Abietic Acid

HCID 10569

Basic information

CAS
15522-12-0
Standard SMILES
CC(C)C1=CC2=CC[C@@H]3[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1
InChIKey
RSWGJHLUYNHPMX-ONCXSQPRSA-N
Molecular formula
C20H30O2
Average molar mass
302.5 g/mol
Monoisotopic mass
302.2245802

Names & identifiers

Preferred name
Abietic Acid
IUPAC
(1R,4aR,4bR,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid
English name
Rosin
Molecular formula
C19H29COOH
Molecular weight
0

Names & synonyms

ABIETIC ACID514-10-3Sylvic acidl-Abietic acid7,13-Abietadien-18-oic acid13-Isopropylpodocarpa-7,13-dien-15-oic acidKyselina abietovaV3DHX33184NSC-251491-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aR,4bR,10aR)-(1R,4aR,4bR,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acidDTXSID7022047
Show more names
GUM ROSINHYDROGENATED ROSINdisproportionated rosinCOLOPHONYCOLOPHONIUMPOLYMERIZED ROSINRosin Estersrosin-colophonySTAYBELITE RESINBRAZILIAN GUM ROSIN
CHEBI:28987Podocarpa-7,13-dien-15-oic acid, 13-isopropyl-RefChem:5505DTXCID202047208-178-3AbietateRosin AcidMFCD03423567

Database identifiers

CAS
15522-12-0、514-10-3、8050-09-7
PubChem CID
10569
DTXSID
DTXSID7022047
ChEMBL
CHEMBL71893
ChEBI
CHEBI:28987
UNII
V3DHX33184
EC Number
208-178-3
Nikkaji
J10.135D

Properties

Computed structural properties

XLogP
4.8
Topological polar surface area
37.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
2
Heavy atoms
22

Experimental & physicochemical properties

Boiling Point482 °F at 9 mmHg (NTP, 1992)
Melting Point343 to 345 °F (NTP, 1992)
Physical Description · 2 items

Yellowish resinous powder. (NTP, 1992)

Yellow solid; [Hawley] Colorless crystalline solid; [MSDSonline]

Collision Cross Section182.0 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID8042399]

Physicochemical properties

Melting point
70 · 70-72°C
Density
1 · 1,07 g/cm3
Flash point
180 °C · 180°C
storage temp.
Room Temperature
solubility
0.1 g/mL, · chloroform: 0.1 g/mL, clear, strongly yellow
form
Powder/Solid

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 60.6% (134 of 221) of all reports.

Warning

H315 (38.9%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (38.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (38.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H400 (25.3%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 221 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 134 of 221 reports by companies.;There are 9 notifications provided by 87 of 221 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 2 items

Chemical: 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, [1R-(1.alpha.,4a.beta.,4b.alpha.,10a.alpha.)]-

1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aR,4bR,10aR)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationPEC / SN / Other assessments - Common skin sensitisers—hazard classification: Health
Fire HazardsCombustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: Slight fire hazard, slight explosive hazard as dust. Low toxicity. (NTP, 1992)
Hazards SummaryA skin and respiratory sensitizer; [CHEMINFO] An irritant; [MSDSonline] Danger of skin sensitization; [MAK] Abietic acid is the active allergen present in colophony. [Marks, p. 80] See Colophony.
Reactive GroupAcids, Carboxylic;Conjugated Dienes

Safety & protection

Fire FightingA fire in your laboratory involving this chemical should be extinguished with a dry chemical, carbon dioxide or halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter.;RECOMMENDED GLOVE MATERIALS: Permeation data indicate that butyl rubber gloves may provide protection to contact with this compound. Butyl rubber over latex gloves is recommended. However, if this chemical makes direct contact with your gloves, or if a tear, hole or puncture develops, remove them at once. (NTP, 1992)

Toxicology

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.;Asthma - Reversible bronchoconstriction (narrowing of bronchioles) initiated by the inhalation of irritating or allergenic agents.

Regulatory information

Regulatory Information · 2 items

Chemical: 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, [1R-(1.alpha.,4a.beta.,4b.alpha.,10a.alpha.)]-

1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aR,4bR,10aR)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Safety data

F
10-21
PPE
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk
1
tsca
TSCA listed
rtecs
VL0480000
hs_code
38061010

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Fibrinolysin or agents that convert plasminogen to FIBRINOLYSIN.

Substances that eliminate free radicals. Among other effects, they protect PANCREATIC ISLETS against damage by CYTOKINES and prevent myocardial and pulmonary REPERFUSION INJURY.

Uses & manufacturing

Uses · 2 items

Used to make ester gums in lacquers, varnishes, and soaps; Also used in metal resinates, plastics, and paper sizes; [Merck Index]

Pulp and Paper Processing [Category: Industry]

Use ClassificationCosmetics -> Emulsion stabilizing
General Manufacturing Information1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aR,4bR,10aR)-: ACTIVE
Applications · 3 items

UsesRosin is a yellow resin in the production of varnishes, printing inks, paper, soldering fluxes, greases, cutting fluids, glue tackifiers, adhesives, surface coatings, polish, insulations, waxes, cosmetics (mascara, rouge, eye shadow), topical medicaments, shoes, violin bow rosin, day, athletic grip aid, pine-oil cleansers; component in dental impression materials and periodontal packings.

UsesRosin can be used as a glazing agent in medicines and chewing gum. In industry, rosin is a flux used in soldering. A mixture of pitch and rosin is used to make a surface against which glass is polished when making optical components such as lenses.

General DescriptionGum rosin is an exudate gum, which is extracted from pine trees.

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
Additional notes · 2 items

DefinitionA brittle yellow or brown resin that remains after the distillation of turpentine. It is used as a flux in soldering and in making paints and varnishes. Powdered rosin gives a ‘grip’ to violin bows and boxers’ shoes.

Definitionrosin: A hard natural resin obtainedfrom pine tree oil and the wastesfrom processing wood pulp. It maybe colourless, yellow, brown, or black. It is used as a flotation agent,solder flux, sizing compound, and inlacquers and plasticizers. It is alsoused to provide ‘grip’ to violinists’bows (when it may be calledcolophony) and dancers’ and boxers’shoes.

Related reactions

14 records

Compound notes

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