基本情報
- 標準SMILES
CN(C)Cc1ccccc1- InChIKey
XXBDWLFCJWSEKW-UHFFFAOYSA-N- 分子式
- C9H13N
- 平均分子量
- 135.21 g/mol
- 単同位体質量
- 135.10479942
名称と識別子
- 優先名称
- N,N-Dimethylbenzylamine
- IUPAC
- N,N-dimethyl-1-phenylmethanamine
- 現地名
- N,N-ジメチルベンジルアミン
- 英語名
- N,N-Dimethylbenzylamine
- 分子式
- C9H13N
- 分子量
- 135.21
名称と別名
名称をさらに表示
データベース識別子
- CAS
103-83-3、28262-13-7- PubChem CID
- 7681
- DTXSID
DTXSID8021854- ChEMBL
CHEMBL45591- ChEBI
CHEBI:231275- UNII
- TYP7AXQ1YJ
- EC Number
- 203-149-1
- Nikkaji
- J36.099F
物性
構造計算による物性
- XLogP
- 2
- 極性表面積
- 3.2 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 1
- 回転可能結合数
- 2
- 重原子数
- 10
- 形式電荷
- 0
- 複雑度
- 82
実験および物理化学的性質
Density
0.915 at 50 °F (USCG, 1999) - Less dense than water; will float
Relative density (water = 1): 0.9
0.915 @ 10°C
Flash Point
140 °F
57 °C o.c.
Boiling Point
357.8 °F at 760 mmHg (USCG, 1999)
180 °C
181 °C @760 [mm Hg]
Melting Point
-103 °F (USCG, 1999)
-75 °C
Physical Description
Benzyldimethylamine appears as a colorless to light yellow liquid with an aromatic odor. Slightly less dense than water and slightly soluble in water. Corrosive to skin, eyes and mucous membranes. Slightly toxic by ingestion, skin absorption and inhalation. Used in the manufacture of adhesives and other chemicals.
Liquid
Clear to yellow liquid with a strong odor; [NJ-HSFS]
COLOURLESS LIQUID WITH CHARACTERISTIC ODOUR.
Kovats Retention Index
1017.9;1025.5
1350
物理化学的性質
- 融点
- -75 °C · -75 °C
- 沸点
- 183 · 183-184 °C765 mm Hg(lit.)
- 比重(密度)
- 0.9 g/mL · 0.9 g/mL at 25 °C(lit.)
- 蒸気圧
- 2.4 hPa · 2.4 hPa (20 °C)
- 屈折率
- 20 · n20/D 1.501(lit.)
- 闪点
- 130 °F · 130 °F
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- 水溶性
- 酸解離定数(Pka)
- 1 · pK1:9.02(+1) (25°C)
- 外見
- 液体
- 色
- 無色透明~薄黄色
- PH
- 10 · 10 (10g/l, H2O, 20℃)(saturated solution)
- 臭い (Odor)
- 強烈な魚臭さ
- 爆発限界(explosive limit)
- 0.9 · 0.9-6.3%(V)
- 水溶解度
- 8 g/L · 8g/L(20℃)
- BRN
- 1099620 · 1099620
- 安定性
- 安定。強酸、強酸化剤とは相容れない。
- InChI
- 1S/C9H13N/c1-10(2)8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3
- InChIKey
- XXBDWLFCJWSEKW-UHFFFAOYSA-N
- SMILES
- CN(C)Cc1ccccc1
- LogP
- 1.98 at · 1.98 at 25℃
- CAS データベース
- 103 · 103-83-3(CAS DataBase Reference)
- NISTの化学物質情報
- Benzenemethanamine, N,N-dimethyl-(103-83-3)
- EPAの化学物質情報
- N,N-Dimethylbenzylamine (103-83-3)
化学的性質
化学的特性Colorless to light yellow flammable liquid with ammonia odor. Soluble in ethanol, ether, insoluble in water.
化学性质アリール基を持つアミン
安全と法規制
GHS分類
GHS Classification
Danger
H226: Flammable liquid and vapor [Warning Flammable liquids];H302: Harmful if swallowed [Warning Acute toxicity, oral];H312: Harmful in contact with skin [Warning Acute toxicity, dermal];H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H332: Harmful if inhaled [Warning Acute toxicity, inhalation];H412: Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
This chemical does not meet GHS hazard criteria for 0.1% (1 of 850) of reports.
危険有害性情報
Regulatory Information
Chemical: Benzenemethanamine, N,N-dimethyl-
Benzenemethanamine, N,N-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenemethanamine, N,N-dimethyl- 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)
Status: Active Update: 18-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13869
Benzyldimethylamine: Does not have an individual approval but may be used under an appropriate group standard
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Fire Hazards
Special Hazards of Combustion Products: Toxic vapors are generated when heated. (USCG, 1999)
· Flammable/combustible material.;· May be ignited by heat, sparks or flames.;· Vapors may form explosive mixtures with air.;· Vapors may travel to source of ignition and flash back.;· Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.).;· Vapor explosion hazard indoors, outdoors or in sewers.;· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.;· Runoff to sewer may create fire or explosion hazard.;· Containers may explode when heated.;· Many liquids will float on water.
Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 57 °C explosive vapour/air mixtures may be formed.
Health Hazards
Inhalation may be fatal as a result of spasm, inflammation and edema of the larynx and bronchi, chemical pneumonitis, and pulmonary edema. Symptoms of exposure may include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomitting. (USCG, 1999)
· May cause toxic effects if inhaled or ingested.;· Contact with substance may cause severe burns to skin and eyes.;· Fire will produce irritating, corrosive and/or toxic gases.;· Vapors may cause dizziness or asphyxiation, especially when in closed or confined areas.;· Runoff from fire control or dilution water may cause environmental contamination.
Reactivity Profile
BENZYLDIMETHYLAMINE neutralizes acids on exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. May attack some plastics (USCG, 1999).
安全と保護具
Fire Fighting
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:;Some of these materials may react violently with water.;SMALL FIRE: Dry chemical, CO2, water spray or alcohol-resistant foam.;LARGE FIRE: Water spray, fog or alcohol-resistant foam. If it can be done safely, move undamaged containers away from the area around the fire. Dike runoff from fire control for later disposal. Do not get water inside containers.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. For massive fire, use unmanned master stream devices or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2024)
Use water spray, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures
Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention.
Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Rinse mouth. Do NOT induce vomiting. Refer for medical attention .
Accidental Release Measures
· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· All equipment used when handling the product must be grounded.;· Do not touch or walk through spilled material.;· Stop leak if you can do it without risk.;· Prevent entry into waterways, sewers, basements or confined areas.;· A vapor-suppressing foam may be used to reduce vapors.;· Absorb with earth, sand or other non-combustible material.;· For hydrazine, absorb with DRY sand or inert absorbent (vermiculite or absorbent pads).;· Use clean, non-sparking tools to collect absorbed material.;Large Spill;· Dike far ahead of liquid spill for later disposal.;· Water spray may reduce vapor, but may not prevent ignition in closed spaces.
First Aid
INHALATION: Remove victim to fresh air and call a physician at once; administer oxygen until physician arrives.;INGESTION: Get medical attention at once.;EYES or SKIN: Flush with plenty of water for at least 15 min; if cyanosis is present, shower with soap and warm water, with special attention to scalp and finger nails; remove any contaminated clothing. (USCG, 1999)
General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required.
Exposure Control and Personal Protection
· Wear positive pressure self-contained breathing apparatus (SCBA).;· Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE.;· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.
Nonfire Spill Response
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:;ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb with earth, sand or other non-combustible material. For hydrazine, absorb with DRY sand or inert absorbent (vermiculite or absorbent pads). Use clean, non-sparking tools to collect absorbed material.;LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2024)
Spillage Disposal
Personal protection: complete protective clothing including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable containers as far as possible. Cautiously neutralize remainder. Then wash away with plenty of water.
Isolation and Evacuation
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:;IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area for at least 50 meters (150 feet) in all directions.;SPILL: Increase the immediate precautionary measure distance, in the downwind direction, as necessary.;FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)
Immediate precautionary measure;· Isolate spill or leak area for at least 50 meters (150 feet) in all directions.;Spill;· For highlighted materials: see Table 1 - Initial Isolation and Protective Action Distances.;· For non-highlighted materials: increase the immediate precautionary measure distance, in the downwind direction, as necessary.;Fire;· If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions.
毒性情報
Signs and Symptoms
Sore throat. Cough. Burning sensation. Shortness of breath. Laboured breathing. Symptoms may be delayed.
Pain. Redness. Blisters. Skin burns.
Pain. Redness. Severe deep burns.
Burning sensation. Abdominal pain. Shock or collapse.
法規制情報
Regulatory Information
Chemical: Benzenemethanamine, N,N-dimethyl-
Benzenemethanamine, N,N-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenemethanamine, N,N-dimethyl- 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)
Status: Active Update: 18-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13869
Benzyldimethylamine: Does not have an individual approval but may be used under an appropriate group standard
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
安全データ
- F
- 10-13-23
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- DP4500000
- ridadr
- UN 2619
- 毒性
- LD50 orally in Rabbit: 290 mg/kg LD50 dermal Rat 695 mg/kg
- hs_code
- 29214980
- risk_code
- 10-20/21/22-34-52/53
- 化審法
- (3)-332, (3)-350
- 消防法
- 危-4-2-III
- hazard_code
- C
- safety_code
- 26-36-45-61
- hazard_class
- 8
- packing_group
- II
- 自然発火温度
- 410 °C
- Hazard Classifications
- Acute Tox. 3 InhalationAcute Tox. 3 OralAcute Tox. 4 DermalAquatic Chronic 2Eye Dam. 1Flam. Liq. 3Skin Corr. 1B
- ストレージクラス
- 3 - Flammable liquids
化学と産業
用途と製造
Uses
Used as a curing agent for epoxy resins; [Kanerva, p. 566] Used to manufacture adhesives and other chemicals; [CAMEO]
Plastic Composites Manufacturing [Category: Industry]
General Manufacturing Information
Miscellaneous Manufacturing;Plastics Material and Resin Manufacturing
Benzenemethanamine, N,N-dimethyl-: ACTIVE
応用分野
用途各種合成原料
使用N,N-Dimethylbenzylamine was used in the synthesis of bis[(N,N-dimethylamino)benzyl] selenide. It has been used as catalyst during curing reaction of formulations of diglycidyl ether of bisphenol A and tetrahydrophthalic anhydride. It undergoes directed ortho metalation with butyl lithium. It reacts with methyl iodide to get ammonium salt, which is used as phase transfer catalysts. Further, it is used as a catalyst for the formation of polyurethane foams and epoxy resins.
一般的な説明Benzyldimethylamine appears as a colorless to light yellow liquid with an aromatic odor. Slightly less dense than water and slightly soluble in water. Corrosive to skin, eyes and mucous membranes. Slightly toxic by ingestion, skin absorption and inhalation. Used in the manufacture of adhesives; dehydrohalogenating catalyst; corrosion inhibitor; acid neutralizer; potting compounds; cellulose modifier and quaternary ammonium compounds.
調製方法
製造方法25% Aqueous Dimethylamine, 1088 grams Benzyl Chloride, 126.6 grams In the apparatus of Example 1, the benzyl chloride was added dropwise over a two-hour period to the amine (molar ratio 1 to 6) at a rate sufficient to maintain the temperature below 40°C. Stirring was continued at room temperature for an additional hour to insure completion of the reaction denoted by the equation below. Thereafter the reaction mixture was cooled in a separatory funnel while standing in a refrigerator maintained at 5° C. and separated into two layers. The upper oily layer, weighing 111.5g, was removed and steam distilled until no further oleaginous component was observed in the distillate as it came over. The crude distillate was found to contain 103.5g of N,N-dimethylbenzylamine (76.1% of theory), 3.3g of dimethylamine and no quaternary salts. The dimethylamine was distilled off below 29°C under atmospheric pressure from the N,N-dimethylbenzylamine (bp 82°C/18mmHg).
合成方法酢酸パラジウムと反応してアリールパラジウム錯体を生成する
純化方法Dry the amine over KOH pellets and fractionate it over Zn dust in a CO2—free atmosphere. It has a pKa2 5 of 8.25 in 45% aqueous EtOH. Store it under N2 or in a vacuum. The picrate has m 94-95o, and the picrolonate has m 151o (from EtOH). [Skita & Keil Chem Ber 63 34 1930, Coleman J Am Chem Soc 55 3001 1933, Devereux et al. J Chem Soc 2845 1957.] The tetraphenyl borate salt has m 182-185o. [Crane Anal Chem 28 1794 1956, Beilstein 12 IV 2161.]
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