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词条 2-Nitropropane
释义

  1. Preparation

  2. Uses

  3. Safety

  4. References

{{Chembox
| Name =
| ImageFile = 2-Nitropropane.svg
| ImageSize = 150px
| ImageFile1 = 2-Nitropropane Ball and Stick.png
| IUPACName = 2-Nitropropane
| OtherNames =
| SystematicName =
| Section1 = {{Chembox Identifiers
| Abbreviations = 2-NP
| CASNo = 79-46-9
| PubChem = 398
| ChemSpiderID = 387
| EINECS = 201-209-1
| ChEBI = 16037
| SMILES = CC(C)[N+](=O)[O-]
| InChI = 1/C3H7NO2/c1-3(2)4(5)6/h3H,1-2H3
| InChIKey = FGLBSLMDCBOPQK-UHFFFAOYAM
| StdInChI = 1S/C3H7NO2/c1-3(2)4(5)6/h3H,1-2H3
| StdInChIKey = FGLBSLMDCBOPQK-UHFFFAOYSA-N
| Section2 = {{Chembox Properties
| C=3 | H=7 | N=1 | O=2
| Appearance = Colorless liquid[1]
| Odor = Pleasant, fruity[2]
| Density = 0.9821 g/cm3
| MeltingPtC = -91.3
| MeltingPt_notes =
| BoilingPtC = 120.2
| BoilingPt_notes =
| Solubility = 17 g/L[1]
| SolubleOther = soluble in chloroform
| pKa = 7.68
| LogP = 0.93
| RefractIndex = 1.3944 (20 °C)
| Viscosity = 0.721 cP
| VaporPressure = 13 mmHg (20°C)[2]
| MagSus = -45.73·10−6 cm3/mol
| Section3 =
| Section4 =
| Section5 =
| Section6 =
| Section7 = {{Chembox Hazards
| MainHazards = Health hazard
| GHSPictograms = {{GHS08}}
| HPhrases = {{H-phrases|350}}
| FlashPtC = 24
| FlashPt_notes = (open cup)
39 °C (closed cup)
| AutoignitionPtC = 428
| ExploLimits = 2.6-11.0%[2]
| NFPA-H = 3 | NFPA-R = 2 | NFPA-F = 3
| LD50 = 720 mg/kg
| PEL = TWA 25 ppm (90 mg/m3)[2]
| REL = Ca[2]
| IDLH = Ca [100 ppm][2]
| LC50 = 2703 ppm (mouse, 2 hr)
400 ppm (rat, 6 hr)[3]
| LCLo = 714 ppm (cat, 5 hr)
2381 ppm (rabbit, 5 hr)
4622 ppm (guinea pig, 5 hr)
2353 ppm (cat, 1 hr)[3]
}}

2-Nitropropane (2-NP) is a solvent. It is a colorless liquid and is classified as a nitro compound.

Preparation

2-Nitropropane is produced by the high-temperature vapor-phase nitration of propane, usually with impurities of 1-nitropropane. 2-Nitropropane is also produced as a volatile by-product that can be captured during Leonard's ring-closure hydantoin preparation [4]

Uses

2-Nitropropane is used primarily as a solvent and chemical intermediate. It is used in inks, paints, adhesives, varnishes, polymers, resins, fuel, and coatings.[5]

2-Nitropropane is also used as a feedstock for other industrial chemicals.[5]

2-Nitropropane has uses in the synthesis of phentermine, chlorphentermine, as well as in the synthesis of teclozan, etc.

Safety

2-Nitropropane is a constituent of tobacco smoke.[6] Based on studies in animals, it is reasonably anticipated to be a human carcinogen[5] and it is listed as an IARC Group 2B carcinogen.[7]

References

1. ^{{GESTIS|ZVG=22410}}
2. ^{{PGCH|0460}}
3. ^{{IDLH|79469|2-Nitropropane}}
4. ^{{cite journal | title = Alternative synthesis of the anti-baldness compound RU58841 |author1=M. J. Leonard |author2=A. R. Lingham |author3=J. O. Niere |author4=N. R. C. Jackson |author5=P. G. McKay |author6=H. M. Hϋgel | journal = RSC Advances | date = 6 Mar 2014 | volume=4 | pages=14143–14148 | doi=10.1039/c4ra00332b}}
5. ^{{cite document | url = http://ntp.niehs.nih.gov/ntp/roc/twelfth/profiles/Nitropropane.pdf | title = Report on Carcinogens | edition = Twelfth | year = 2011 | publisher = National Toxicology Program, Department of Health and Human Services | journal = | access-date = 2012-06-13 | archive-url = https://web.archive.org/web/20120120103345/http://ntp.niehs.nih.gov/ntp/roc/twelfth/profiles/Nitropropane.pdf | archive-date = 2012-01-20 | dead-url = yes | df = }}
6. ^{{cite journal|last1=Talhout|first1=Reinskje|last2=Schulz|first2=Thomas|last3=Florek|first3=Ewa|last4=Van Benthem|first4=Jan|last5=Wester|first5=Piet|last6=Opperhuizen|first6=Antoon|title=Hazardous Compounds in Tobacco Smoke|journal=International Journal of Environmental Research and Public Health|volume=8|issue=12|year=2011|pages=613–628|issn=1660-4601|doi=10.3390/ijerph8020613|pmid=21556207|pmc=3084482}}
7. ^Agents Classified by the IARC Monographs
{{DEFAULTSORT:Nitropropane, 2-}}

3 : Nitroalkanes|Nitro solvents|Isopropyl compounds

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