Cyclopropylamine
Basic information
- CAS
765-30-0- Standard SMILES
NC1CC1- InChIKey
HTJDQJBWANPRPF-UHFFFAOYSA-N- Molecular formula
- C3H7N
- Average molar mass
- 57.09 g/mol
- Monoisotopic mass
- 57.05784923
Overview
Cyclopropylamine is a primary aliphatic amine that consists of cyclopropane bearing a single amino substituent. It has a role as a mouse metabolite.
Names & identifiers
- Preferred name
- Cyclopropylamine
- IUPAC
- cyclopropanamine
- English name
- Cyclopropylamine
- Molecular formula
- C3H7N
- Molecular weight
- 57.09
Names & synonyms
CyclopropylamineCyclopropanamine765-30-0Aminocyclopropane8PR8XTH1X1NSC-56127DTXSID9061099CHEBI:34660RefChem:581232DTXCID8047890212-142-2cyclopropyamine
Show more names
AURORA KA-2551CydopropylamineCyloprolylamineRing propylaMineAMINOTRIMETHYLENEAKOS BBS-00003593
cyclopropylamincylopropylamineCycloproplyamineCyclopropaneamineCyclopropylarnineMoxifloxacin Impurity 90N-cyclopropylamineMFCD00001301
Database identifiers
- CAS
765-30-0- PubChem CID
- 69828
- DTXSID
DTXSID9061099- ChEBI
CHEBI:34660- UNII
- 8PR8XTH1X1
- EC Number
- 212-142-2
- Nikkaji
- J79.937H
Properties
Computed structural properties
- XLogP
- 0.1
- Topological polar surface area
- 26 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 4
- Formal charge
- 0
- Complexity
- 22.5
Experimental & physicochemical properties
SpringerMaterials PropertiesCoriolis coupling
LogP0.07
Physical DescriptionLiquid
Physicochemical properties
- Melting point
- 35.4 °C · −35.4 °C (−31.7 °F; 237.8 K)
- Boiling point
- 49 · 49–50 °C (120–122 °F; 322–323 K)
- Density
- 0.82 · 0.82
- vapor pressure
- 4.67 psi · 4.67 psi ( 20 °C)
- refractive index
- 1.42 · 1.42
- Flash point
- 1 °C · 1 °C
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- Chloroform, Ethyl Acetate (Sparingly), Methanol (Slightly)
- pka
- 1 · pK1:9.10(+1) (25°C)
- form
- liquid
- color
- colorless
- Specific Gravity
- 0.824 · 0.824
- Water Solubility
- Miscible with water, ethanol,ether and chloroform.
- Specific Heat Capacity
- 2.58 J/ · Cp(liquid): 2.58 J/(g·K), at 25℃
- Sensitive
- Lachrymatory
- BRN
- 741858 · 741858
- Stability
- Volatile
- InChI
- 1S/C3H7N/c4-3-1-2-3/h3H,1-2,4H2
- InChIKey
- HTJDQJBWANPRPF-UHFFFAOYSA-N
- SMILES
- NC1CC1
- LogP
- 0.07 · 0.070
- CAS DataBase Reference
- 765 · 765-30-0(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 8 PR8XTH1X1 · 8PR8XTH1X1
- NIST Chemistry Reference
- Cyclopropylamine(765-30-0)
- EPA Substance Registry System
- Cyclopropanamine (765-30-0)
- UNSPSC Code
- 12352116 · 12352116
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02,GHS05,GHS07
- Signal word
- Danger
- Hazard statements
- 225 · H225-H302-H314
- Precautionary statements
- 210 · P210-P233-P280-P301+P312-P303+P361+P353-P305+P351+P338
- PPE
- Faceshields, Gloves, Goggles
- Hazard Codes
- F,C,Xi
- Risk Statements
- 11 · 11-22-34-36/37
- Safety Statements
- 16 · 16-26-36/37/39-45-33-7/9
- RIDADR
- 2733 · UN 2733 3/PG 2
- WGK Germany
- 2 · 2
- RTECS
- 685500 · GZ0685500
- Autoignition Temperature
- 527 °F · 527 °F
- Hazard Note
- Extremely Flammable/Harmful/Corrosive/Lachrymatory
- TSCA
- TSCA listed
- HazardClass
- 3 · 3
- PackingGroup
- II
- HS Code
- 2921300090 · 2921300090
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 4 OralFlam · Acute Tox. 4 OralFlam. Liq. 2Skin Corr. 1B
- Toxicity
- 50 orally · LD50 orally in Rabbit: 445 mg/kg
- REACH Registrations
- Active
- Limited Quantities
- 1 L · 1.0 L (0.3 gallon) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]
P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P362+P364, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 203 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Cyclopropanamine
Cyclopropanamine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclopropanamine are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: Cyclopropylamine (EC: 212-142-2)
Cyclopropylamine: HSNO Approval: HSR004423 Approved with controls
Hazard Classes and CategoriesFlam. Liq. 2 (100%)
Safety data
- PPE
- Faceshields, Gloves, Goggles
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- GZ0685500
- ridadr
- UN 2733 3/PG 2
- hs_code
- 2921300090
- Toxicity
- LD50 orally in Rabbit: 445 mg/kg
- risk_code
- 11-22-34-36/37
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS05,GHS07
- hazard_code
- F,C,Xi
- hazard_note
- Extremely Flammable/Harmful/Corrosive/Lachrymatory
- safety_code
- 16-26-36/37/39-45-33-7/9
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- II
- Hazard statements
- H225-H302-H314
- Limited Quantities
- 1.0 L (0.3 gallon) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 OralFlam. Liq. 2Skin Corr. 1B
- Autoignition Temperature
- 527 °F
- Precautionary statements
- P210-P233-P280-P301+P312-P303+P361+P353-P305+P351+P338
Chemistry & industry
Uses & manufacturing
U.S. Production2023: <50,000 lb
Industry UsesIntermediate
General Manufacturing Information
Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing
Cyclopropanamine: ACTIVE
Applications
UsesCyclopropylamine is used in the preparation of N-[4-(4-fluoro)phenyl-2-aminothiazol-5-yl]pyrimidin-2-yl-alkylamine derivatives. It is also used to prepare Pt(CPA)2(bismethylthiomethylenepropanedioate) and Pt(CPA)2(bisethylthiomethylenepropanedioate) complexes.
Preparation methods
PreparationCyclopropylamine is synthesized from 1,3-propanediol by bromination, cyanation, cyclization, amidation, and Hoffmann rearrangement. It is also synthesized with γ-butyrolactone and isopropanol by five steps of ring-opening esterification, cyclization, hydrolysis, acylation and Hofmann degradation.
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
DefinitionChEBI: Cyclopropylamine is a primary aliphatic amine that consists of cyclopropane bearing a single amino substituent. It has a role as a mouse metabolite.
Related reactions
3,089 records
Compound notes
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