure
- 768 mm · 768 mm Hg ( 205 °C)
- refractive index
- 20 · n20/D 1.462(lit.)
- Flash point
- 166 °F · 166 °F
- storage temp.
- 2 · Storage temp. 2-8°C
- solubility
- soluble in Alcohol
- form
- clear liquid
- pka
- 8.44 · 8.44±0.20(Predicted)
- color
- Light orange to Yellow to Green
- Henry's Law Constant
- 2.4 · 2.4×10-1 mol/(m3Pa) at 25℃, Hilal et al. (2008)
- FDA UNII
- 1 X024M73 · LL1X024M73
- EPA Substance Registry System
- Nitrocyclohexane (1122-60-7)
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 301 · H301+H311+H331-H315-H319-H335
- Precautionary statements
- 261 · P261-P280-P301+P310-P302+P352+P312-P304+P340+P311-P305+P351+P338
- Hazard Codes
- T
- Risk Statements
- 23 · 23/24/25-36/37/38
- Safety Statements
- 26 · 26-36/37/39-45
- RIDADR
- 3382 · UN 3382 6.1/PG 1
- WGK Germany
- 3 · 3
- RTECS
- 6600000 · GV6600000
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1(b)
- PackingGroup
- III
- HS Code
- 29049090 · 29049090
- Hazardous Substances Data
- 1122 · 1122-60-7(Hazardous Substances Data)
Safety & regulation
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazards Summary
No reports of human poisoning cases found; Causes seizures and liver injury in animal studies; [HSDB] At lethal concentrations, inhalation causes excitement, somnolence, muscle contractions, and fatty liver degeneration in mice; Causes convulsions in rats after feeding lethal doses; [RTECS] A strong oxidizing agent; [CAMEO] Highly toxic by inhalation; Effects in high-dose animal studies include convulsions; An irritant; [MSDSonline]
Special Reports
USEPA; Chemical Profile: Nitrocyclohexane (1985). Chemical safety information sheet on nitrocyclohexane.
Loefroth G et al; Prog Clin Biol Res 209B: 149-55 (1986). Structure-activity relationship of nitroalkane-induced mutagenicity in the Ames Salmonella assay.
Reactivity Profile
Nitroalkanes, such as NITROCYCLOHEXANE, range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction that culminates in a detonation. Nitroalkanes are milder oxidizing agents, but still react violently with reducing agents at higher temperature and pressures. Nitroalkanes react with inorganic bases to form explosive salts. The presence of metal oxides increases the thermal sensitivity of nitroalkanes. Nitroalkanes with more than one nitro group are generally explosive. Nitroalkanes are insoluble in water. Flammable/combustible material. May be ignited by heat, sparks or flames.
Hazard Classes and Categories
Acute Tox. 3 (100%)
Flammable agents - 2nd degree, Reactive agents - 2nd degree
Safety & protection
Fire Fighting
(Non-Specific -- Poisonous Liquid, n.o.s.) Move container from fire area if you can do it without risk. Keep unnecessary people away; isolate hazard area and deny entry. Stay upwind; keep out of low areas. Wear positive pressure breathing apparatus and special protective clothing.
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Protective Action Criteria (PAC)
0.026 [ppm]
0.28 [ppm]
7.4 [ppm]
Personal Protective Equipment (PPE)
For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)
Toxicology
Safety data
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- GV6600000
- ridadr
- UN 3382 6.1/PG 1
- hs_code
- 29049090
- risk_code
- 23/24/25-36/37/38
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T
- safety_code
- 26-36/37/39-45
- hazard_class
- 6.1(b)
- packing_group
- III
- Hazard statements
- H301+H311+H331-H315-H319-H335
- Precautionary statements
- P261-P280-P301+P310-P302+P352+P312-P304+P340+P311-P305+P351+P338
- Hazardous Substances Data
- 1122-60-7(Hazardous Substances Data)
Chemistry & industry
Uses & manufacturing
Applications
UsesNitrocyclohexane is an important chemical intermediate and organic solvent. Due to its unique reactivity and physicochemical properties, it has become an important raw material in the fields of pharmaceuticals, surfactants, solvents, lubricants and emulsifiers, and can produce nearly two thousand derivatives.
General DescriptionColorless liquid.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers45 total
Additional notes
DefinitionChEBI: A C-nitro compound that is cyclohexane in which a single hydrogen is replaced by a nitro group.
Related reactions
Compound notes
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