Basic information
- CAS
39637-74-6- Standard SMILES
CC1(C)[C@@]2(C)CC[C@]1(C(=O)Cl)OC2=O- InChIKey
PAXWODJTHKJQDZ-VHSXEESVSA-N- Molecular formula
- C10H13ClO3
- Average molar mass
- 216.66 g/mol
- Monoisotopic mass
- 216.055322
Overview
See also: (IS)-(-) Camphonic acid chloride (annotation moved to).
Names & identifiers
- Preferred name
- 3-Oxa-2-oxobornane-4-carbonyl chloride
- IUPAC
- (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride
- English name
- (-)-Camphanic acid chloride
- Molecular formula
- C10H13ClO3
- Molecular weight
- 216.66
Names & synonyms
3-Oxa-2-oxobornane-4-carbonyl chloride(-)-Camphanoyl chlorideRefChem:504578254-552-439637-74-6(1S)-(-)-Camphanic chlorideCamphanoyl chloride(1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chlorideCamphanoylchloride(-)-Camphanic acid chloride(1S)-(-)-Camphanic acid chlorideEINECS 254-552-4
Show more names
(-)-Camphanic Chloride(+)-(1R,4S)-camphani(1S)-(-)CAMPHANYL CHLORIDE(-)-Camphanic Chloride >(-)-CAMPHANIC ACID CHLORIDE(1S)-(-)-Campanoyl chloride(S)-(-)-1-CAMPHANYL CHLORIDE
MFCD00135626(1S)-3-Oxo-4,7,7-trimethyl-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(1S)-(-)-Camphanoyl chloride(1S)-(-)-Camphanic chloride, 98%[1S]-3-Oxo-4,7,7-trimethyl-2-oxabicyclo[2.2.1]heptane-1-carbonyl Chloride2-Oxabicyclo(2.2.1)heptane-1-carbonyl chloride, 4,7,7-trimethyl-3-oxo-, (1S)-AS-40715(1S)-(-)-Camphanic chloride, for chiral derivatization, >=98.0%
Database identifiers
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 43.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 336
Physicochemical properties
- Melting point
- 71 · 71-73 °C(lit.)
- alpha
- -18 · -18 º (c=2, CCl4)
- Boiling point
- 310.92 °C · 310.92°C (rough estimate)
- Density
- 1.2072 · 1.2072 (rough estimate)
- refractive index
- 1.539 · 1.5390 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- soluble in Dichloromethane, Ether, Ethyl Acetate, Methanol
- form
- Powder
- color
- Yellow to orange-brown
- optical activity
- 23 · [α]23/D 18°, c = 2 in carbon tetrachloride
- Water Solubility
- decomposes
- Sensitive
- Moisture Sensitive
- BRN
- 3590860 · 3590860
- InChI
- 1S/C10H13ClO3/c1-8(2)9(3)4-5-10(8,6(11)12)14-7(9)13/h4-5H2,1-3H3/t9-,10+/m0/s1
- InChIKey
- PAXWODJTHKJQDZ-RGURZIINSA-N
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
H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 47 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Corr. 1B (100%)
Safety data
- F
- 10-21
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- ridadr
- UN 3261 8/PG 2
- hs_code
- 29322090
- risk_code
- 34-29
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- C,Xi
- safety_code
- 26-36/37/39-45-8-27
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- II
- Hazard statements
- H314
- Limited Quantities
- 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
Chemistry & industry
Applications
UsesAn optically active resolving agent
Uses(1S)-(-)-Camphanic chloride is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.
Uses(1S)-(-)-Camphanic chloride may be used in esterification of enantiomers in volatiles releasedf from wheat, in order to determine the proportion of enantiomers and also in quantifying the esters.
General Description(1S)-(-)-Camphanic chloride is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
陕西格列弗生物科技研究有限责任公司18409274651; 13892423764 · [email protected]
上海莉凯化工技术有限公司16628776521 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海炎泽化工有限公司15345144255 19975051755 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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